Movies like Clueless
If Clueless's mix of puberty, high school and make a match stayed with you, start here. Each film below was picked from what Clueless's fans love most, with the reason it belongs on this list.
- 1
She's the Man
2006 · Directed by Andy Fickman · 105 min6.8
Why you'll like itShares: high school, gay theme · Also comedy and romance
Viola Hastings is in a real jam. Complications threaten her scheme to pose as her twin brother, Sebastian, and take his place at a new boarding school.
- 2
A Cinderella Story
2004 · Directed by Mark Rosman · 95 min6.6
Why you'll like itShares: high school, cheerful · Also comedy and romance
Routinely exploited by her wicked stepmother, the downtrodden Samantha Montgomery is excited about the prospect of meeting her Internet beau at the school's Halloween dance.
- 3
High School Musical
2006 · Directed by Kenny Ortega · 98 min6.5
Why you'll like itShares: high school, coming of age · Also comedy and romance
A popular high school athlete and an academically gifted girl get roles in the school musical and develop a friendship that threatens East High's social order.
- 4
American Beauty
1999 · Directed by Sam Mendes · 122 min8.0
Why you'll like itShares: coming of age, gay theme · From the same decade (1990s)
Lester Burnham, a depressed suburban father in a mid-life crisis, decides to turn his hectic life around after developing an infatuation with his daughter's attractive friend.
- 5
Set It Up
2018 · Directed by Claire Scanlon · 105 min6.9
Why you'll like itShares: matchmaking · Also romance and comedy
Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.
- 6
Zoey 102
2023 · Directed by Nancy Hower · 101 min6.9
Why you'll like itShares: wedding · Also romance and comedy
Pacific Coast Academy alumni return to Malibu for an over-the-top wedding that turns into a high school reunion for the books.
- 7
The DUFF
2015 · Directed by Ari Sandel · 100 min6.8
Why you'll like itShares: high school · Also romance and comedy
Bianca's universe turns upside down when she learns that her high school refers to her as a ‘DUFF' (Designated Ugly Fat Friend). Hoping to erase that label, she enlists the help of a charming jock and her favorite…
- 8
Sixteen Candles
1984 · Directed by John Hughes · 93 min6.7
Why you'll like itShares: high school · Also comedy and romance
With the occasion all but overshadowed by her sister's upcoming wedding, angst-ridden Samantha faces her 16th birthday with typical adolescent dread.
- 9
It Takes Two
1995 · Directed by Andy Tennant · 101 min6.5
Why you'll like itShares: matchmaking · Also comedy and romance · From the same decade (1990s)
Identical 9-year-olds from very different backgrounds: orphaned Amanda and wealthy Alyssa meet at summer camp and decide to switch places -- and play matchmaker between Alyssa's dad, Roger, and the kind social worker…
- 10
Sidelined: The QB and Me
2025 · Directed by Justin Wu · 99 min6.4
Why you'll like itShares: high school · Also comedy and romance
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater.
- 11
Spider-Man: Homecoming
2017 · Directed by Jon Watts · 133 min7.3
Why you'll like itShares: high school, coming of age
Following the events of Captain America: Civil War, Peter Parker, with the help of his mentor Tony Stark, tries to balance his life as an ordinary high school student in Queens, New York City, with fighting crime as…