The term, "millennial," means a lot of different things to different people. Whether it's other generations calling them out as the group of "participation trophies" or being blamed for economic failures because of too much avocado toast, there seems to regularly be a negative connotation to the word. Regardless, millennials have been an incredibly important part of pop culture and entertainment, and some of the best movies for millennials reflect that. They have helped make the film industry a more inclusive place for the outliers of the world, and have also been more influenced by movies than previous generations.

Millennials also grew up with some of the first openly gay theatrical releases, deeply dark and insidious characters, and among generation-defining millennial movies that birthed some of the most iconic characters of all time. There's no shortage of legendary movies that define millennials and continue to influence popular culture to this day, with the upcoming Toy Story 5 and the new musical Mean Girls reboot just among the latest examples of the far-reaching impact these films have. Whether it's through incorporating unique slang, influencing fashion choices, and, most importantly, capturing the times and the vibe that came with them, some movies just manage to sum up millennials as a generation.

17 'Twilight' (2008)

Directed by Catherine Hardwicke

Bella and Edward playing "vampire" baseball with Edward's family in Twilight.

The Twilight frenzy of 2008 came about at the perfect time in millennial life. "Scene" fashion was in, Myspace was at its peak, and music was all about crooning and emo hairstyles. The movie's triumph even brought about an entire wave of vampire and werewolf television shows that were highly successful as well, like The Vampire Diaries, Teen Wolf, and True Blood.

It may be among millennials' favorite movies, but Twilight is in no way the peak of cinema. But it resonated with millennials in the same way that the Harry Potter franchise did. Following the plain and awkward Bella Swan (Kristen Stewart), the movie takes you on an escapist journey where its ordinary main character is sought after by a handsome 100-year-old vampire and a shirtless werewolf. And if the first one isn't enough of a bizarre treat already, there are four more in the saga to keep fans hooked. What's not to like?

Twilight
PG-13

Release Date
November 20, 2008
Runtime
120 minutes

Rent on Apple TV

16 'The Blair Witch Project' (1999)

Directed by Daniel Myrick and Eduardo Sánchez

Heather crying up close on camera in The Blair Witch Project.

The Blair Witch Project created an entirely new way of movie marketing. It also pushed the found-footage horror genre to the front seat of pop culture. If you are a millennial, the memories of The Blair Witch Project's release are probably still burned into your mind. It was hard to escape the movie when it was marketed as a “true story” and one of the scariest movies ever made.

The end scene where Mike (Michael C. Williams) is standing in a corner facing the wall, and Heather (Heather Donahue) is attacked by the demonic entity while her camera falls, is one of the most memorable endings of all time. Rumors of it being based on a true story and actual found footage definitely didn't help put anyone to sleep at night either. While it isn't as terrifying today given everyone knows it's not real, it still holds a certain appeal for those who experienced watching it when it first premiered.

The Blair Witch Project
R
Release Date
July 30, 1999
Director
Daniel Myrick , Eduardo Sánchez
Cast
Heather Donahue , Michael C. Williams , Joshua Leonard
Runtime
81 minutes

Watch on Criterion

15 'Clueless' (1995)

Directed by Amy Heckerling

clueless-movie-social-feature
Image via Paramount Pictures

Before Mean Girls, there was Clueless, which toes the line between millennial and Gen X movies. Alicia Silverstone is unforgettable as Cher Horowitz, a gorgeous, popular, wealthy, and remarkably brilliant protagonist who gains confidence after playing matchmaker at her shool. She soon befriends newcomer Tai Frasier (played by Brittany Murphy) and decides to give her a makeover, believing it will help her.

Inspiring new fashion trends and influencing slang, Clueless is an iconic '90s film any millennial should watch at least once. The true star, of course, is Cher, who subverts harmful stereotypes by showing genuine compassion, a surprising level of introspection, and unmatchable wit and sass.

Clueless
PG-13

Release Date
July 19, 1995
Director
Amy Heckerling
Cast
Alicia Silverstone , Stacey Dash , Brittany Murphy , Paul Rudd , Donald Faison , Elisa Donovan
Runtime
97 minutes

Watch on Paramount+

14 'Easy A' (2010)

Directed by Will Gluck

Emma Stone as Olive with the red A on her bustier smiling while holding her glasses

An incredible Emma Stone role any millennial would recognize, she plays Olive Penderghast in the beloved teen movie, Easy A. Showing a specific brand of high school hell, the film depicts Olive's experiences after gossip about her lie of losing her virginity spreads like wildfire and gives her a brand new reputation. Instead of shying away, Olive embraces her newfound infamy.

Olive's reaction to her notoriety reflects rapidly changing opinions and discussions around sex and sexuality, which were still extremely taboo, especially among more conservative schools. Easy A also depicted an important shift in the way gossip spreads in high schools, as social media makes it extremely hard to hide secrets.

Easy A
PG-13
Release Date
September 16, 2010
Director
Will Gluck
Runtime
92

Rent on Apple TV

13 'Mean Girls' (2004)

Directed by Mark Waters

Gretchen, Regina, Cady, and Karen performing as sexy Santa Claus in school talent show.
Image via Paramount Pictures

Before Mean Girls, Tina Fey was known as the nerdy comedian on Saturday Night Live with a quick wit and a killer pair of glasses. After the movie was released, audiences acknowledged her brilliant humor, and she went on to become one of the most well-known comedians in film.

Between Fey's stellar screenplay, one of Lindsay Lohan's best performances, and Rachel McAdams' turn as a wicked queen bee – the iconic millennial movie culminated as the perfect combination of teenage angst, realism, and comedy. Mean Girls was dedicated to poking fun at cruel female high school bullies and fusing it with the toxic celebrity culture and unattainable beauty standards of the time. In the process, it defined an entire generation of teen girls who would go on to repeat the quotes and outfits for years to come.

Mean Girls (2004)
PG-13

Release Date
April 30, 2004
Director
Mark Waters
Runtime
97 minutes

Watch on Paramount+

12 'Garden State' (2004)

Directed by Zach Braff

Andrew and Sam sitting on a bed in Garden state.

Garden State is synonymous with the angsty indie movie soundtracks of the early 2000s. Zach Braff explored the struggles of young love and life through music in his directorial debut, which helped the movie achieve cult status among millennials.

While the movie is a rom-com, it completely blew any romance movie stereotypes out of the window. Garden State follows Andrew Largeman (Zach Braff), a depressed, drug-using, failing actor, who returns to his tiny hometown to attend his mother's funeral. While there, he is confronted by various aspects of a life he thought he had forgotten. The laid-back and realistic characters resonated with millennials in a way that most major movie releases hadn't before.

Garden State
R
Release Date
July 28, 2004
Director
Zach Braff
Cast
Zach Braff , Kenneth Graymez , George C. Wolfe , Austin Lysy , Gary Gilbert , Jill Flint
Runtime
102

Watch on Hulu

11 'Superbad' (2007)

Directed by Greg Mottola

Jonah Hill and Michael Cera holding hands on the ground in Superbad
Image via Sony Pictures Releasing

Superbad is the quintessential awkward high school movie for millennial guys. Starring Jonah Hill and Michael Cera as Seth and Evan, the hilarious coming-of-age film is centered on the students' experiences as they vow to lose their virginity before graduating from high school. This soon proves to be a real challenge, and the duo will have to go through wacky events that test their bond before college.

From the perfect chemistry between the two leads to the witty humor throughout the film, there's more than one reason to love this movie. It reflects a kind of high school experience without the modern pressures of social media and gadgets, and transports millennials back to a time when they felt they were facing huge problems as teenagers (they weren't).

Superbad
R
Release Date
March 20, 2007
Director
Greg Mottola
Runtime
113

Rent on Apple TV

10 '500 Days of Summer' (2009)

Directed by Marc Webb

Zooey Deschanel and Joseph Gordon-Levitt as Summer and Tom talking in (500) Days of Summer.
Image via Fox Searchlight Pictures

A love story that's never missing from discussions of classic millennial movies, 500 Days of Summer is a rom-com that stars Joseph Gordon-Levitt as Tom Hansen, who revisits his failed relationship with Zooey Deschanel's Summer Finn. Through a non-linear structure, the film depicts the romantic connection that builds and then fizzles out between the two unforgettable characters.

The movie credited for the "manic pixie dream girl" aesthetic, 500 Days has since been criticized for Summer's characterization. It's often misinterpreted in Tom's favor, when really, it was a lopsided love story to begin with that illustrated two individuals with wholly different views and goals in a relationship. Back then, though, millennials were in it for the tears, dreamy color palette, and killer soundtrack.

(500) Days of Summer
PG-13
Release Date
July 17, 2009
Director
Marc Webb
Runtime
95

Watch on Max

9 'Brokeback Mountain' (2005)

Directed by Ang Lee

Ennis and Jack hugging on Brokeback Mountain.

Brokeback Mountain was one of the first movies to break ground in mainstream LGBTQ+ cinema. It was also one of the first openly queer movies to be nominated for multiple Academy Awards. The movie followed rodeo cowboy, Jack Twist (Jake Gyllenhaal), and ranch hand, Ennis Del Mar (Heath Ledger), two men hired as sheep herders in Wyoming in 1963. One night on the mountain, Jack makes a drunken pass at Ennis, and the men fall in love while having to hide it from the world.

The movie shattered all types of stereotypes and masculine gender roles with its gay, rugged, cowboy characters. Heath Ledger and Jake Gyllenhaal were two of the biggest actors at the time as well, which helped usher curious millennials to the big screen to watch the tragic love story unfold in one of the best LGBTQ+ movies of all time.

Brokeback Mountain
R

Release Date
September 10, 2005
Director
Ang Lee
Cast
Heath Ledger , Jake Gyllenhaal , Randy Quaid , Valerie Planche , Michelle Williams , Anne Hathaway
Runtime
134 minutes

Rent on Apple TV

8 'The Social Network' (2010)

Directed by David Fincher

Jesse Eisenberg as Mark Zuckerberg, and his friends, surrounding a computer in The Social Network.

Most millennials remember when Facebook took over social media. Facebook was invite-only at first, and only students in university could use it. The floodgates opened once it was available to the entire public though, and people realized that Mark Zuckerberg had created a life-changing way to connect with family and friends.

This is precisely why David Fincher adapted Zuckerberg's perilous story into a generation-defining film. One of the most popular millennial movies, The Social Network tells the behind-the-scenes troubles that Zuckerberg went through while producing the website, and it became a masterpiece of a tech CEO's origin story (as well as an effective if not scathing character study).

The Social Network
PG-13

Release Date
October 1, 2010
Director
David Fincher
Cast
Jesse Eisenberg , Rooney Mara , Bryan Barter , Dustin Fitzsimons , Armie Hammer , Joseph Mazzello
Runtime
120 minutes

Watch on Starz

7 'Titanic' (1997)

Directed by James Cameron

Jack (Leonardo DiCaprio) and Rose (Kate Winslet) with arms outstretched on the bow of the ship in Titanic
Image via Paramount Pictures

Titanic was a life-changing film for many millennials who would go on to become obsessed with the tragic ship sinking. James Cameron created one of the most expensive and masterful sea epics in cinema, and it was even the #1 highest-grossing movie of all time for decades – earning $2 billion.

The sheer size of the three-hour-long journey from happiness to utter distress was new to many movie-goers at the time, with Kate Winslet and Leonardo DiCaprio's legendary performances anchoring the narrative from start to finish. There was a moment in time after the movie was released when Celine Dion's “My Heart Will Go On” played nonstop on radios across the country, co-workers and friends would brag about seeing it multiple times in theaters, and every show on television was spoofing it.

Titanic
PG-13

Release Date
November 19, 1997
Director
James Cameron
Cast
Leonardo DiCaprio , Kate Winslet , Billy Zane , Kathy Bates , Frances Fisher , Gloria Stuart
Runtime
194 minutes

Watch on Paramount+

6 'Donnie Darko' (2001)

Directed by Richard Kelly

Donnie, Gretchen, and Frank the Rabbit in a movie theater in Donnie Darko.

Meeting Frank the Rabbit in Donnie Darko is a defining moment in many millennials' lives. Donnie Darko came out around the time of the goth and alternative style resurgence in the early 2000s and helped usher in a generation infatuated with all things dark and gloomy.

The dark fantasy film follows a teenager named Donnie Darko (Jake Gyllenhaal) as he sleepwalks outside of his home one night and sees a demonic-looking rabbit named Frank. Frank tells him that the world will end in 28 days, and strange things begin happening to Donnie. In his voyage to find out about his possible mental health conditions, Donnie became the poster child for every millennial who had ever felt alone or like an outsider.

Donnie Darko
R

Release Date
October 26, 2001
Director
Richard Kelly
Cast
Jake Gyllenhaal , Holmes Osborne , Maggie Gyllenhaal , Daveigh Chase , Mary McDonnell , James Duval
Runtime
113

Watch on Peacock

5 The 'Harry Potter' Film Series (2001 - 2011)

Directed by Alfonso Cuarón, David Yates, Mike Newell, and Chris Columbus

Dnaiel Radcliffe as Harry Potter looking in awe while holding his first wand in 'Harry Potter and The Sorcerer's Stone'
Image via Warner Bros.

Millennials likely still occasionally recount what it was like to excitedly line up for every new Harry Potter movie. Watching the titular character grow up alongside the audience is a rare phenomenon that can never be replicated again, as fans experienced the novels come to life before their very eyes.

To say that Harry Potter became a cultural phenomenon almost feels like an understatement, as it was so much more. Millennials could connect and bond with others over their shared love for the wizarding world, which created and defined its own space and earned a spot among the best movies of this generation. That bond exists to this very day, with the thriving franchise still offering old and new fans chances to make meaningful connections.

Harry Potter

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4 'Toy Story' (1995)

Woody and Buzz in Toy Story
Image via Buena Vista Pictures Distribution

The Toy Story franchise needs no introduction. The legendary Disney film series enthralled young moviegoers with its 1995 movie, which introduced the world to beloved characters like Woody and Buzz. Every new entry in the series only seemed to get better, as the lessons became more profound and the characters more complex to keep up with the audiences' changing lives and perspectives.

Toy Story 3 will forever be among millennials' favorite movies, as it seemed like the perfect heartbreaking ending to Andy and Woody's arc that the series had built up over the years. This tear-jerking goodbye serves as millennials' poignant farewell to their own childhoods, too. That said, nothing will compare to the first, at least in terms of nostalgic value. 1995's Toy Story can instantly transport any millennial back to their childhood and to simpler times.

Toy Story
G

Release Date
October 30, 1995
Director
John Lasseter
Cast
Tom Hanks , Tim Allen , Don Rickles , Jim Varney , Wallace Shawn , John Ratzenberger
Runtime
81

Watch on Disney+

3 'The Matrix' (1999)

Directed by The Wachowskis

Trinity and Neo walking into building to fight in The Matrix.

The Matrix follows Neo, a man contacted by a mysterious woman who leads him into an underworld where existence is not what seems. He meets Morpheus, who asks him if he would like to take the blue pill – and remain oblivious to the Matrix, or the red pill, where he will “wake up” and fight a brutal battle against intelligent secret agents.

Since its release, the movie has changed so many facets of pop culture that it's mind-blowing to think about. The red pill/blue pill situation has become synonymous with being controlled, the bullet time scene with Neo changed action effects forever, and directors, Lana and Lilly Wachowski, were some of the first trans directors to achieve such critical acclaim. The Matrix incorporated some of the most incredible choreography, effects, and themes in American cinema at the time.

The Matrix
R

Release Date
March 31, 1999
Runtime
136 minutes

Watch on Max

2 'The Dark Knight' (2008)

Directed by Christopher Nolan

The Joker sitting on the floor of the interrogation room in The Dark Knight.

Heath Ledger's portrayal of the Joker in Christopher Nolan's second Batman film infiltrated the cultural zeitgeist in a way that had never been done before. The Dark Knight was a significant part of the millennial theatrical experience. Following the devastating death of Ledger before its release, the movie became a masterpiece in character study and comic book movies.

The Dark Knight is considered one of the best middle movies in any film trilogy, and it's hard to imagine a film that is more defining of a generation. The movie made a then-record $158 million in its opening weekend, and sent forth a rise in Joker costumes and copycats for years. Aside from being one of the top millennial movies, the film also marked a switch within the superhero genre, where audiences began to prefer less cartoonish movies.

The Dark Knight
PG-13

Release Date
July 18, 2008
Runtime
152 minutes

Watch on Max

1 The 'Lord of the Rings' Trilogy (2001 - 2003)

Directed by Peter Jackson

Elijah Wood in Lord of the Rings
Image via Elijah Wood

Among the best movies of our generation, J. R. R. Tolkien's fantastical universe came to the big screen through the massively successful Lord of the Rings trilogy. Following Frodo, Sam, Gandalf, and the rest of the Fellowship's epic journeys, the three films used groundbreaking visual effects and flawless story arcs to keep viewers engaged year after year.

For millennials who have never seen anything like it before, LotR was their calling into the wide world of fantasy. It would spark conversations and begin groups that would endure, setting a new standard for what audiences expect to see in the fantasy genre. Though it never managed to reach the same heights director Peter Jackson elevated it to, the franchise is still active and attracting a new generation of fans today.

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NEXT: Gen X Movies That Summarize An Entire Generation of Angst