Watchworthy

The Most Rewatchable Comedy Movies 

Ranker Film
Updated June 2, 2020 19.5k votes 1.3k voters 20.2k views 141 items

List Rules Comedy movies that you've watched multiple times and continue to enjoy

Comedy films are some of the best comfort movies and often the ones we end up quoting the most. This is a list of comedy movies we keep watching (and laughing at) even when there are newer, funnier, or overall better comedies to watch. Because it doesn't have to be good to be a rewatchable comedy movie, you just have to love it.

These are the funny movies we own multiple copies of, so if they're not available on streaming, we can still get our fix. Some of the greatest comedy movies, like The Hangover and Office Space, have obvious rewatch value. Or, you love Bill Murray so you end up watching Rushmore as often as Caddyshack. But then there are cult comedies like The Big Lebowski that you basically have memorized.

It doesn't matter why you like rewatching comedy movies, only that you love to watch them again and again. What comedies do you think are the best to rewatch?

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list ordered by
1
Deadpool is listed (or ranked) 1 on the list The Most Rewatchable Comedy Movies
Ryan Reynolds, Morena Baccarin, Ed Skrein

Released: 2016

Directed by: Tim MIller

Deadpool is a 2016 American superhero film directed by Tim Miller, based on the Marvel Comics character. After being given mutant abilities with a scarred physical appearance, Wade Wilson (Ryan ...more

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#245 of 1,699 The Most Rewatchable Movies #99 of 101 The Worst Superhero Movies Ever Made #284 of 599 The Greatest Epic Movies Ever Made

2
Groundhog Day is listed (or ranked) 2 on the list The Most Rewatchable Comedy Movies
Bill Murray, Andie MacDowell, Michael Shannon

Released: 1993

Directed by: Harold Ramis

Groundhog Day is a 1993 American fantasy comedy film directed by Harold Ramis, starring Bill Murray, Andie MacDowell, and Chris Elliott. It was written by Ramis and Danny Rubin, based on a story ...more

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#7 of 493 The Funniest '90s Movies #41 of 1,699 The Most Rewatchable Movies #315 of 804 The Greatest Chick Flicks Ever Made

3
Elf is listed (or ranked) 3 on the list The Most Rewatchable Comedy Movies
Zooey Deschanel, Will Ferrell, Peter Dinklage

Released: 2003

Directed by: Jon Favreau filmography

Elf is a 2003 American Christmas comedy film directed by Jon Favreau and written by David Berenbaum. It stars Will Ferrell, James Caan, Bob Newhart, Ed Asner, and Zooey Deschanel. It was ...more

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#66 of 1,699 The Most Rewatchable Movies #184 of 599 The Greatest Epic Movies Ever Made #35 of 1,030 The All-Time Greatest Comedy Films

4
Happy Gilmore is listed (or ranked) 4 on the list The Most Rewatchable Comedy Movies
Adam Sandler, Ben Stiller, Julie Bowen

Released: 1996

Directed by: Dennis Dugan

Happy Gilmore is a 1996 sports comedy film directed by Dennis Dugan and produced by Robert Simonds. It stars Adam Sandler as the title character, an unsuccessful ice hockey player who discovers ...more

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'Happy Gilmore' Is Secretly A Drama About Dealing With Loss And Grief #62 of 624 The Greatest Guilty Pleasure Movies #1 of 493 The Funniest '90s Movies

5
Tommy Boy is listed (or ranked) 5 on the list The Most Rewatchable Comedy Movies
Dan Aykroyd, Rob Lowe, Bo Derek

Released: 1995

Directed by: Peter Segal

Tommy Boy is a 1995 American road comedy film directed by Peter Segal, written by Bonnie and Terry Turner, produced by Lorne Michaels, and starring former Saturday Night Live castmates and close ...more

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The Most Hilarious 'Tommy Boy' Quotes #46 of 624 The Greatest Guilty Pleasure Movies #4 of 493 The Funniest '90s Movies

6
Office Space is listed (or ranked) 6 on the list The Most Rewatchable Comedy Movies
Jennifer Aniston, John C. McGinley, Mike Judge

Released: 1999

Directed by: Mike Judge

Office Space is a 1999 American comedy film written and directed by Mike Judge. The film satirizes the everyday work life of a typical mid-to-late-1990s software company, it focuses on a handful ...more

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#23 of 493 The Funniest '90s Movies #124 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetimelisted on The Very Best Movies About Hackers

7
Caddyshack is listed (or ranked) 7 on the list The Most Rewatchable Comedy Movies
Bill Murray, Chevy Chase, Rodney Dangerfield

Released: 1980

Directed by: Harold Ramis

Caddyshack is a 1980 American sports comedy film directed by Harold Ramis and written by Brian Doyle-Murray, Ramis and Douglas Kenney. It stars Michael O'Keefe, Chevy Chase, Rodney Dangerfield, ...more

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#28 of 571 The Greatest Movies Of The 1980s, Ranked #31 of 624 The Greatest Guilty Pleasure Movies #83 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

8
Dumb and Dumber is listed (or ranked) 8 on the list The Most Rewatchable Comedy Movies
Jim Carrey, Jeff Daniels, Teri Garr

Released: 1994

Directed by: Peter Farrelly, Bobby Farrelly

Dumb and Dumber is a 1994 American road buddy comedy film starring Jim Carrey and Jeff Daniels. It was written by the Farrelly brothers and Bennett Yellin, and is the Farrelly Brothers ...more

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'Dumb And Dumber' Is Far Darker And Creepier Than You Remember #2 of 493 The Funniest '90s Movies #101 of 182 The Greatest Movie Quotes of All Time

9
The Hangover is listed (or ranked) 9 on the list The Most Rewatchable Comedy Movies
Mike Tyson, Bradley Cooper, Heather Graham

Released: 2009

Directed by: Todd Phillips

The Hangover is a 2009 American comedy film, co-produced and directed by Todd Phillips and written by Jon Lucas and Scott Moore. It is the first film of The Hangover trilogy. The film stars ...more

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#92 of 1,699 The Most Rewatchable Movies #8 of 1,030 The All-Time Greatest Comedy Films #31 of 1,209 The Absolute Funniest Movies Of All Time

10
Step Brothers is listed (or ranked) 10 on the list The Most Rewatchable Comedy Movies
Will Ferrell, Seth Rogen, Mary Steenburgen

Released: 2008

Directed by: Adam McKay

Step Brothers is a 2008 American buddy slapstick comedy film starring Will Ferrell and John C. Reilly. The screenplay was written by Will Ferrell and Adam McKay, from a story written by them ...more

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#19 of 1,030 The All-Time Greatest Comedy Films #35 of 1,209 The Absolute Funniest Movies Of All Time #3 of 388 The Best Movies to Watch While Stoned

11
Airplane! is listed (or ranked) 11 on the list The Most Rewatchable Comedy Movies
Kareem Abdul-Jabbar, Leslie Nielsen, Ethel Merman

Released: 1980

Directed by: Jerry Zucker, Jim Abrahams, David Zucker

Airplane! is a 1980 American satirical disaster comedy film directed and written by David Zucker, Jim Abrahams, and Jerry Zucker and released by Paramount Pictures. It stars Robert Hays and ...more

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The Funniest Quotes From 'Airplane!' #38 of 571 The Greatest Movies Of The 1980s, Ranked #85 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

12
Coming to America is listed (or ranked) 12 on the list The Most Rewatchable Comedy Movies
Rachel Vilt added Eddie Murphy, Samuel L. Jackson, James Earl Jones

Released: 1988

Directed by: John Landis

Coming to America is a 1988 American comedy film directed by John Landis, and based on a story originally created by Eddie Murphy, who also starred in the lead role. The film also co-stars ...more

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After A Contentious Six-Month Production, It's A Miracle 'Coming To America' Even Exists #32 of 571 The Greatest Movies Of The 1980s, Ranked #6 of 726 The Best Black Movies Ever Made, Ranked

13
Super Troopers is listed (or ranked) 13 on the list The Most Rewatchable Comedy Movies
Lynda Carter, Brian Cox, Jim Gaffigan

Released: 2001

Directed by: Jay Chandrasekhar

Super Troopers is a 2001 comedy film directed by Jay Chandrasekhar, written by and starring the Broken Lizard comedy group. Marisa Coughlan, Daniel von Bargen and Brian Cox co-star while Lynda ...more

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#1,363 of 1,699 The Most Rewatchable Movies #77 of 1,030 The All-Time Greatest Comedy Films #71 of 1,209 The Absolute Funniest Movies Of All Time

14
Spaceballs is listed (or ranked) 14 on the list The Most Rewatchable Comedy Movies
joey_rind added Joan Rivers, John Hurt, Mel Brooks

Released: 1987

Directed by: Mel Brooks

Spaceballs is a 1987 American parody film co-written and directed by Mel Brooks and starring Brooks, Bill Pullman, John Candy and Rick Moranis. It also features Daphne Zuniga, Dick Van Patten, ...more

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Feel The Schwartz With The Funniest 'Spaceballs' Quotes #49 of 571 The Greatest Movies Of The 1980s, Ranked #18 of 624 The Greatest Guilty Pleasure Movies

15
Wayne's World is listed (or ranked) 15 on the list The Most Rewatchable Comedy Movies
Alice Cooper, Mike Myers, Rob Lowe

Released: 1992

Directed by: Penelope Spheeris

Wayne's World is a 1992 American comedy film directed by Penelope Spheeris and starring Mike Myers as Wayne Campbell and Dana Carvey as Garth Algar, hosts of the Aurora, Illinois-based ...more

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Why Did It Take 20 Years For Dana Carvey To Forgive Mike Myers? #9 of 493 The Funniest '90s Movies #25 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

16
The Big Lebowski is listed (or ranked) 16 on the list The Most Rewatchable Comedy Movies
Julianne Moore, Jeff Bridges, Tara Reid

Released: 1998

Directed by: Ethan Coen, Joel Coen

The Big Lebowski is a 1998 stoner comedy film written, produced, and directed by Joel and Ethan Coen. It stars Jeff Bridges as Jeffrey "The Dude" Lebowski, an unemployed Los Angeles ...more

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'The Big Lebowski' Fan Theories That Really Tie The Film Together #21 of 493 The Funniest '90s Movies #127 of 1,699 The Most Rewatchable Movies

17
Wedding Crashers is listed (or ranked) 17 on the list The Most Rewatchable Comedy Movies
Owen Wilson, Vince Vaughn, Christopher Walken

Released: 2005

Directed by: David Dobkin

Wedding Crashers is a 2005 American comedy film directed by David Dobkin. John Beckwith (Owen Wilson) and Jeremy Grey (Vince Vaughn), a pair of committed womanizers who sneak into weddings to ...more

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The Funniest 'Wedding Crashers' Quotes #52 of 624 The Greatest Guilty Pleasure Movies #216 of 1,699 The Most Rewatchable Movies

18
Superbad is listed (or ranked) 18 on the list The Most Rewatchable Comedy Movies
Emma Stone, Seth Rogen, Jonah Hill

Released: 2007

Directed by: Greg Mottola

Superbad is a 2007 American teen comedy film directed by Greg Mottola and starring Jonah Hill and Michael Cera. The film was written by Seth Rogen and Evan Goldberg, who began working on the ...more

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#250 of 1,699 The Most Rewatchable Movies #13 of 1,030 The All-Time Greatest Comedy Films #8 of 1,209 The Absolute Funniest Movies Of All Time

19
Trading Places is listed (or ranked) 19 on the list The Most Rewatchable Comedy Movies
Rachel Vilt added Eddie Murphy, Jamie Lee Curtis, Dan Aykroyd

Released: 1983

Directed by: John Landis

Trading Places is a 1983 American comedy film directed by John Landis, starring Dan Aykroyd and Eddie Murphy. It tells the story of an upper-class commodities broker and a homeless street ...more

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#33 of 571 The Greatest Movies Of The 1980s, Ranked #327 of 726 The Best Black Movies Ever Made, Ranked #108 of 1,699 The Most Rewatchable Movies

20
Bridesmaids is listed (or ranked) 20 on the list The Most Rewatchable Comedy Movies
Rose Byrne, Jon Hamm, Kristen Wiig

Released: 2011

Directed by: Paul Feig

Bridesmaids is a 2011 American romantic comedy film directed by Paul Feig, written by Annie Mumolo and Kristen Wiig, and produced by Judd Apatow, Barry Mendel, and Clayton Townsend. The plot ...more

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Behind The Scenes Of How 'Bridesmaids' Became A Comedy Classic #933 of 1,699 The Most Rewatchable Movies #25 of 804 The Greatest Chick Flicks Ever Made

21
Clueless is listed (or ranked) 21 on the list The Most Rewatchable Comedy Movies
Alicia Silverstone, Brittany Murphy, Paul Rudd

Released: 1995

Directed by: Amy Heckerling

Clueless is a 1995 American comedy film loosely based on Jane Austen's 1815 novel Emma. It stars Alicia Silverstone, Stacey Dash, Paul Rudd, and Brittany Murphy. The film is set in Beverly Hills ...more

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The Best Outfits from Clueless #25 of 493 The Funniest '90s Movies #48 of 349 'Old' Movies Every Young Person Needs To Watch In Their Lifetime

22
Mean Girls is listed (or ranked) 22 on the list The Most Rewatchable Comedy Movies
Lindsay Lohan, Rachel McAdams, Amanda Seyfried

Released: 2004

Directed by: Mark Waters

Mean Girls is a 2004 American teen comedy film. Mark Waters directed, and Tina Fey wrote the screenplay, which is based in part on Rosalind Wiseman's non-fiction book Queen Bees and Wannabes, ...more

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Behind-The-Scenes Secrets Of 'Mean Girls' #94 of 1,699 The Most Rewatchable Movies #3 of 804 The Greatest Chick Flicks Ever Made

23
Bruce Almighty is listed (or ranked) 23 on the list The Most Rewatchable Comedy Movies
Jennifer Aniston, Jim Carrey, Morgan Freeman

Released: 2003

Directed by: Tom Shadyac

Bruce Almighty is a 2003 American religious comedy-drama film directed by Tom Shadyac, written by Steve Koren, Mark O'Keefe and Steve Oedekerk and stars Jim Carrey as Bruce Nolan, a ...more

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#80 of 1,030 The All-Time Greatest Comedy Films #117 of 1,209 The Absolute Funniest Movies Of All Time #79 of 388 The Best Movies to Watch While Stoned

24
21 Jump Street is listed (or ranked) 24 on the list The Most Rewatchable Comedy Movies
Johnny Depp, Channing Tatum, Ice Cube

Released: 2012

Directed by: Phil Lord, Chris Miller

21 Jump Street is a 2012 American action comedy film directed by Phil Lord and Christopher Miller, executive produced by and starring Jonah Hill and Channing Tatum, and scripted by Michael ...more

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#134 of 624 The Greatest Guilty Pleasure Movies #491 of 1,699 The Most Rewatchable Movies #178 of 280 The Best Whodunit Movies

25
Major Payne is listed (or ranked) 25 on the list The Most Rewatchable Comedy Movies
WilliamBeckerIII added Damon Wayans, Karyn Parsons, Bam Bam Bigelow

Released: 1995

Directed by: Nick Castle

Major Payne is a 1995 comedy film, starring Damon Wayans.

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#67 of 726 The Best Black Movies Ever Made, Ranked #44 of 493 The Funniest '90s Movies #246 of 1,030 The All-Time Greatest Comedy Films