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The Best Vince Vaughn Movies 

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Originally by Ranker Community
Updated May 12, 2020 2.8k votes 411 voters 21.7k views 49 items

List Rules Movies 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!
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1
Wedding Crashers is listed (or ranked) 1 on the list The Best Vince Vaughn 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 #41 of 1,025 The All-Time Greatest Comedy Films #122 of 548 The Greatest Movies for Guys

2
Old School is listed (or ranked) 2 on the list The Best Vince Vaughn Movies
Elisha Cuthbert, Snoop Dogg, Will Ferrell

Released: 2003

Directed by: Todd 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 ...more

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#49 of 1,025 The All-Time Greatest Comedy Films #251 of 410 The Best Rainy Day Movies #78 of 548 The Greatest Movies for Guys

3
DodgeBall: A True Underd... is listed (or ranked) 3 on the list The Best Vince Vaughn Movies
Ben Stiller, Chuck Norris, Vince Vaughn

Released: 2004

Directed by: Rawson 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

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#45 of 1,025 The All-Time Greatest Comedy Films #52 of 1,210 The Absolute Funniest Movies Of All Time #262 of 1,699 The Most Rewatchable Movies

4
Swingers is listed (or ranked) 4 on the list The Best Vince Vaughn Movies
Heather Graham, Vince Vaughn, Jon Favreau filmography

Released: 1996

Directed by: Doug 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

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#481 of 1,025 The All-Time Greatest Comedy Films #263 of 548 The Greatest Movies for Guys #523 of 1,210 The Absolute Funniest Movies Of All Time

5
The Break-Up is listed (or ranked) 5 on the list The Best Vince Vaughn Movies
Vince Vaughn, Jennifer Aniston, Ann-Margret

Released: 2006

Directed by: Peyton 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 ...more

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#625 of 1,025 The All-Time Greatest Comedy Films #1,019 of 1,210 The Absolute Funniest Movies Of All Time #179 of 802 The Greatest Chick Flicks Ever Made

6
Anchorman: The Legend of... is listed (or ranked) 6 on the list The Best Vince Vaughn Movies
Christina Applegate, Will Ferrell, Ben Stiller

Released: 2004

Directed by: Adam 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 ...more

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#10 of 1,025 The All-Time Greatest Comedy Films #111 of 410 The Best Rainy Day Movies #109 of 548 The Greatest Movies for Guys

7
The Internship is listed (or ranked) 7 on the list The Best Vince Vaughn Movies
Will Ferrell, Rose Byrne, Vince Vaughn

Released: 2013

Directed by: Shawn 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 ...more
8
Mr. & Mrs. Smith is listed (or ranked) 8 on the list The Best Vince Vaughn Movies
Angelina Jolie, Brad Pitt, Jennifer Morrison

Released: 2005

Directed by: Doug 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 ...more

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#495 of 1,699 The Most Rewatchable Movies #225 of 493 The Funniest '90s Movies #342 of 599 The Greatest Epic Movies Ever Made

9
Couples Retreat is listed (or ranked) 9 on the list The Best Vince Vaughn Movies
Kristen Bell, Malin Åkerman, Vince Vaughn

Released: 2009

Directed by: Peter 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

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#547 of 1,025 The All-Time Greatest Comedy Films #4 of 57 The Funniest Movies About Marriage #4 of 22 Movies That Basically Double As Vacations

10
Starsky & Hutch is listed (or ranked) 10 on the list The Best Vince Vaughn Movies
Snoop Dogg, Carmen Electra, Will Ferrell

Released: 2004

Directed by: Todd 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 ...more

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#534 of 1,025 The All-Time Greatest Comedy Films #993 of 1,210 The Absolute Funniest Movies Of All Time #1 of 65 Every Movie Coming To Netflix In July 2020

11
The Lost World: Jurassic... is listed (or ranked) 11 on the list The Best Vince Vaughn Movies
Julianne Moore, Steven Spielberg, Camilla Belle

Released: 1997

Directed by: Steven 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 ...more

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#189 of 233 The Worst Sequels Of All Time #638 of 1,210 The Absolute Funniest Movies Of All Timelisted on The 50 Highest Grossing '90s Movies, Ranked

12
Four Christmases is listed (or ranked) 12 on the list The Best Vince Vaughn Movies
Reese Witherspoon, Robert Duvall, Vince Vaughn

Released: 2008

Directed by: Seth 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 ...more

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#560 of 802 The Greatest Chick Flicks Ever Made #57 of 109 The Best Christmas Movies of All Time #24 of 57 The Funniest Movies About Marriage

13
Fred Claus is listed (or ranked) 13 on the list The Best Vince Vaughn Movies
Elizabeth Banks, Rachel Weisz, Kevin Spacey

Released: 2007

Directed by: David 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 ...more
14
The Watch is listed (or ranked) 14 on the list The Best Vince Vaughn Movies
Ben Stiller, Willam Belli, Vince Vaughn

Released: 2012

Directed by: Akiva Schaffer

Neighborhood Watch is a 2013 comedy science fiction film directed by Akiva Schaffer
15
Rudy is listed (or ranked) 15 on the list The Best Vince Vaughn Movies
Vince Vaughn, Sean Astin, Jon Favreau filmography

Released: 1993

Directed by: David 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 ...more

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Things About The Real Rudy That The 'Rudy' Movie Purposely Misrepresents #116 of 548 The Greatest Movies for Guys #488 of 1,699 The Most Rewatchable Movies

16
Hacksaw Ridge is listed (or ranked) 16 on the list The Best Vince Vaughn Movies
Hacksaw Ridge
17
Made is listed (or ranked) 17 on the list The Best Vince Vaughn Movies
Sean Combs, Famke Janssen, Dustin Diamond

Released: 2001

Directed by: Jon Favreau filmography

Made is a 2001 American comedy film written and directed by Jon Favreau. It stars Favreau, Vince Vaughn, Peter Falk, and Sean Combs. It was Favreau's directorial debut.
18
Zoolander is listed (or ranked) 18 on the list The Best Vince Vaughn Movies
Natalie Portman, Paris Hilton, Heidi Klum

Released: 2001

Directed by: Ben 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 ...more

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#156 of 1,025 The All-Time Greatest Comedy Films #137 of 410 The Best Rainy Day Movies #322 of 548 The Greatest Movies for Guys

19
Be Cool is listed (or ranked) 19 on the list The Best Vince Vaughn Movies
John Travolta, Dwayne Johnson, Uma Thurman

Released: 2005

Directed by: F. 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

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#887 of 1,025 The All-Time Greatest Comedy Films #96 of 114 The Best Mafia Films #744 of 1,210 The Absolute Funniest Movies Of All Time

20
The Dilemma is listed (or ranked) 20 on the list The Best Vince Vaughn Movies
Jennifer Connelly, Winona Ryder, Channing Tatum

Released: 2011

Directed by: Ron 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

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#37 of 47 The Best Movies About Infidelity #33 of 46 The Best Winona Ryder Movies #31 of 37 The Best Jennifer Connelly Movies

21
Delivery Man is listed (or ranked) 21 on the list The Best Vince Vaughn Movies
Cobie Smulders, Vince Vaughn, Chris Pratt

Released: 2013

Directed by: Ken 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
22
Anchorman 2: The Legend ... is listed (or ranked) 22 on the list The Best Vince Vaughn Movies
Kanye West, Will Smith, Kirsten Dunst

Released: 2013

Directed by: Adam 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 ...more

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#606 of 1,025 The All-Time Greatest Comedy Films #584 of 1,210 The Absolute Funniest Movies Of All Time #91 of 388 The Best Movies to Watch While Stoned

23
Into the Wild is listed (or ranked) 23 on the list The Best Vince Vaughn Movies
Kristen Stewart, Vince Vaughn, Zach Galifianakis

Released: 2007

Directed by: Sean Penn

Into the Wild is a 2007 American biographical drama survival film written and directed by Sean Penn. It is an adaptation of the 1996 non-fiction book of the same name by Jon Krakauer based on ...more

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24
Clay Pigeons is listed (or ranked) 24 on the list The Best Vince Vaughn Movies
Joaquin Phoenix, Vince Vaughn, Janeane Garofalo

Released: 1998

Directed by: David Dobkin

Clay Pigeons is a 1998 crime-comedy film written by Matt Healy and directed by David Dobkin. The film stars Joaquin Phoenix, Vince Vaughn, and Janeane Garofalo.
25
The Cell is listed (or ranked) 25 on the list The Best Vince Vaughn Movies
Jennifer Lopez, Vince Vaughn, Vincent D'Onofrio

Released: 2000

Directed by: Tarsem Singh

The Cell is a 2000 horror film directed by Tarsem Singh, and starring Jennifer Lopez, Vince Vaughn and Vincent D'Onofrio.

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‘The Cell’ Was The WTF Trip Into The Mind Of A Serial Killer Horror Fans Didn’t Know They Needed #81 of 253 The Best Psychological Thrillers of All Time #278 of 850 The Best Horror Movies Of All Time