Romantic comedies
by uhbeibi | created - 26 Jan 2017 | updated - 03 Nov 2022 | PublicMy favorite romantic comedies. Listed in no particular order.
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1. You've Got Mail (1998)
PG | 119 min | Comedy, Drama, Romance
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet, both blissfully unaware that he's trying to put her out of business.
Director: Nora Ephron | Stars: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey
Votes: 229,790 | Gross: $115.82M
2. 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: 362,963 | Gross: $178.41M
3. Annie Hall (1977)
PG | 93 min | Comedy, Romance
Alvy Singer, a divorced Jewish comedian, reflects on his relationship with ex-lover Annie Hall, an aspiring nightclub singer, which ended abruptly just like his previous marriages.
Director: Woody Allen | Stars: Woody Allen, Diane Keaton, Tony Roberts, Carol Kane
Votes: 278,534 | Gross: $39.20M
4. It Happened One Night (1934)
Passed | 105 min | Comedy, Romance
A rogue reporter trailing a runaway heiress for a big story joins her on a bus heading from Florida to New York and they end up stuck with each other when the bus leaves them behind at one of the stops along the way.
Director: Frank Capra | Stars: Clark Gable, Claudette Colbert, Walter Connolly, Roscoe Karns
Votes: 112,338 | Gross: $4.36M
5. Groundhog Day (1993)
PG | 101 min | Comedy, Drama, Fantasy
A narcissistic, self-centered weatherman finds himself in a time loop on Groundhog Day.
Director: Harold Ramis | Stars: Bill Murray, Andie MacDowell, Chris Elliott, Stephen Tobolowsky
Votes: 685,480 | Gross: $70.91M
6. 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: 270,282 | Gross: $105.81M
7. 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: 360,654 | Gross: $163.96M
8. Two Night Stand (2014)
R | 86 min | Comedy, Romance
A snowstorm forces two people who made an online connection to unwillingly extend their one-night stand as the blizzard goes through the night.
Director: Max Nichols | Stars: Miles Teller, Lio Tipton, Jessica Szohr, Kid Cudi
Votes: 73,875 | Gross: $0.02M
9. Grosse Pointe Blank (1997)
R | 107 min | Action, Comedy, Crime
Martin Blank is a professional assassin. He is sent on a mission to a small Detroit suburb, Grosse Pointe, and, by coincidence, his ten-year high school reunion party is taking place there at the same time.
Director: George Armitage | Stars: John Cusack, Minnie Driver, Dan Aykroyd, Joan Cusack
Votes: 99,664 | Gross: $28.01M
10. 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: 103,876 | Gross: $63.37M
11. The Princess Bride (1987)
PG | 98 min | Adventure, Comedy, Family
A bedridden boy's grandfather reads him the story of a farmboy-turned-pirate who encounters numerous obstacles, enemies and allies in his quest to be reunited with his true love.
Director: Rob Reiner | Stars: Cary Elwes, Mandy Patinkin, Robin Wright, Chris Sarandon
Votes: 451,158 | Gross: $30.86M
12. 50 First Dates (2004)
PG-13 | 99 min | Comedy, Drama, Romance
Henry Roth is a man afraid of commitment until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams until discovering she has short-term memory loss and forgets him the next day.
Director: Peter Segal | Stars: Adam Sandler, Drew Barrymore, Rob Schneider, Sean Astin
Votes: 382,461 | Gross: $120.91M
13. Addicted to Love (1997)
R | 100 min | Comedy, Romance
Maggie's and Sam's former partners are in love; she wants revenge and he wants his lost love back, so they work together to break up the happy couple.
Director: Griffin Dunne | Stars: Meg Ryan, Matthew Broderick, Kelly Preston, Tchéky Karyo
Votes: 25,730 | Gross: $34.66M
14. French Kiss (1995)
PG-13 | 111 min | Comedy, Drama, Romance
A woman flying to France to confront her straying fiance gets into trouble when the charming crook seated next to her uses her for smuggling.
Director: Lawrence Kasdan | Stars: Meg Ryan, Kevin Kline, Timothy Hutton, Jean Reno
Votes: 53,055 | Gross: $38.90M
15. Kate & Leopold (2001)
PG-13 | 118 min | Comedy, Fantasy, Romance
An English Duke from 1876 is inadvertently dragged to modern day New York where he falls for a plucky advertising executive.
Director: James Mangold | Stars: Meg Ryan, Hugh Jackman, Liev Schreiber, Breckin Meyer
Votes: 89,104 | Gross: $47.12M
16. Someone Like You (2001)
PG-13 | 97 min | Comedy, Romance
After being jilted by her boyfriend, a talk show talent scout writes a column on the relationship habits of men which gains her national fame.
Director: Tony Goldwyn | Stars: Ashley Judd, Greg Kinnear, Hugh Jackman, Marisa Tomei
Votes: 27,461 | Gross: $27.34M
17. Some Like It Hot (1959)
Passed | 121 min | Comedy, Music, Romance
After two male musicians witness a mob hit, they flee the state in an all-female band disguised as women, but further complications set in.
Director: Billy Wilder | Stars: Marilyn Monroe, Tony Curtis, Jack Lemmon, George Raft
Votes: 283,690 | Gross: $25.00M
18. Singin' in the Rain (1952)
G | 103 min | Comedy, Musical, Romance
A silent film star falls for a chorus girl just as he and his delusionally jealous screen partner are trying to make the difficult transition to talking pictures in 1920s Hollywood.
Directors: Stanley Donen, Gene Kelly | Stars: Gene Kelly, Donald O'Connor, Debbie Reynolds, Jean Hagen
Votes: 260,825 | Gross: $8.82M
19. The Seven Year Itch (1955)
Not Rated | 105 min | Comedy, Romance
When his family goes away for the summer, a hitherto faithful husband with an overactive imagination is tempted by a beautiful neighbor.
Director: Billy Wilder | Stars: Marilyn Monroe, Tom Ewell, Evelyn Keyes, Sonny Tufts
Votes: 42,500 | Gross: $12.00M
20. 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: 217,127 | Gross: $57.23M
21. 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: 87,458 | Gross: $14.01M
22. Penelope (2006)
PG | 104 min | Comedy, Fantasy, Romance
A modern romantic tale about a young aristocratic heiress born under a curse that can only be broken when she finds true love with "one who will accept her as one of their own."
Director: Mark Palansky | Stars: Christina Ricci, James McAvoy, Reese Witherspoon, Richard E. Grant
Votes: 66,245 | Gross: $10.01M
23. Love & Other Drugs (2010)
R | 112 min | Comedy, Drama, Romance
In 1990s Pittsburgh, a medicine peddler starts a relationship with a young woman suffering from Parkinson's disease.
Director: Edward Zwick | Stars: Jake Gyllenhaal, Anne Hathaway, Judy Greer, Oliver Platt
Votes: 224,359 | Gross: $32.37M
24. 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: 110,719 | Gross: $25.92M
25. Just Like Heaven (2005)
PG-13 | 95 min | Comedy, Drama, Fantasy
A lonely landscape architect falls for the spirit of the beautiful woman who used to live in his new apartment.
Director: Mark Waters | Stars: Reese Witherspoon, Mark Ruffalo, Donal Logue, Dina Spybey-Waters
Votes: 117,416 | Gross: $48.32M
26. 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: 56,319 | Gross: $31.73M
27. The Go-Getter (2007)
R | 93 min | Comedy, Drama
When his mother dies, a teenager takes a road-trip in a stolen car to find his long-lost brother. Along the way he discovers a profound connection with the car-owner and with himself as well.
Director: Martin Hynes | Stars: Lou Taylor Pucci, Zooey Deschanel, M. Ward, Judy Greer
Votes: 5,242
28. Adult World (2013)
R | 97 min | Comedy, Drama
A naive college graduate, Amy, who believes she's destined to be a great poet, begrudgingly accepts a job in a shop while she pursues a mentorship with reclusive writer Rat Billings.
Director: Scott Coffey | Stars: Emma Roberts, Evan Peters, John Cusack, Cloris Leachman
Votes: 18,690 | Gross: $0.02M
29. High Fidelity (2000)
R | 113 min | Comedy, Drama, Music
Rob, a record store owner and compulsive list maker, recounts his top five breakups, including the one in progress.
Director: Stephen Frears | Stars: John Cusack, Iben Hjejle, Todd Louiso, Jack Black
Votes: 189,843 | Gross: $27.29M
30. No Strings Attached (I) (2011)
R | 108 min | Comedy, Romance
A guy and girl try to keep their relationship strictly physical, but it's not long before they learn that they want something more.
Director: Ivan Reitman | Stars: Natalie Portman, Ashton Kutcher, Kevin Kline, Cary Elwes
Votes: 244,166 | Gross: $70.66M
31. Jerry Maguire (1996)
R | 139 min | Comedy, Drama, Romance
When a sports agent has a moral epiphany and is fired for expressing it, he decides to put his new philosophy to the test as an independent agent with the only athlete who stays with him and his former colleague.
Director: Cameron Crowe | Stars: Tom Cruise, Cuba Gooding Jr., Renée Zellweger, Kelly Preston
Votes: 287,180 | Gross: $153.95M
32. Elizabethtown (2005)
PG-13 | 123 min | Comedy, Drama, Romance
During a hometown memorial for his Kentucky-born father, a young man begins an unexpected romance with a too-good-to-be-true stewardess.
Director: Cameron Crowe | Stars: Orlando Bloom, Kirsten Dunst, Susan Sarandon, Alec Baldwin
Votes: 72,720 | Gross: $26.84M
33. Laws of Attraction (2004)
PG-13 | 90 min | Comedy, Romance
Amidst a sea of litigation, two New York City divorce lawyers find love.
Director: Peter Howitt | Stars: Pierce Brosnan, Julianne Moore, Parker Posey, Michael Sheen
Votes: 24,600 | Gross: $17.85M
34. Morning Glory (2010)
PG-13 | 107 min | Comedy, Drama, Romance
An upstart television producer accepts the challenge of reviving a struggling morning show program with warring co-hosts.
Director: Roger Michell | Stars: Rachel McAdams, Harrison Ford, Diane Keaton, Noah Bean
Votes: 82,779 | Gross: $31.01M
35. Breakfast at Tiffany's (1961)
Approved | 115 min | Comedy, Drama, Romance
A young New York socialite becomes interested in a young man who has moved into her apartment building, but her past threatens to get in the way.
Director: Blake Edwards | Stars: Audrey Hepburn, George Peppard, Patricia Neal, Buddy Ebsen
Votes: 192,257
36. 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: 83,142 | Gross: $44.28M
37. Austenland (2013)
PG-13 | 97 min | Comedy, Romance
Obsessed with Pride and Prejudice (1995), a woman travels to a Jane Austen theme park in search for her perfect gentleman.
Director: Jerusha Hess | Stars: Keri Russell, JJ Feild, Jennifer Coolidge, Bret McKenzie
Votes: 23,677 | Gross: $2.15M
38. When Harry Met Sally... (1989)
R | 95 min | Comedy, Drama, Romance
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
Director: Rob Reiner | Stars: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby
Votes: 242,894 | Gross: $92.82M
39. Midnight in Paris (2011)
PG-13 | 94 min | Comedy, Fantasy, Romance
While on a trip to Paris with his fiancée's family, a nostalgic screenwriter finds himself mysteriously going back to the 1920s every day at midnight.
Director: Woody Allen | Stars: Owen Wilson, Rachel McAdams, Kathy Bates, Kurt Fuller
Votes: 450,038 | Gross: $56.82M
40. As Good as It Gets (1997)
PG-13 | 139 min | Comedy, Drama, Romance
A single mother and waitress, a misanthropic author, and a gay artist form an unlikely friendship after the artist is assaulted in a robbery.
Director: James L. Brooks | Stars: Jack Nicholson, Helen Hunt, Greg Kinnear, Cuba Gooding Jr.
Votes: 318,588 | Gross: $148.48M
41. The Decoy Bride (2011)
PG | 89 min | Comedy, Drama, Romance
When the world's media descend on the remote Scottish island where a Hollywood actress is attempting to get married, a local girl is hired as a decoy bride to put the paparazzi off the scent.
Director: Sheree Folkson | Stars: Kelly Macdonald, David Tennant, Alice Eve, Michael Urie
Votes: 12,577 | Gross: $0.00M
42. Alex & Emma (2003)
PG-13 | 96 min | Comedy, Romance
A writer must turn out a novel in thirty days or face the wrath of loan sharks.
Director: Rob Reiner | Stars: Luke Wilson, Kate Hudson, David Paymer, Sophie Marceau
Votes: 13,907 | Gross: $14.21M
43. Sidewalls (2011)
Not Rated | 95 min | Comedy, Drama
Martín and Mariana are slightly damaged people who live in buildings just opposite one another. While they often don't notice each other, separation might be the very thing that brings them together.
Director: Gustavo Taretto | Stars: Javier Drolas, Miguel Dedovich, Pilar López de Ayala, Miguel Alvarez
Votes: 15,982 | Gross: $0.00M
44. The Hating Game (2021)
R | 102 min | Comedy, Romance
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing attraction to him.
Director: Peter Hutchings | Stars: Lucy Hale, Austin Stowell, Damon Daunno, Sakina Jaffrey
Votes: 26,815
45. Holidate (2020)
TV-MA | 104 min | Comedy, Romance
Fed up with being single on holidays, two strangers agree to be each other's platonic plus-ones all year long, only to catch real feelings along the way.
Director: John Whitesell | Stars: Emma Roberts, Luke Bracey, Kristin Chenoweth, Frances Fisher
Votes: 78,966
46. Palm Springs (2020)
R | 90 min | Comedy, Fantasy, Mystery
Stuck in a time loop, two wedding guests develop a budding romance while living the same day over and over again.
Director: Max Barbakow | Stars: Andy Samberg, Cristin Milioti, J.K. Simmons, Peter Gallagher
Votes: 182,902
47. Meet Cute (I) (2022)
TV-MA | 89 min | Comedy, Drama, Fantasy
What would you do if you could travel to your loved ones' past, heal their traumas, fix their problems, and change them into the perfect partner?
Director: Alex Lehmann | Stars: Kaley Cuoco, Pete Davidson, Kevin Corrigan, Deborah S. Craig
Votes: 12,080
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