Entertainment
445 voters

The Best Vince Vaughn Movies

Updated September 4, 2020 2.8k votes 445 voters 22.7k views50 items

List RulesMovies in which Vince Vaughn stars or co-stars

The best Vince Vaughn movies are the best comedy and drama films featuring "Frat Pack" member, actor, producer, and writer Vince Vaughn. The Chicago native has appeared in dozens of movies since getting his start in commercials and on television. Now, he's known for his hilarious roles in some of the greatest comedy movies of all time. This Vince Vaughn movies list is the only guide to his work you'll ever need.

Vince Vaughn got his big break into film in 1993 with a small role in Rudy. On set, he met co-star Jon Favreau and built a friendship with Favreau that would lead them to create several other successful films. Favreau cast Vaughn in the successful 1996 independent film Swingers before going on to collaborate in comedies like The Break-Up, Four Christmases, and Couples Retreat.

Vaughn has also been in several films with members of the "Frat Pack" which includes Ben Stiller, Owen Wilson, Luke Wilson, Steve Carell, and Will Ferrell. Among those are hits like Zoolander, Old School, Starsky & Hutch, Dodgeball: A True Underdog Story, Anchorman: The Legend of Ron Burgundy, and Wedding Crashers. While many of Vaughn's movies are comedies, funny Vince Vaughn movies aren't the only ones on this list; he's also had dramatic roles in The Lost World: Jurassic Park, a widely panned remake of Psycho, Into the Wild and more.

While not all of Vince Vaughn's movies are killer hits, he has appeared in many of our favorite movies from recent years. Vote up your favorite Vince Vaughn movies, add new ones not yet listed or re-rank this list of the best Vince Vaughn movies all below!
...more
  • 1
    219
    34

    Wedding Crashers

    Owen Wilson, Vince Vaughn

    Released2005

    Directed byDavid 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 take...  more

    More Wedding Crashers 

    #24 of 170 The Most Rewatchable Comedy Movies#49 of 61 The Best Movies to Curl Up And Watch When You're Sick

  • 2
    164
    40

    Old School

    Elisha Cuthbert, Snoop Dogg

    Released2003

    Directed byTodd Phillips

    Old School is a 2003 American comedy film released by DreamWorks Pictures and The Montecito Picture Company and directed by Todd Phillips. The story was written by Court Crandall, and the film was...  more

    More Old School 

    #76 of 112 Movies That Need Sequels#6 of 82 The Greatest Party Movies Ever Made

  • 3
    161
    36

    DodgeBall: A True Underdog Story

    Ben Stiller, Chuck Norris

    Released2004

    Directed byRawson Marshall Thurber

    DodgeBall: A True Underdog Story, commonly referred to as DodgeBall, is a 2004 American sports comedy film produced by 20th Century Fox and Red Hour Productions, written and directed by Rawson...  more

    More DodgeBall: A True Underdog Story 

    #10 of 16 Movies That Completely Changed Their Endings After Everyone Freaked Out#45 of 205 The Best Sports Movies Ever Made

  • 4
    113
    31

    The Break-Up

    Vince Vaughn, Jennifer Aniston

    Released2006

    Directed byPeyton Reed

    The Break-Up is a 2006 American romantic comedy-drama film directed by Peyton Reed. In a bid to keep their luxurious condo from their significant other, a newly broken up couple (Vince Vaughn and...  more

    More The Break-Up 

    #12 of 14 The Best Movies Where The Main Characters Don't Live Happily Ever After#10 of 14 The Saddest Movie Breakup Scenes, Ranked

  • 5
    93
    19

    The Internship

    Will Ferrell, Rose Byrne

    Released2013

    Directed byShawn Levy

    The Internship is a 2013 American comedy film directed by Shawn Levy, written by Vince Vaughn and Jared Stern, and produced by Vaughn and Levy. The film stars Vince Vaughn and Owen Wilson in their...  more

    More The Internship 

    #12 of 14 14 Times Actors Reunited On Screen But Couldn't Recapture The Magic#16 of 34 The Best Comedies About the Workplace

  • 6
    107
    31

    Anchorman: The Legend of Ron Burgundy

    Christina Applegate, Will Ferrell

    Released2004

    Directed byAdam McKay

    Anchorman: The Legend of Ron Burgundy, or simply Anchorman, is a 2004 comedy film directed by Adam McKay, produced by Judd Apatow, starring Will Ferrell, and written by McKay and Ferrell. The film is...  more

    More Anchorman: The Legend of Ron Burgundy 

    #5 of 26 The Best F-Bombs In Movie History#8 of 126 The Funniest Movies Starring SNL Cast Members

  • 7
    118
    43

    Swingers

    Heather Graham, Vince Vaughn

    Released1996

    Directed byDoug Liman

    This film is a 1996 comedy-drama film about the lives of single, unemployed actors living on the 'eastside' of Hollywood, California during the 1990s swing revival. Written by Jon Favreau and...  more

    More Swingers 

    #136 of 252 The Funniest '90s Movies#124 of 290 The Greatest Soundtracks of All Time

  • 8
    69
    30

    Starsky & Hutch

    Snoop Dogg, Carmen Electra

    Released2004

    Directed byTodd Phillips

    Starsky & Hutch is a 2004 American action comedy film directed by Todd Phillips. The film stars Ben Stiller as David Starsky and Owen Wilson as Ken "Hutch" Hutchinson and is a film adaptation of the...  more

    More Starsky & Hutch 

    #72 of 117 The Best Movies Based on TV Shows#513 of 541 The Greatest Guilty Pleasure Movies

  • 9
    89
    34

    Couples Retreat

    Kristen Bell, Malin Åkerman

    Released2009

    Directed byPeter Billingsley

    Couples Retreat is a 2009 American romantic comedy film written and directed by Peter Billingsley with contributions to the script by Jon Favreau, Vince Vaughn, Dana Fox, Curtis Hanson, and Greg...  more

    More Couples Retreat 

    #6 of 59 The Funniest Movies About Marriage#4 of 22 Movies That Basically Double As Vacations

  • 10
    58
    23

    Fred Claus

    Elizabeth Banks, Rachel Weisz

    Released2007

    Directed byDavid Dobkin

    Fred Claus is a 2007 American Christmas comedy film directed by David Dobkin, written by Dan Fogelman and Jessie Nelson, and starring Vince Vaughn and Paul Giamatti. The film was released on November...  more
  • 11
    68
    30

    The Lost World: Jurassic Park

    Julianne Moore, Steven Spielberg

    Released1997

    Directed bySteven Spielberg

    The Lost World: Jurassic Park is a 1997 American science fiction adventure directed by Steven Spielberg. It is the second installment in the Jurassic Park franchise. The film was produced by Gerald...  more

    More The Lost World: Jurassic Park 

    #40 of 50 The 50 Highest Grossing '90s Movies, Ranked#167 of 440 The Best Movies Of The 1990s

  • 12
    79
    46

    Mr. & Mrs. Smith

    Angelina Jolie, Brad Pitt

    Released2005

    Directed byDoug Liman

    Mr. & Mrs. Smith is a 2005 American action comedy film directed by Doug Liman. Bored upper-middle class married coupleJohn (Brad Pitt) and Jane Smith (Angelina Jolie) learn that they are agents...  more

    More Mr. & Mrs. Smith 

    #24 of 126 The Greatest Date Movies Of All Time#342 of 549 The Greatest Epic Movies Ever Made

  • 13
    83
    31

    Four Christmases

    Reese Witherspoon, Robert Duvall

    Released2008

    Directed bySeth Gordon

    Four Christmases is a Christmas-themed romantic comedy film about a couple visiting all four of their divorced parents' homes on Christmas Day. The film is produced by Spyglass Entertainment released...  more

    More Four Christmases 

    #525 of 783 The Greatest Chick Flicks Ever Made#45 of 127 The Best Christmas Movies of All Time

  • 14
    36
    9

    Hacksaw Ridge

  • 15
    52
    18

    Rudy

    Vince Vaughn, Sean Astin

    Released1993

    Directed byDavid Anspaugh

    Rudy is a 1993 American sports film directed by David Anspaugh. It is an account of the life of Daniel "Rudy" Ruettiger, who harbored dreams of playing football at the University of Notre Dame...  more

    More Rudy 

    Things About The Real Rudy That The 'Rudy' Movie Purposely Misrepresents#58 of 302 The Best Movies Based On True Stories

  • 16
    57
    21

    The Watch

    Ben Stiller, Willam Belli

    Released2012

    Directed byAkiva Schaffer

    Neighborhood Watch is a 2012 comedy science fiction film directed by Akiva Schaffer...  more
  • 17
    25
    12

    Delivery Man

    Cobie Smulders, Vince Vaughn

    Released2013

    Directed byKen Scott

    Delivery Man is a 2013 American comedy-drama film directed by Ken Scott, produced by DreamWorks Pictures, and starring Vince Vaughn, Chris Pratt, and Cobie Smulders. The film was released by...  more
  • 18
    50
    26

    The Dilemma

    Jennifer Connelly, Winona Ryder

    Released2011

    Directed byRon Howard

    The Dilemma is a 2011 American comedy-drama film starring Vince Vaughn and Kevin James. The film is directed by Ron Howard. Savvy businessman Ronny and genius engineer Nick are best friends and...  more

    More The Dilemma 

    #44 of 44 The Best Cheating Wife Movies#54 of 83 The Best Movies About Infidelity

  • 19
    17
    5

    Anchorman 2: The Legend Continues

    Kanye West, Will Smith

    Released2013

    Directed byAdam McKay

    Anchorman 2: The Legend Continues is a 2013 American comedy film directed by Adam McKay, and the sequel to the 2004 film Anchorman: The Legend of Ron Burgundy. With the 1970s behind them, San Diego's...  more

    More Anchorman 2: The Legend Continues 

    #647 of 1,141 The Absolute Funniest Movies Of All Time#630 of 924 The All-Time Greatest Comedy Films

  • 20
    45
    23

    Be Cool

    John Travolta, Dwayne Johnson

    Released2005

    Directed byF. Gary Gray

    Be Cool is a 2005 American comedy film adapted from Elmore Leonard's 1999 novel of the same name and the sequel to Leonard's 1990 novel Get Shorty about Chili Palmer's entrance into the film...  more

    More Be Cool 

    #93 of 123 The Best Mafia Films Of All Time#35 of 327 The Best Free Movies On YouTube, Ranked

  • 21
    53
    39

    Zoolander

    Natalie Portman, Paris Hilton

    Released2001

    Directed byBen Stiller

    Zoolander is a 2001 American comedy film directed by Ben Stiller and, starring Stiller and Owen Wilson. The film contains elements from a pair of short films directed by Russell Bates and written by...  more

    More Zoolander 

    #178 of 246 The Best Rainy Day Movies#5 of 16 The Funniest Death Scenes In Movie History

  • 22
    17
    7

    Daddy's Home

  • 23
    30
    28

    Return to Paradise

    Joaquin Phoenix, Vince Vaughn

    Released1998

    Directed byJoseph Ruben

    Return to Paradise is a 1998 drama-thriller film directed by Joseph Ruben, written by Wesley Strick and Bruce Robinson, and starring Vince Vaughn, Anne Heche and Joaquin Phoenix. Return to Paradise...  more
  • 24
    14
    5

    Unfinished Business

    Sienna Miller, Vince Vaughn

    Released2015

    Directed byKen Scott

    Unfinished Business is a 2015 American comedy film directed by Ken Scott and written by Steven Conrad. The film stars Vince Vaughn, Tom Wilkinson, Dave Franco, Sienna Miller, Nick Frost, and James...  more
  • 25