| Año | Título | Rol | Notas |
|---|
|
1987
| Empire of the Sun | Dainty | |
| Hot Pursuit | Chris Honeywell | |
| Shoeshine | | |
|
1988
| Fresh Horses | Tipton | |
|
1989
| Next of Kin | Lawrence Isabella | |
| Elvis Stories | Bruce | |
| That's Adequate | Chip Lane | |
|
1990
| Stella | Jim Uptegrove | |
|
1992
| The Nutt House | hombre que tira un pastel | cameo |
| Autopista al Infierno | Pluto's Cook/Attila the Hun | |
|
1994
| Reality Bites | Michael Grates | También director |
|
1995
| Heavyweights | Tony Perkis/Tony Perkis Sr. | |
|
1996
| The Cable Guy | Sam Sweet/Stan Sweet | También director |
| Flirting with Disaster | Mel | |
| If Lucy Fell | Bwick Elias | |
| Happy Gilmore | Hal L. (Nursing Home Orderly). | sin acreditar |
|
1998
| Permanent Midnight | Jerry Stahl | |
| Your Friends & Neighbors | Jerry | |
| There's Something About Mary | Ted Stroehmann | MTV Movie Award for Best Fight (For the fight against Puffy the Dog.)
Nominado: American Comedy Award for Funniest Actor in a Motion Picture (Leading Role)
Nominado: Blockbuster Entertainment Award Favorite Actor - Comedy
Nominado: MTV Movie Award for Best Comedic Performance
Nominado: MTV Movie Award for Best Kiss (shared with Cameron Diaz)
Nominado: MTV Movie Award for Best On-Screen Duo (shared with Cameron Diaz) |
| Zero Effect | Steve Arlo | |
|
1999
| Black and White | Mark Clear | |
| Mystery Men | Mr. Furious | Nominado: Teen Choice Award for Film - Choice Hissy Fit |
| The Suburbans | Jay Rose | |
|
2000
| Meet the Parents | Gaylord Greg Focker | American Comedy Award for Funniest Actor in a Motion Picture (Leading Role)
MTV Movie Award for Best Comedic Performance
Nominado: Blockbuster Entertainment Award for Favorite Actor - Comedy/Romance
Nominado: MTV Movie Award for Best On-Screen Team (shared with Robert De Niro)
Nominado: Teen Choice Award for Film - Choice Actor |
| Keeping the Faith | Rabbi Jake Schram | |
| The Independent | Cop | |
|
2001
| The Royal Tenenbaums | Chas Tenenbaum | Nominado: Phoenix Film Critics Society Award for Best Cast
Nominado: Satellite Award for Best Supporting Actor – Motion Picture |
| Zoolander | Derek Zoolander | También escritor y director
Teen Choice Award for Film - Choice Hissy Fit
Nominado: MTV Movie Award for Best Dressed
Nominado: MTV Movie Award for Best Line («There's more to life than just being really, really, ridiculously good looking»)
Nominado: MTV Movie Award for Best On-Screen Team (shared with Owen Wilson)
Nominado: Teen Choice Award for Film - Choice Actor, Comedy |
|
2002
| Orange County | bombero | cameo |
| Run Ronnie Run | como él mismo | |
|
2003
| Nobody Knows Anything! | experto en duraznos | cameo |
| Dúplex | Alex Rose | |
| Pauly Shore Is Dead | como él mismo | cameo
|
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