Best Romance Comedy List
by reynoldsshanoya | created - 3 months ago | updated - 3 months ago | PublicThis list contains humorous and worthwhile watching romance comedies throughout the years.
- Instant Watch Options
- Genres
- Movies or TV
- IMDb Rating
- In Theaters
- Release Year
- Keywords
1. Pretty Woman (1990)
R | 119 min | Comedy, Romance
A man in a legal but hurtful business needs an escort for some social events, and hires a beautiful prostitute he meets... only to fall in love.
Director: Garry Marshall | Stars: Richard Gere, Julia Roberts, Jason Alexander, Laura San Giacomo
Votes: 363,071 | Gross: $178.41M
2. Confessions of a Shopaholic (2009)
PG | 104 min | Comedy, Romance
A college grad lands a job as a financial journalist in New York City to support where she nurtures her shopping addiction and falls for a wealthy entrepreneur.
Director: P.J. Hogan | Stars: Isla Fisher, Hugh Dancy, Krysten Ritter, Joan Cusack
Votes: 83,147 | Gross: $44.28M
3. Maid in Manhattan (2002)
PG-13 | 105 min | Comedy, Drama, Romance
A Senatorial candidate falls for a hotel maid, thinking she is a socialite, when he sees her trying on a wealthy woman's dress.
Director: Wayne Wang | Stars: Jennifer Lopez, Ralph Fiennes, Natasha Richardson, Stanley Tucci
Votes: 96,243 | Gross: $94.01M
4. A Cinderella Story (2004)
PG | 95 min | Comedy, Family, 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.
Director: Mark Rosman | Stars: Hilary Duff, Chad Michael Murray, Jennifer Coolidge, Dan Byrd
Votes: 94,042 | Gross: $51.44M
5. A Cinderella Story: Once Upon a Song (2011 Video)
PG | 88 min | Comedy, Family, Music
A modern, musical spin on the tale of Cinderella that follows a high school girl who falls for a boy at her Performing Arts school.
Director: Damon Santostefano | Stars: Lucy Hale, Freddie Stroma, Missi Pyle, Megan Park
Votes: 13,806
6. A Cinderella Story: If the Shoe Fits (2016 Video)
PG | 92 min | Family, Fantasy, Musical
A contemporary musical version of the classic Cinderella story in which the servant step daughter hope to compete in a musical competition for a famous pop star.
Director: Michelle Johnston | Stars: Sofia Carson, Jennifer Tilly, Thomas Law, Amy Louise Wilson
Votes: 3,825
7. Another Cinderella Story (2008 TV Movie)
PG | 90 min | Comedy, Family, Music
Mary lives with her evil stepmom/sisters and slaves for them. At the high school masquerade ball, she gets to dance with her pop idol, Joey. Running home before midnight, she drops her Zune. Joey tries to find the girl who fits the Zune.
Director: Damon Santostefano | Stars: Selena Gomez, Drew Seeley, Jane Lynch, Katharine Isabelle
Votes: 31,062
8. Bring It on: Fight to the Finish (2009 Video)
PG-13 | 102 min | Comedy, Sport
Lina Cruz and her family move from the urban streets of East Los Angeles to the sunny beach town of Malibu, where at her new school, she attempts to beat competitive cheer coach Avery in the Spirit Championships.
Director: Bille Woodruff | Stars: Christina Milian, Vanessa Born, Gabrielle Dennis, War Shazar
Votes: 9,567
9. Bring It on: Again (2004 Video)
PG-13 | 90 min | Comedy, Sport
When new students can't get onto their college cheerleading team, they form their own squad and prepare for a cheer off.
Director: Damon Santostefano | Stars: Anne Judson-Yager, Bree Turner, Kevin Cooney, Faune Chambers Watkins
Votes: 10,867
10. Bring It On: In It to Win It (2007 Video)
PG-13 | 90 min | Comedy, Sport
At Camp Spirit Thunder, high school cheer leaders compete. The red team/Sharks' cutie, Carson, and blue team/Jets' hunk, Penn, are in love. Does that make them archenemies like the Sharks and Jets?
Director: Steve Rash | Stars: Ashley Benson, Cassandra Scerbo, Noel Areizaga, Jennifer Tisdale
Votes: 14,088
11. Bring It On (2000)
PG-13 | 98 min | Comedy, Romance, Sport
A champion high school cheerleading squad discovers its previous captain stole all their best routines from an inner-city school and must scramble to compete at this year's championships.
Director: Peyton Reed | Stars: Kirsten Dunst, Eliza Dushku, Jesse Bradford, Gabrielle Union
Votes: 105,851 | Gross: $68.38M
12. Bring It on: All or Nothing (2006 Video)
PG-13 | 99 min | Comedy, Sport
A transfer student to a rough high school tries joining the cheer-leading squad and she not only faces off against the head cheerleader, but against her former school in preparation for a cheer-off competition.
Director: Steve Rash | Stars: Hayden Panettiere, Jake McDorman, JoJo Wright, Emme Rylan
Votes: 22,285
13. How to Lose a Guy in 10 Days (2003)
PG-13 | 116 min | Comedy, Romance
Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days.
Director: Donald Petrie | Stars: Kate Hudson, Matthew McConaughey, Adam Goldberg, Kathryn Hahn
Votes: 270,303 | Gross: $105.81M
14. Sweet Home Alabama (2002)
PG-13 | 108 min | Comedy, Romance
A young woman who has reinvented herself as a New York City socialite must return home to Alabama to obtain a divorce from her husband after seven years of separation.
Director: Andy Tennant | Stars: Reese Witherspoon, Patrick Dempsey, Josh Lucas, Candice Bergen
Votes: 123,658 | Gross: $127.22M
15. 10 Things I Hate About You (1999)
PG-13 | 97 min | Comedy, Drama, Romance
A high-school boy, Cameron, cannot date Bianca until her anti-social older sister, Kat, has a boyfriend. So, Cameron pays a mysterious boy, Patrick, to charm Kat.
Director: Gil Junger | Stars: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik
Votes: 385,741 | Gross: $38.18M
16. She's All That (1999)
PG-13 | 95 min | Comedy, Romance
A high school jock makes a bet that he can turn an unattractive girl into the school's prom queen.
Director: Robert Iscove | Stars: Freddie Prinze Jr., Rachael Leigh Cook, Matthew Lillard, Paul Walker
Votes: 103,880 | Gross: $63.37M
17. Crazy Rich Asians (2018)
PG-13 | 120 min | Comedy, Drama, Romance
This contemporary romantic comedy based on a global bestseller follows native New Yorker Rachel Chu to Singapore to meet her boyfriend's family.
Director: Jon M. Chu | Stars: Constance Wu, Henry Golding, Michelle Yeoh, Gemma Chan
Votes: 190,193 | Gross: $174.53M
18. First Daughter (2004)
PG | 106 min | Comedy, Drama, Romance
The daughter of the U.S. President heads off to college where she falls for a graduate student with a secret.
Director: Forest Whitaker | Stars: Katie Holmes, Marc Blucas, Michael Keaton, Amerie
Votes: 27,343 | Gross: $9.06M
19. The Prince and Me (2004)
PG | 111 min | Comedy, Family, Romance
At college Paige meets Eddie, a student from Denmark, whom she first dislikes but later accepts, likes, and loves; he proves to be Crown Prince Edvard. Paige follows him to Copenhagen, and he follows her back to school with a plan.
Director: Martha Coolidge | Stars: Julia Stiles, Luke Mably, Miranda Richardson, Ben Miller
Votes: 41,577 | Gross: $28.18M
20. Just Friends (I) (2005)
PG-13 | 96 min | Comedy, Romance
While visiting his hometown during Christmas, a man comes face-to-face with his old high-school crush and best friend--a woman whose rejection of him turned him into a ferocious womanizer.
Director: Roger Kumble | Stars: Ryan Reynolds, Amy Smart, Anna Faris, Chris Klein
Votes: 127,337 | Gross: $32.62M
21. Bridget Jones's Diary (2001)
R | 97 min | Comedy, Drama, Romance
Bridget Jones is determined to improve herself while she looks for love in a year in which she keeps a personal diary.
Director: Sharon Maguire | Stars: Renée Zellweger, Colin Firth, Hugh Grant, Gemma Jones
Votes: 264,033 | Gross: $71.54M
22. The Proposal (I) (2009)
PG-13 | 108 min | Comedy, Drama, Romance
A pushy boss forces her young assistant to marry her in order to keep her visa status in the U.S. and avoid deportation to Canada.
Director: Anne Fletcher | Stars: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson
Votes: 360,686 | Gross: $163.96M
23. What Women Want (2000)
PG-13 | 127 min | Comedy, Fantasy, Romance
A cocky, chauvinistic advertising executive magically acquires the ability to hear what women are thinking.
Director: Nancy Meyers | Stars: Mel Gibson, Helen Hunt, Marisa Tomei, Alan Alda
Votes: 222,454 | Gross: $182.81M
24. The Sweetest Thing (2002)
R | 84 min | Comedy, Romance
Christina Walters spent years avoiding men, then suddenly met her perfect match while hanging with her best friends, Courtney and Jane. When she finds out that he has left town, she and Courtney set out on a trip.
Director: Roger Kumble | Stars: Cameron Diaz, Thomas Jane, Christina Applegate, Lillian Adams
Votes: 62,488 | Gross: $24.72M
25. Beauty & the Briefcase (2010 TV Movie)
PG-13 | 83 min | Comedy, Romance
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
Director: Gil Junger | Stars: Hilary Duff, Chris Carmack, Michael McMillian, Amanda Walsh
Votes: 13,517
26. Cadet Kelly - Behind the Scenes of the Fashion (2002)
1 min | Short
Stars: Hilary Duff, Christy Carlson Romano
27. Love & Basketball (2000)
PG-13 | 124 min | Drama, Romance, Sport
Monica and Quincy love and play basketball together through many life challenges from childhood to adulthood.
Director: Gina Prince-Bythewood | Stars: Sanaa Lathan, Omar Epps, Glenndon Chatman, Jess Willard
Votes: 24,340 | Gross: $27.44M
28. Easy A (2010)
PG-13 | 92 min | Comedy, Drama, Romance
When Olive lies to her best friend about losing her virginity to one of the college boys, a girl overhears their conversation. Soon, her story spreads across the entire school like wildfire.
Director: Will Gluck | Stars: Emma Stone, Amanda Bynes, Penn Badgley, Dan Byrd
Votes: 418,268 | Gross: $58.40M
29. What's Your Number? (2011)
R | 106 min | Comedy, Romance
A woman looks back at the past nineteen men she's had relationships with in her life and wonders if one of them might be her one true love.
Director: Mark Mylod | Stars: Anna Faris, Chris Evans, Ari Graynor, Blythe Danner
Votes: 87,468 | Gross: $14.01M
30. Runaway Bride (1999)
PG | 116 min | Comedy, Romance
A reporter is assigned to write a story about a woman who has left a string of fiancés at the altar.
Director: Garry Marshall | Stars: Julia Roberts, Richard Gere, Joan Cusack, Hector Elizondo
Votes: 104,548 | Gross: $152.26M
31. Mean Girls (2004)
PG-13 | 97 min | Comedy
Cady Heron is a hit with The Plastics, the A-list girl clique at her new school, until she makes the mistake of falling for Aaron Samuels, the ex-boyfriend of alpha Plastic Regina George.
Director: Mark Waters | Stars: Lindsay Lohan, Jonathan Bennett, Rachel McAdams, Tina Fey
Votes: 435,577 | Gross: $86.06M
32. Wild Child (2008)
PG-13 | 98 min | Comedy
A rebellious Malibu princess is shipped off to a strict English boarding school by her father.
Director: Nick Moore | Stars: Emma Roberts, Aidan Quinn, Natasha Richardson, Lexi Ainsworth
Votes: 64,015 | Gross: $0.02M
33. The DUFF (2015)
PG-13 | 101 min | Comedy, Romance
A high school senior instigates a social pecking order revolution after finding out that she has been labeled the DUFF - Designated Ugly Fat Friend - by her prettier, more popular counterparts.
Director: Ari Sandel | Stars: Mae Whitman, Bella Thorne, Robbie Amell, Allison Janney
Votes: 101,653 | Gross: $34.03M
34. Heartbreakers (2001)
PG-13 | 123 min | Comedy, Crime, Romance
A mother and daughter con team seduce and scam wealthy men.
Director: David Mirkin | Stars: Sigourney Weaver, Jennifer Love Hewitt, Gene Hackman, Ray Liotta
Votes: 58,018 | Gross: $40.34M
35. Mr. Right (I) (2015)
R | 95 min | Action, Comedy, Romance
A girl falls for the "perfect" guy, who happens to have a very fatal flaw: he's a hitman on the run from the crime cartels who employ him.
Director: Paco Cabezas | Stars: Anna Kendrick, Sam Rockwell, Tim Roth, James Ransone
Votes: 61,201 | Gross: $0.03M
36. My Favorite Five (2015)
Not Rated | 92 min | Comedy, Romance
My Favorite Five is a romantic comedy with hilarious twists and turns. Hailey is a self-proclaimed serial dater who has no interest in marriage, kids or a picket fence. Hailey does however ... See full summary »
Director: Paul D. Hannah | Stars: Rochelle Aytes, Brian White, DeRay Davis, Erica Hubbard
Votes: 332
37. 27 Dresses (2008)
PG-13 | 111 min | Comedy, Romance
After serving as a bridesmaid 27 times, a young woman wrestles with the idea of standing by her sister's side as her sibling marries the man she's secretly in love with.
Director: Anne Fletcher | Stars: Katherine Heigl, James Marsden, Malin Akerman, Brian Kerwin
Votes: 175,223 | Gross: $76.81M
38. What a Girl Wants (2003)
PG | 105 min | Comedy, Drama, Family
An American teenager learns that her father is a wealthy British politician running for office. Although she is eager to find him, she realizes it could cause a scandal and cost him the election.
Director: Dennie Gordon | Stars: Amanda Bynes, Colin Firth, Kelly Preston, Soleil McGhee
Votes: 66,530 | Gross: $35.99M
39. The Wedding Date (2005)
PG-13 | 90 min | Comedy, Romance
Single-girl anxiety causes Kat Ellis to hire a male escort to pose as her boyfriend at her sister's wedding. Her plan, an attempt to dupe her ex-fiancé, who dumped her a couple years prior, proves to be her undoing.
Director: Clare Kilner | Stars: Dermot Mulroney, Debra Messing, Jack Davenport, Amy Adams
Votes: 56,321 | Gross: $31.73M
40. I Feel Pretty (2018)
PG-13 | 110 min | Comedy, Romance
A woman struggling with insecurity wakes from a fall believing she is the most beautiful and capable woman on the planet. Her new confidence empowers her to live fearlessly, but what happens when she realizes her appearance never changed?
Directors: Abby Kohn, Marc Silverstein | Stars: Amy Schumer, Michelle Williams, Emily Ratajkowski, Tom Hopper
Votes: 57,266 | Gross: $48.80M
41. Overboard (2018)
PG-13 | 112 min | Comedy, Romance
After a spoiled, wealthy yacht owner is thrown overboard and loses his memory, a mistreated employee convinces him that he is her working-class husband.
Director: Rob Greenberg | Stars: Eugenio Derbez, Anna Faris, Eva Longoria, John Hannah
Votes: 41,201 | Gross: $50.32M
42. Leap Year (2010)
PG | 100 min | Comedy, Romance
Anna Brady plans to travel to Dublin, Ireland to propose to her boyfriend Jeremy on February 29, leap day, because, according to Irish tradition, a man who receives a marriage proposal on a leap day must accept it.
Director: Anand Tucker | Stars: Amy Adams, Matthew Goode, Adam Scott, John Lithgow
Votes: 110,725 | Gross: $25.92M
43. 13 Going on 30 (2004)
PG-13 | 98 min | Comedy, Fantasy, Romance
Unpopular schoolgirl Jenna Rink makes an unusual wish on her birthday. Miraculously, her wish comes true and the 13-year-old Jenna wakes up the next day as a 30-year-old woman.
Director: Gary Winick | Stars: Jennifer Garner, Mark Ruffalo, Judy Greer, Andy Serkis
Votes: 217,149 | Gross: $57.23M
44. A Perfect Pairing (2022)
TV-14 | 101 min | Comedy, Romance
It follows a hard-driving LA wine-company executive who travels to an Australian sheep station to land a major client and there she ends up working as a ranch hand and sparking with a rugged local.
Director: Stuart McDonald | Stars: Victoria Justice, Adam Demos, Luca Asta Sardelis, Samantha Cain
Votes: 16,863
45. No Reservations (2007)
PG | 104 min | Comedy, Drama, Romance
The life of a top chef changes when she becomes the guardian of her young niece.
Director: Scott Hicks | Stars: Catherine Zeta-Jones, Aaron Eckhart, Abigail Breslin, Patricia Clarkson
Votes: 78,847 | Gross: $43.11M
46. Brown Sugar (2002)
PG-13 | 109 min | Comedy, Drama, Music
Friends since childhood, a magazine editor and a hip-hop record executive stumble into romantic territory.
Director: Rick Famuyiwa | Stars: Taye Diggs, Sanaa Lathan, Yasiin Bey, Nicole Ari Parker
Votes: 10,245 | Gross: $27.36M
Tell Your Friends