There’s no single CinemaBlend opinion on anything. Through countless arguments over the years, I’ve learned we’re not even on the same page about how to define the word best. Is a movie the best if it’s the most technically proficient? Is it the best if it has the biggest cultural impact? Is it the best if we personally like it the most for our own biased reasons? I used to think there was a right answer, my personal answer, but looking over this completed list, I think it’s better that we all have our own definitions.
It’s because of those clashing perspectives that this Best Movies Of The 2000s list is messy and weird and way more accurate than any of us could have ever been on our own. It sees value in both Oscar nominations and quotability. It cares about movies that have aired 500 times on TNT and movies your parents have never heard of. It’s a smashed together hodgepodge of what we love, which is why it unapologetically features Mean Girls and There Will Be Blood, The Hangover and Zodiac, City Of God and Legally Blonde.
This Best Movies Of The 2000s list is none of our tastes and also, all of our tastes. It’s CinemaBlend’s collective celebration of The 2000s, and we hope, like everyone who works here, you’ll find plenty to love and plenty to hate about it. Let the arguments begin…
100. Avatar (2009)
While it's the last on this list, there's no denying Avatar's impact on the film industry back in 2009. The movie is a sci-fi masterpiece that features incredible visuals, mainly following the tale of Jake Sully, a human who finds love and acceptance within the world of the Na'vi, the native people of Pandora.
The film takes the audience on a wild ride for two and a half hours. While the story of saving a planet from foreign invaders could be more groundbreaking, the unique visual effects that fans get to see are. And now, with a successful sequel out more than ten years later, it's the perfect chance to revisit the original.
99. Erin Brockovich (2000)
Julia Roberts had established herself as one of the most beloved actors in the world in the 1990s, and as calendars flipped over to the year 2000, she didn’t waste any time starring in yet another critically acclaimed box office hit. Hitting theaters in March 2000, Erin Brockovich tells the story of the titular lawyer who started a landmark case against the Pacific Gas and Electric Company for groundwater contamination, and it’s a stellar work that further cemented the clear talents of director Steven Soderbergh. It’s thrilling and dramatic, but also funny and fun – in large part due to Roberts’ charm and charisma.
98. The Hangover (2009)
The Hangover is part travelogue and part comedic shitshow. It races its characters through what feels like an entire TV season’s worth of odd locations and ridiculous scenarios, somehow finding time for hospital visits, naked gangsters, weddings, Blackjack heaters, stolen tigers, missing babies and stun gun demonstrations. It sounds like way too much plot for an hour and forty minute movie, but the key to a good comedy isn’t the situations the characters find themselves in, it’s the rapport and natural chemistry between the actors/characters going through those situations. And Bradley Cooper, Zach Galifianakis and Ed Helms are fantastic together. Their clashing vibes, energy levels and comedic sensibilities somehow blend into a perfect cocktail, and with Oscar-nominated director Todd Phillips stirring the drink, The Hangover is able to turn its B-movie premise into one of the funniest comedies of the 2000s.
97. Cloverfield (2008)
The first decade of the Aughts saw one word playing into many of its most cherished cinematic successes: reinvention. For director Matt Reeves’ Cloverfield, two different types of genre favorites were mashed together to create a wildly new, very mysterious product: monster movies like Godzilla and found footage pictures such as The Blair Witch Project.
Amping up the scale of what a handheld camera could cover, Cloverfield’s ingenious marketing campaign kept audiences guessing about what its true intentions were. In the wake of a mysterious/title-free teaser, it was anyone’s guess what writer Drew Goddard’s movie was about. To live up to the hype after stoking such anticipation for an unknown quantity only cemented Cloverfield as a certified success. In a market where it felt like the trailers gave everything away, a major studio movie broke with the norm, all in the name of a monstrous triumph.
96. National Treasure (2004)
The race to steal the Declaration of Independence was on in 2004 as Nicolas Cage and his team of treasure hunters went on a high stakes mission to find the greatest treasure. This story sweeps across American history, and is held together by Cage’s protagonist and his drive to find this great prize, and protect the Declaration of Independence by stealing it, of course.
This Disney staple is a family classic, and an action adventure bound to entertain just about anyone. It was such a success that a sequel soon followed, and maybe, someday, National Treasure 3 will happen. However, let us not forget the majesty that is the original National Treasure.
95. The Notebook (2004)
There’s a reason that when one thinks of the genre “romance” The Notebook instantly comes to mind. The 2004 Nicholas Sparks adaptation is nothing short of a timeless classic that gracefully dances between being a forbidden and second-chance love story. It’s the movie that made Ryan Gosling a Hollywood hunk matched by a passionate yet grounding performance by Rachel McAdams. Together they are a firecracker of chemistry who left a generation longing to kiss in the rain. Cliché and mushy as The Notebook can be, when the music swells on the final scene, it never ceases to remind us why it’s one of the most endearing and cathartic love affairs we’ve ever seen.
94. Anchorman: The Legend of Ron Burgundy (2004)
Though it's been nearly two decades since its release, Anchorman: The Legend of Ron Burgundy still stands as one of Will Ferrell and Adam McKay’s greatest collaborations. The 70s-set movie marked McKay’s directorial debut and, with it, he masterfully injects humor and social commentary into a satirical workplace comedy set within the world of broadcast news. His screenplay is funny and occasionally, downright hilarious, but the cast truly makes the movie shine. Christina Applegate, Paul Rudd, Steve Carrell and more are just flawless. And of course, it’s Ferrell’s portrayal of the titular character that really puts it over the top.
93. Million Dollar Baby (2004)
Anyone angling for a great sports drama that not only delivers sheer emotion but also captures the spirit of the pastime it’s tackling should check out Million Dollar Baby. Director Clint Eastwood’s Best Picture-winning film tells the story of an aspiring boxer (played by Hilary Swank), who teams up with a veteran trainer (Eastwood) in the hopes of achieving in-ring glory. The result is an emotionally affecting – and sometimes brutal – story about resilience and parental bonds. This boxing flick won Swank, Eastwood and co-star Morgan Freeman all Oscars and, when you see the movie, you’ll understand why.
92. Saw (2004)
2004's Saw revitalized the horror genre years ago, thanks to James Wan and Leigh Whannell, with its shocking twists and equally astonishing violence. But while the movie did include some truly grotesque “games” for Jigsaw’s victims, this was more than the mere “torture porn” that plagued the aughts. There was intention behind Jigsaw’s pain — making people think about the lives they’d led before forcing them to, “Live or die, make your choice.”
The audience was along for the ride, trying to figure out why Adam (Whannell) and Dr. Gordon (Cary Elwes) were chained up in a bathroom and how they could escape before it was too late. Thanks to some brilliant misdirection, the ensuing plot twist was truly gasp-inducing. These days you might not be able to get away with that ending, but don’t say you saw it coming back in 2004.
91. Super Troopers (2001)
Super Troopers From a plotting and acting perspective, Super Troopers isn’t exactly The Departed. Its basic premise, and even many of its specific scenes, are just nimbly bimbly excuses for the cast to make raunchy jokes about the natural absurdities of being a cop. That works, though, because the movie understands what we want as an audience: non-stop jokes and shenanigans about liters of cola, littering and smokin’ the reefer. From cat game to syrup fights to biker confusion, Super Troopers has its own vibe and unique sense of humor. It’s just out there, doing its own thing, and that’s why, more than two decades later, fans are still pulling over to watch it… even if they’re already pulled over and they can’t pull over any further.
90. War of the Worlds (2005)
Steven Spielberg wouldn’t be the first to adapt H.G. Wells’ The War of the Worlds novel for the screen, nor would he be the last. But his modern-day take on the 19th Century sci-fi novel certainly made an impression. From the main characters — led by Tom Cruise as Ray Ferrier, father to Rachel (Dakota Fanning) and Robbie (Justin Chatwin) — to the various settings, to the unnerving sight (and sound) of the tripods emerging from below the ground to decimate or capture any humans in their path, War of the Worlds made its mark as an epic sci-fi action movie about survival and the choices a struggling parent has to make to protect his children from a worst-case-scenario. In true Spielberg fashion, the movie is thrilling and occasionally chilling, but also offers that added layer of a family element to keep us invested from beginning to end.
89. Sin City (2005)
Most comic book adaptations aim to reimagine the characters and events of the source material in a way that more closely resembles reality. However, when director Robert Rodriguez teamed up with famed author and illustrator Frank Miller (acting as co-director) to bring his graphic novel series, Sin City, to the big screen, they did more than just adapt it. They brought it to life.
This anthology-style collection of three interconnected stories — all of which take place in the same hopelessly down-trodden, crime-ridden metropolis — is a masterclass in noirish storytelling (the razor sharp dialogue is straight out of a Raymond Chandler classic), astonishingly unique visual design (every beautifully grayscale frame resembles a comic book panel), and flawless acting from the entire Sin City cast, including Bruce Willis, Rosario Dawson, Mickey Rourke, and so many more amazing A-listers. When it comes to non-superhero-related comic book movies, this might be the best of them all.
88. Bridget Jones's Diary (2001)
Anticipation for the feature adaptation of Helen Fielding’s Bridget Jones’s Diary — itself a reinterpretation of Jane Austen’s Pride and Prejudice — was high, to say the least, for those of us who adored the book, when it finally made its way into theaters in 2001. Renee Zellweger’s mix of charm, determination for romance and occasional awkwardness alone are reason enough to love the adaptation. Then factor in the excellent chemistry she shares with both love interests — Hugh Grant as Daniel Cleaver and Colin Firth as Mark Darcy — not to mention the fantastic supporting cast, well-timed bits of hilarity and genuinely heartfelt moments of romance and what’s not to love about Bridget Jones’s Diary?
87. Taken (2008)
Taken isn’t the most emotionally complicated or the most realistic movie, but it has a really good sense of its own strengths and leverages that particular set of skills perfectly. Liam Neeson might not be the prototypical action star, but he’s an Oscar-nominated actor uniquely good at portraying single-mindedness and determination. Taken is able to harness the badass fatherly intensity of a desperate man searching for his daughter and pair it with ruthless action sequences that rely more on craftiness than brute strength. The result is one of the best and most rewatchable action movies of the 2000s, a tight 90 minutes that’s so much fun it produced two sequels, a TV series and an unexpected late career resurgence for Neeson.
86. The Pursuit of Happyness (2006)
Before Will Smith earned his third Oscar nomination for King Richard, and after his nomination for Ali, he received his second Academy Award nod for The Pursuit of Happyness. Based on the real story of Chris Gardner, the movie follows Gardner's struggle to find a job to provide for his son during a year when they are homeless.
The movie is inspiring for anyone, featuring an uplifting and memorable story. That, paired with an incredible performance from Will Smith and his son, Jaden Smith – who made his acting debut in the film – makes this the perfect movie to watch on any given day.
85. The Bourne Identity (2002)
Before Daniel Craig came along and ushered in a new era for the James Bond movie franchise a few years later, Doug Liman’s The Bourne Identity welcomed audiences to the 21st century with this fresh, unique, and action-packed spy thriller. Matt Damon, who had already shown a great deal of depth in movies like Good Will Hunting and The Talented Mr. Ripley a few years earlier, became a bonafide action star with his portrayal of Jason Bourne, a trained killer with no recollection of his dark past.
There are few early 2000s action sequences as memorable as the movie’s iconic car chase through the streets of Paris. Audiences, used to seeing spies and assassins whipping around in souped-up sports cars were in for the ride of their lives with Bourne behind the wheel of a weathered Mini Cooper.
84. Love Actually (2003)
Love Actually has become annual holiday viewing for many since its premiere in 2004. Renowned rom-com filmmaker Richard Curtis struck gold with an A-list cast, as ten loosely connected plotlines each portray a different kind of love. Everybody’s sure to have their favorite stories within the movie, but they all strike an emotional chord, albeit in different ways.
As these characters navigate the holidays, Love Actually tackles themes of grief, infidelity, unrequited love, workplace romance and more, while never losing its charm and eliciting tons of laughs. Throw in infinitely quotable dialogue (“Let’s get the shit kicked out of us by love!”), an infuriatingly hilarious cameo by Rowan Atkinson, and one absolutely iconic dance from Hugh Grant, and you’ve got yourself a classic.
83. (500) Days of Summer (2009)
In a decade greatly defined by bubblegum romantic comedies where audiences can take comfort in the same three act structure often ending in wedding bells, (500) Days Of Summer flipped the genre on its head. Romance and love can be a tricky, complicated thing that not only may be finite, but clouded by one’s fantasies, projections of potential and manic pixie dream girls. Marc Webb’s indie rom-com announces up front that it is “not a love story” and cleverly plays with structure as Joseph Gordon-Levitt’s Tom falls for Zooey Deschanel’s Summer. Between its stunningly memorable soundtrack, creative use of mixed media against its gorgeous L.A. backdrop, (500) Days Of Summer is a dark horse of a romantic comedy that tackles the expectations vs. reality of love with a sharp wit.
82. Knocked Up (2007)
Most romantic comedies try a lot harder at one of those two things. They’re either romantic movies with a few solid laughs sprinkled in or they’re clearly comedies that shoehorn a romance in there as an afterthought. Knocked Up works so well because it tries really hard at both. It succeeds a little more as a comedy, given it has Seth Rogen, Jonah Hill, Jason Segel, Martin Starr, Craig Robinson, Leslie Mann and Paul Rudd, but it also takes a lot of time and care with its love story and has many thoughtful things to say about relationships and parenting. It never takes the easy way out or betrays itself for a cheap, inauthentic laugh, which lets the natural chemistry between Rogen and co-lead Katherine Heigl grow into a budding relationship you actually root for.
81. Dawn Of The Dead (2004)
As proven decades ago by George A. Romero, slow zombies are quite scary – but in 2004, director Zack Snyder and screenwriter James Gunn teamed up to show us just how freaky fast zombies can be. Dawn Of The Dead is a movie that stays true to its source material, gathering a bunch of strangers in a shopping mall as the dead come back to life, but it has its own energy and no shortage of standout moments. The beginning is a terror, the ending is deeply unsettling (including the material in the end credits), but the baby is where this one hits its peak.
80. Remember the Titans (2000)
Remember the Titans will make you laugh, cry, cheer and feel a whole range of emotions as you go on a journey with newly integrated T.C. Williams football team to win the state championship. This incredible movie about bringing a football team together is led by Denzel Washington, and it’s not only regarded as one of his best movies, but it’s also widely known as one of the greatest sports films.
Washington and Will Patton lead the stacked cast of Remember the Titans, which includes Wood Harris and Ryan Hurst as the team’s leaders. Along with them, the movie also features Donald Faison, Craig Kirkwood and Ethan Suplee as well as a very young Ryan Gosling and 10-year-old Hayden Panettiere, among many others. Overall, it’s an inspiring and moving movie about acceptance and determination. Let’s just say Remember the Titans always has us saying “We want some more!”
79. Juno (2007)
While Elliot Page was an actor at a young age, Juno was the movie that made him into a household name. And for good measure, as Jason Reitman’s quirky 2007 flick delivers in both comedy and heartfelt, human moments. Page earned an Academy Award nomination at the time for his performance, which surely feels justified.
2007's Juno centers around its title character, a teenage girl who accidentally gets pregnant. She decides to carry the baby to term, arranging an adoption with a married couple (played by Jennifer Garner and Jason Bateman). After being filled with plenty of funny moments (and a killer soundtrack) the ending provides an emotional catharsis that puts Juno above many movies around its time.
78. Pirates of the Caribbean: The Curse of the Black Pearl (2003)
It’s no wonder that Disney has been trying for 20 years to recapture the lightning in a bottle that was Pirates of the Caribbean: The Curse of the Black Pearl. Inspired by a theme park attraction, but blazing its own trail, Pirates created one of modern cinema’s most iconic characters in Captain Jack Sparrow. But the rest of the cast, including Orlando Bloom, Keira Knightley, and a scene-stealing Geoffrey Rush, is no less compelling. From sword fights to ship battles, Black Pearl’s action is near perfect, with the Johnny Depp vs. Orlando Bloom duel a textbook example of how to tell a story with an action scene. It set a bar so high that even its own sequels were never going to clear it.
77. Ray (2004)
Cinema lovers have been graced with plenty of great biopics over the decades, and Ray certainly stands as one of the best. Directed by Taylor Hackford, the movie chronicles the life and career of the great Ray Charles. James L. White’s screenplay effectively tells Charles’ story, chronicling his professional and personal highs and lows in the process. And of course, the production is (appropriately) infused with incredible music. There are plenty of great performances on display, but it’s Jamie Foxx’s uncanny – and Oscar-winning – turn as the titular musician that really makes this period drama worth a watch or two.
76. Unbreakable (2000)
M. Night Shyamalan had an unenviable task in 2000 – following up his overnight sensation, The Sixth Sense. Was that movie a flash in the pan? Or would Shyamalan live up to the billing he was receiving in the press as, “The next Spielberg?” Remarkably, Shyamalan came up with a deeper, more meaningful film that also started the bandwagon for superhero-movie fascination, only with a meditative origin story for a strong man (Bruce Willis) who doesn’t recognize his invulnerability. Pulp Fiction co-star Samuel L. Jackson tapped into his fiendish side to play Willis’s nemesis, a man plagued with brittle bones who assumed that his opposite had to exist in the world. But it was Night’s ability to generate an intense mood that boosted Unbreakable. We rode a wave of increasingly suspenseful tension until the moment Willis donned his raincoat and embraced his destiny. Unbreakable started a trilogy, but also guaranteed that Shyamalan was here to stay as one of our most original and effective storytellers.
75. Forgetting Sarah Marshall (2008)
Forgetting Sarah Marshall occasionally gets overlooked as being just another rom-com from the aughts – specifically the rom-com featuring the oddball pairing of Mila Kunis and Jason Segel, but I can’t imagine that anyone who’s lumping this movie into just another group of rom-coms has seen it recently because it is profoundly and consistently weird.
Segel’s TV composer main character dreams of creating a Dracula musical featuring puppets called A Taste For Love. He also wants to get over his titular ex-girlfriend - hilariously played by Kristen Bell, who somehow ends up in the hotel room next to him having loud sex with her new rock star boyfriend. That messy journey of acceptance and moving on, amidst all its weirdness or maybe because of all its weirdness, never feels like a cliche. It’s consistently funny and has so many thoughtful things to say about relationships, break-ups and finding yourself. Don’t write it off.
74. School of Rock (2003)
Jack Black was many things in 2003, though many wouldn’t have considered his comedic stylings family-friendly until School Of Rock. Black’s musical abilities from his band Tenacious D paired with the wholesome story of teaching some kids how to rock, was fun for everyone and really skyrocketed him further into the mainstream and into more roles for younger audiences like Kung Fu Panda and Nacho Libre. Sure, he’d still do raunchier stuff like Tropic Thunder, but this movie was imperative to show the range he had as an actor.
Let’s also not forget this movie boasted other celebrities who are notable talents in 2023, like Miranda Cosgrove and The White Lotus showrunner Mike White. Oh, and the music is still as great as it was then, even decades later. There’s a strong message here about the importance of teaching children about music and helping them follow their passion, and it’s that message that will keep this movie relevant for decades to come.
73. Up (2009)
Pixar Animation Studios, a subsidiary of Walt Disney Studios, has always been known for its films that have reached a broad audience, starting with their debut full-feature film, Toy Story. However, in 2009, the studio released Up, the first Pixar film to receive a nomination for Best Picture at the Academy Awards. Up is mainly about Carl, an older man living a lonely life, and to fulfill his promise to his late wife, he travels across the world in a floating house to South America – with the help of a local wilderness explorer who tags along for the ride.
A lot can be said about Up, from its stunning animation to the beautiful soundtrack, but nothing beats the story. It's a tale of a found family and of finding love and compassion in places you would never expect. And you must always remember – the wilderness must be explored!
72. District 9 (2009)
Coming in at 72 on the list might just be an indicator of how underrated District 9 is, considering it’s one of the best science fiction movies of the 2000s. Neill Blomkamp’s feature walks the line between messaging about the various mistreatment marginalized groups are subjected to, to how humanity would respond if aliens were really discovered to be on Earth. Given recent reports at government hearings, it isn’t all that unbelievable that it wouldn’t take long for humanity to get back to normal after finding a bunch of alien refugees on Earth.
Perhaps the best compliment to pay District 9 is that it’s a phenomenal standalone sci-fi movie with no sequels or prequels. This could be why it’s typically lower on the sci-fi lists as there may be a community of people that simply forgot about it as the years went on. Now is the time to revive the credit it deserves and maybe bump it up a few notches on future top lists.
71. Shrek (2001)
Think of every DreamWorks Animation movie you can think of – I bet Shrek is one of the first that pops into your head.
Shrek was a momentous occasion for DreamWorks Animation when it was released. It was a huge box office success, received rave reviews, and was even the first Academy Award for Best Animated Feature winner. The movie mainly follows Shrek, an ogre whose swamp is suddenly overrun with fairytale creatures, and to get them out, he must save Princess Fiona from a tower guarded by a dragon on a mountain of lava and bring her to Lord Farquad.
The DreamWorks Animation film created an empire of Shrek success. With numerous sequels and spinoff movies, Shrek is one of the most successful animated franchises ever. The first film featured some great CGI animation for 2001 but also had the hilarity of adult jokes that parents would get while their kids enjoyed the fantasy, animation, and love story. Besides, who wouldn't love listening to Eddie Murphy crack jokes as Donkey for an hour and a half?
70. Mulholland Drive (2001)
There are two sides to David Lynch: the fairly normal filmmaker who wants to tell a linear story in a somewhat straightforward manner (examples include The Elephant Man and The Straight Story), and the absolute bonkers off-the-wall batshit fever dream of an avante-garde video artist (examples include Eraserhead and Inland Empire). What makes Mulholland Drive such a beautiful film, is that it’s the perfect balance of these two sides of the iconic writer/director. In fact, without spoiling anything, the film even has a pivotal moment where it completely changes tonally, effectively showing these two distinct sides of Lynch. Perhaps more importantly, this tonal switch is expertly pulled off by the film’s star Naomi Watts, who, between this and 2001’s 21 Grams, was at a point in her career where she was showing off her chops with an authenticity that was hard not to notice. Mulholland Drive will show you the full range of skill you need to see from both Watts, and the legendary auteur that is David Lynch.
69. Watchmen (2009)
“Unadaptable” is a word that’s been used when approaching the most ambitious literary adaptations. Alan Moore and Dave Gibbons’ landmark graphic novel Watchmen was one such project, earning that brand after decades of potential adaptations failed to tackle the ambitious superhero narrative properly.
Even in light of multiple cuts, and the ending being substantially altered from what was depicted in the 1985 source material, Watchmen is a miracle to behold. Somehow, the complicated narrative told through various mediums in that graphic novel was streamlined into a product that didn’t water down the full story.
Only Zack Snyder’s third directorial effort, Watchmen is a powerful statement of the man’s developing skills in that point of his career. Arriving in the wake of Iron Man and The Dark Knight, it proved comic adaptations could be more than market-driving crowd pleasers. In the case of Watchmen, such movies could also be masterpieces.
68. Sideways (2004)
How the hell did Sideways, a dialogue-driven dramedy about a schoolteacher who loves wine, become such a mainstream pop-culture phenomenon? Try going wine-tasting without hearing a joke about drinking from the spit bucket, or somebody saying, “I am not drinking any fucking merlot!”
Sideways’ writer and director, Alexander Payne, has always told stories that are rather grounded in reality. Aside from Downsizing where he literally shrank Matt Damon, these are movies about common issues that most folks can relate to. The Descendants is about grief, About Schmidt is about aging, and Sideways is about letting go. With the script came Payne’s first Academy Award, a life-changing role for Paul Giamatti, and one of the best films of that decade. The bleak nature of the ending with just a dash of hope is a testament to real-life, and relatable for the average person. That is how a movie about a failed middle-aged writer with a drinking problem managed to cement its place in film history.
67. Lost In Translation (2003)
Bob Harris (Bill Murray) is an American actor past his prime. Charlotte (Scarlett Johansson) is a young, married, recent college graduate. Both are in Tokyo — Bob to shoot promos for a Japanese whiskey and Charlotte to follow her photographer husband (Giovanni Ribisi) on his latest assignment — and overcome with feelings of loneliness and disillusionment until a chance meeting at their hotel bar gives the unlikely duo a sense of fulfillment when they both need it most.
Lost in Translation is one of the first films produced by Focus Features and is still considered to be one of the production company’s best releases two decades later for the refreshingly unique — albeit, unlikely — love story that still manages to warm hearts from its unforgettable opening shot to its cryptic, much-debated final moment. The charming, invigoratingly honest dramedy also managed to be a major turning point for Murray (who earned his sole Academy Award nomination), Johansson (a breakthrough performance), and second-time writer and director Sophia Coppola, who earned a well-deserved Oscar for Best Original Screenplay.
66. The 40 Year Old Virgin (2005)
In the mid-2000s, big screen comedy underwent a titanic shift. Through the late ‘90s and the turn of the century, the genre was dominated by the so-called Frat Pack (Will Ferrell, Ben Stiller, Vince Vaughn, Jack Black, Owen Wilson and Luke Wilson)… but then along came The 40-Year-Old Virgin, the directorial debut from Judd Apatow. The film is hilarious and sweet, with a collection of wonderful characters exploring the high highs and low lows of sexuality and romance in the 21st century – and while not everything about it has aged perfectly, it does a tremendous job at leaning into the talents of its stars. And it’s a game-changer.
While it’s Steve Carell’s movie, a huge part of its legacy is featuring the breakout performance by Seth Rogen. In the wake of The 40-Year-Old Virgin, Rogen and Apatow became the biggest names in funny, with not just their own comedic voices becoming popular, but also their improvisation-heavy styles.
65. Hot Fuzz (2007)
Hot Fuzz is the kind of action movie where every second feels crafted by a team of action movie fans, as opposed to a cast and crew just going through the motions. Co-written by the A+ pair Edgar Wright and Simon Pegg, starring Pegg opposite frequent co-star Nick Front, Hot Fuzz is mostly set far from metropolitan skylines and endless high-rises, and its quaint Wicker Man-esque village makes for a wildly unique setting for any story filled with this many Point Break references.
As the second film in the Three Flavours Cornetto trilogy, Hot Fuzz built on Shaun of the Dead's already stellar cast with a host of UK legends such as Jim Broadbent, Timothy Dalton, Bill Nighy, Edward Woodward, Billie Whitelaw, Olivia Colman, Bill Bailey, and the list goes on and on. (When you have Cate Blanchett making uncredited appearances, you're doing something right.) Unlike the other two Cornetto films, though, Hot Fuzz probably deserves another straightforward sequel set in this universe, with a new killer crime for Nicholas Angel and Danny Butterman to get crackin’ on.
64. Walk The Line (2005)
Music biopics might feel like they’re a dime a dozen, but that doesn’t mean that there aren’t gems to behold in the genre, and one of those is absolutely James Mangold’s Academy Award-winning drama, Walk the Line. In it, Joaquin Phoenix portrays country music legend Johnny Cash through his tumultuous rise to fame, which includes his relationship with eventual wife, June Carter (Reese Witherspoon).
Sure, on one hand, we’ve seen music’s superstars descend into alcoholism and drug addiction on the big screen time and time again, but it’s how all the pieces of Cash and Carter’s story are put together that make the film a must watch. As such, the performances of the leads are everything here, and seeing June attempt to staunch her feelings for her married co-performer, while also trying to knock some sense into him as she watches his addictions grow and Johnny become more erratic, are some of the best parts of the movie. Witherspoon didn’t win a Best Actress Oscar for nothing, and Phoenix is at his peak here, as well.
63. Lilo & Stitch (2002)
With Walt Disney Animation fresh out of its renaissance after the ‘90s, the 2000s were a particularly experimental period for the studio which, looking back, found inspiration from numerous science fiction classics. The best 2D animated movie from the House of Mouse of the decade is a lively spin on E.T., but this mysterious alien is an intergalactic fugitive with a bad temper who falls to the Hawaiian Islands, becomes best friends with a young orphaned girl who teaches him the gospel of Elvis Presley.
Not only is Lilo & Stitch an incredibly quotable, fun, family adventure, it’s one of Disney’s most authentic and original films that speaks to finding one’s ohana in unexpected places amidst great loss. Few Walt Disney Animation movies have felt as simultaneously intimate and commercial as Lilo & Stitch. Experiment 626 remains a gem that made Disney’s growing pains of the 2000s worth the while.
62. Monsters, INC (2001)
Before Up, The Incredibles and even Finding Nemo, there was Monsters, Inc. Pixar’s decision to make its fourth feature a story about a company that generates scream-based power in a world inhabited by ferocious creatures may have seemed odd at the time. However, it ultimately turned out to be an inspired (and very) lucrative decision. Set in the world of Monstropolis, the film centers on two pals – both employees of the titular corporation – who must return a human child to her world in order to keep her out of harm’s way. And the result is a hilarious and heartwarming romp about loyalty and tolerance.
Pete Docter – who’d go on to direct Up, Inside Out and more – really proved himself as a filmmaker with this directorial debut. The flick is beautifully animated and populated with plenty of lovable characters. Speaking of which, John Goodman’s James P. “Sully” Sullivan and Billy Crystal’s Mike Wasowski still stand as two of Pixar’s most popular creations. The interactions between the two sometimes mirror the interplay of some of cinema’s best comedic duos. Monsters, Inc. would spawn a sequel and TV spinoff, but it’s the 2001 movie that’s truly an eclectic piece of storytelling.
61. The Hurt Locker (2008)
Best Picture award, but the voters got it right when it came to the prize handed out at the end of the 21st century’s first decade. Director Kathryn Bigelow’s The Hurt Locker is a heart-stopper that tears down the wall between film and audience: when Jeremy Renner’s Staff Sergeant William James is suited up and defusing bombs, you hold your breath in fear, terrified to feel the heat of the fiery explosion that will result with one false move by the protagonist.
Screenwriter Mark Boal’s work puts us directly in James’ mind – a soldier who is incapable of leaving the battlefield behind – and Jeremy Renner’s turn is a career best. In retrospect, it’s wholly understandable why Renner’s performance changed the trajectory of his career and turned him into the Marvel-bona fide star that he is today.
60. Moulin Rouge (2001)
On paper, Moulin Rouge is a movie that just should not exist. The premise alone, a modern jukebox musical set in 1890s Paris, creates a level of cognitive dissonance on its own that suspension of disbelief should be impossible. It’s the sort of thing that only a director like Baz Luhrmann would even try, but somehow, he not only makes it happen, he makes it work.
Everything about Moulin Rouge goes hard. The performances, the songs, the sets. It creates its unreality so perfectly that it’s near-impossible to avoid being swept up by it and brought along for the ride. And the absinthe-infused magic is so far removed from reality that even 20 years later Moulin Rouge feels just as fresh. Nicole Kidman and Ewan McGregor are perfect as the star-crossed lovers. We know how the story will end before it begins, but it doesn’t make any of it less heartbreaking. Luhrmann’s films can sometimes focus on style over substance, but there’s no lack of substance here.
59. Elf (2003)
Elf is probably the most recent Christmas movie that became an instant classic. Jon Favreau crafted a delightful and bonkers story for the 2003 movie, with Will Ferrell offering one of his most iconic performances of all time. And it’s a movie that’s re-watched annually by countless families every Holiday Season… or other times in the year when you need a good laugh.
Elf’s concept is both ridiculous and simple; Buddy is a human raised by elves who eventually goes to New York City to find his birth father (played by Godfather icon James Caan). The juxtaposition between Buddy’s eternal optimism and the hard streets of the Big Apple is fodder for countless funny bits throughout its runtime. There’s also a touching story about family and the holiday spirit that makes Elf a true beloved Christmas movie. Plus, it’s got a pre-Game of Thrones appearance by Peter Dinklage. And of course, Santa (I know him!).
58. Good Night, and Good Luck (2005)
In the 1950s, few people were as outspoken about the threat of Communism than Wisconsin senator Joseph McCarthy, whose blacklisting of anyone he deemed suspicious was so notoriously frequent that “McCarthyism” — a term associated with fear mongering — was coined after him. One of the few people brave enough to take a stand against him was CBS reporter Edward R. Murrow, whose defiance of the politician and the Red Scare nearly cost him his career, but also made him into one of the most influential icons of his craft.
This monumental moment in journalism history is dramatized with nearly the same level of passion for truth and justice in Good Night, and Good Luck. — named after the famous concluding catchphrase of Murrow, portrayed here in an Academy Award-nominated performance by David Strathairn. George Clooney, who also plays Murrow’s producer, Fred Friendly, earned his first Oscar nominations as a director and co-writer for this riveting history lesson, made even better with Robert Elswit’s gorgeous cinematography and exquisite acting from the star-studded ensemble, which also includes Jeff Daniels, Patricia Arquette, Robert Downey Jr., and Frank Langella.
57. The Royal Tenenbaums (2001)
Wes Anderson’s style is so distinct that it has become something of a joke in pop culture, frequently being parodied on shows like Saturday Night Live. When folks reference Wes Anderson, and the trademarks of a Wes Anderson film, they’re primarily lifting it from The Royal Tenenbaums. The point is, Tenenbaums is by far the most Wes Anderson-y film to ever Wes Anderson; absolutely jam-packed with quirkitude, a variety of eccentric characters and deadpan dialogue delivery. This is the quintessential hipster flick that helped to define a generation of indie millennial film buffs.
Aside from The Royal Tenenbaums’ effect on pop culture, it truly exists as a wonderful, honest, hilarious, and heartbreaking film. Over twenty years ago when the film was released, there wasn’t a lot like it in mainstream American cinema, with the somewhat privileged (yet painfully relatable) themes it explores being limited to conversations had by those gathering to watch Jean-Luc Godard in their NYU dorm rooms. With his first Oscar nomination, The Royal Tenenbaums introduced much of the world to Wes Anderson, and many still consider it to be his finest work to date.
56. Spider-Man 2 (2004)
Oftentimes sequels don’t measure up to their predecessor, but Spider-Man 2 is one of the exceptions. Director Sam Raimi and screenwriter Alvin Sargent kept the best elements from the first Spider-Man movie and improved upon them, with the follow-up doing an excellent job exploring how Tobey Maguire’s Peter Parker handles the burden of heroism and trying to balance his web-sliding activities with his civilian life. However, Spider-Man 2’s MVP is Alfred Molina, whose more sympathetic take on Doctor Octopus quickly cemented him as one of the best superhero movie villains of all time. It’s no wonder we still have yet to see another actor play the tentacled antagonist in a live-action movie. As a bonus, I love how the movie recreated the panel from 1967’s The Amazing Spider-Man #50 of Peter Parker leaving his costume behind in the garbage. A touch like that is a great Easter egg for Marvel fans, but is also just a gorgeous shot for the casuals watching the tale unfold.
55. Ratatouille (2007)
Pixar Animation’s eighth feature film, Ratatouille, is as surprising as its premise. It came at a time when the studio was high on a winning streak, redefining how we looked at toys, bugs, monsters, cars, superheroes and fish. Sure, making an audience empathetic to rats feels like a stretch, but the 2007 movie had a fresh and quirky way in that kept Pixar at an all-time high. What if one rat was secretly a gourmet cook in Paris, France? The results are so charming.
Fronted by a charismatic voice performance from Patton Oswalt as Remy, packed with decadent and often mouth-watering animation greatly displayed inside a top-tier French kitchen and beautifully underlined by an all-time great score from Michael Giacchino, Pixar told a hilarious underdog story with the creativity and wonder the studio remains beloved for. It’s one of those movies that has one doing a double take at every human and animal you encounter next time you walk outside in playful curiosity about the world thinking “Anyone Can Cook.”
54. Superbad (2007)
Seth Rogen has touted himself as a “permanent teenager,” and never has that title been truer than in the 2007 teen buddy comedy Superbad. The movie — which he penned with Evan Goldberg and stars a number of the regular Judd Apatow players — carries the funky vibe of the 1970s throughout, but its story is timeless. The only thing more relatable than high-school seniors Seth and Evan (played perfectly by Jonah Hill and Michael Cera) trying to get to a party to impress some girls was their underlying anxiety over not knowing what would happen to their friendship after graduation.
The laughs come a mile a minute — some may say it’s the funniest movie of all time — with an impressive cast that also includes Bill Hader, Joe Lo Truglio, Emma Stone and, of course, Seth Rogen. But in the end it’s the friendship at the heart of the story that makes this one worth watching again and again. Superbad is also responsible for giving us “McLovin,” for which we should be forever grateful.
53. Catch Me If You Can (2002)
One of the most intriguing stories related to the crime of check fraud is that of Frank Abagnale Jr., who impersonated various professions, passed off millions of dollars worth of phony checks, and outran the FBI between the ages of 16 and 21. At least, that is what the fraud prevention consultant claimed in his memoir, Catch Me If You Can. The book inspired an excellent movie of the same name.
This 1960s-set crime drama stars future Academy Award winner Leonardo DiCaprio as the young, elusive con artist, who enters an intense, enduring game of cat-and-mouse with two-time Academy Award winner Tom Hanks as a veteran FBI agent who will stop at nothing to bring him to justice, even if he becomes friends with him in the process. Following Minority Report, director Steven Spielberg completed his one-two punch of masterfully entertaining films in 2002 with this dazzling, devilishly charming, and even heartwarming tale.
52. Cast Away (2000)
Everybody scream “Wilson!” with me! Now, let’s all break into violent sobs as we remember Tom Hanks losing his best friend… a volleyball with a face painted on it. Cast Away is a miracle. It’s essentially a one-man show that you can’t pull your eyes off of, because you root so hard for Hanks and want to see how he’s going to get off the deserted island on which he is stranded. Director Robert Zemeckis places us in Hanks’ sandals, so we feel frustration as he fails to get a makeshift raft over the incoming tide, and elation when he figures out how to start a fire. Hanks already was viewed as one of our greatest actors before he single handedly carried this survival story, but the gripping performance earned him his fifth Oscar nomination. (He lost to Russell Crowe in Gladiator.) Listen to this remarkable stat: Zemeckis filmed Cast Away’s first half with a chunky Hanks, then had to pause production while his leading man lost enough weight and grew enough hair to play his marooned self in the movie’s second half. During that pause, Zemeckis filmed an entire feature: 2000’s marital thriller What Lies Beneath, with Michelle Pfeiffer and Harrison Ford.
51. Crouching Tiger, Hidden Dragon (2000)
One thing to know about Ang Lee is that he keeps audiences guessing when it comes to his projects. And given his body of work leading up to the 2000s, not too many people might’ve expected him to helm a wuxia martial arts epic with Crouching Tiger, Hidden Dragon. Yet movie lovers should be so glad he did. His seventh directorial effort is a masterpiece featuring beautifully choreographed fight sequences, impeccable production design, imposing performances and more.
Based on Wang Dulu’s 1942 novel of the same name, the highly ambitious production centers on a seasoned warrior and his equally skilled ally (and love interest), who aim to hunt down the former’s fabled sword so it can be delivered for safekeeping. Their quest ultimately leads them down a path neither could’ve ever imagined. Ang Lee assembled a highly formidable ensemble of actors led by Chow Yun-fat, Michelle Yeoh and Zhang Ziyi, who all give career-best performances. The martial arts genre features a wide array of movies, but few can meet the standard set by Crouching Tiger, Hidden Dragon.
50. Legally Blonde (2001)
“What? Like it’s hard” to be one of the top 50 movies of the 2000s? It’s not for Legally Blonde, that’s for sure. Casually going to law school at Harvard to win back your ex-boyfriend is a far-fetched idea, but Reese Witherspoon’s Elle Woods doesn't just pull it off, she succeeds in grand fashion, obviously.
Elle Woods is such an icon, she’s funny, gorgeous, and hyper-intelligent, and seeing her harness all of that to succeed at Harvard was empowering. Reese Witherspoon and the cast of Legally Blonde are also on their A-games in this movie, creating a hilariously smart and unique story. From Jennifer Coolidge’s “bend and snap” moment with our leading lady to the adorable rom-com subplot between Elle and Luke Wilson’s Emmett, the film is packed with memorable stories from fabulous characters.
Since then, Withersoon’s lawyer’s story has expanded into a sequel and a Broadway musical, because a world with more Elle Woods in it is “So Much Better.”
49. Tropic Thunder (2008)
Tropic Thunder is a relentless and vicious commentary on the motion picture industry and all the absurdities associated with it. For two unyielding hours, Ben Stiller’s satirical action comedy mercilessly skewers the executives, the actors, the directors, the writers, the agents and even an explosives coordinator, painting them as deeply flawed and emotionally unstable people who will do anything to stay relevant and protect their own fragile egos. From blackface to stolen valor to exploiting the mentally handicapped, there’s no line they won’t cross in pursuit of their next award, their next paycheck or their next high.
Tropic Thunder shouldn’t work. From one angle, it’s a big budget, big studio action comedy filled with explosions, fart jokes and Tom Cruise dancing to Flo Rida. From another angle, it’s a deeply clever satire that repeatedly and without apology seeks out complicated and problematic subject matter. It’s a movie within a movie disguised as another movie, but instead of a disorganized mess, it somehow all comes together thanks to a fantastic script, an Oscar-nominated Robert Downey Jr. performance and the greatest little kid reaction shot in the history of movies.
48. Gladiator (2000)
Russell Crowe went on an absolute tear in the 2000s with a number of memorable movies, so it’s no surprise that the one he won the Best Actor Oscar for is on this list. Gladiator is an absolute triumph from start to finish, with knockout performances led by the direction of Ridley Scott. Maximus is an immediately likable character brought down to the lowest point of his life. He keeps fighting and survives solely because of the revenge he hopes to deliver to Commodus.
And while Joaquin Phoenix did not win an Oscar for his nominated performance as Commodus, Maximus’ journey isn’t quite as sweet without him being every bit as unlikable as he should be. When the big scene finally comes for Maximus and Commodus to square off, how can you not be on the edge of your seat? Without a doubt one of the best gladiator movies of all time.
47. Slumdog Millionaire (2008)
While not strictly a love story, Danny Boyle’s Oscar-winning Slumdog Millionaire definitely owes a lot to the genre, as Jamal’s (Dev Patel) lifelong love for childhood friend Latika (Freida Pinto) drives much of what he does. The drama follows Jamal as he relays the events of his young life that have led him to correctly answering questions on the Indian version of Who Wants to Be a Millionaire, after he’s arrested and tortured for cheating.
As Jamal takes us through the harrowing events of his childhood that led him not only to fall for Latika, but to compete on the show in an effort to find her again, we’re taken through an action-packed tale of survival under extreme circumstances, what a young man will go through to save the love of his life, and how we all probably know a lot more than we think we do. Definitely hard to watch at times, but inspirational nonetheless.
46. Little Miss Sunshine (2006)
On one hand, Jonathan Daylon and Valerie Faris’ Little Miss Sunshine is one of the funniest movies of the 2000s, but on the other hand it’s one of the most tragic stories to come out of the decade. The “road trip from Hell” setup had been done countless times prior to the film’s 2006 release, but rarely had the subgenre been as effective, emotional, or laugh out loud funny.
Michael Arndt’s hilarious, heartbreaking, and nuanced screenplay, which earned him an Oscar, doesn’t play it safe by avoiding life’s tragedies (both major and minor), but instead faces them head-on, creating a cathartic experience for his characters and audience alike. Transformative performances by the late Alan Arkin (he also won an Academy Award), Abigail Breslin, Toni Collette and the rest of the Little Miss Sunshine cast make you feel their characters are family, which is the heart and soul of this outstanding film.
45. Pride & Prejudice (2005)
Keira Knightley’s Pride & Prejudice is hardly the first take on the novel of the same name, but the 2005 film arguably set the standard for modern Jane Austen movie adaptations. The love story between Elizabeth Bennet (Knightley) and Mr. Darcy (Matthew Macfadyen) is beautifully told, and made all the more memorable for the cinematography, soundtrack, and chemistry between the stars. In fact, the cast was stacked with stars who either already had or would become big names, including Donald Sutherland, Judi Dench, Rosamund Pike, Jena Malone, Carey Mulligan, and Kelly Reilly in addition to Knightley and Macfadyen.
The world of the Bennet family in this Pride & Prejudice feels lived in and domestic in a way that adds a touch of modern realism to a Regency-era period drama and contrasts the more austere beauty of Mr. Darcy’s Pemberley estate. The film isn’t as faithful to the book as the beloved 1995 BBC miniseries, but it hits the important beats of the original Jane Austen story in just over two hours while also being completely accessible to viewers who haven’t read the book, with moments like the iconic hand flex of Mr. Darcy that fans far and wide know well.
44. Adaptation (2002)
Adaptation is a book adaptation about the adaptation process. Understood? Wonderful.
Nicolas Cage plays dual roles as the most neurotic possible version of screenwriter Charlie Kauffman, as well as his fictitious twi