| Kid 90 (2021) As Self (archive footage) | (Not seen) |
| Machete Kills (2013) As Mr. President | (Not seen) |
| Scary Movie 5 (2013) As Himself | (Not seen) |
| A Glimpse Inside the Mind of Charles Swan III (2012) As Charles Swan III | (Not seen) |
| Foodfight! (2012) As Dex Dogtective | (Not seen) |
| Due Date (2010) As Charlie Harper | (Not seen) |
| Wall Street: Money Never Sleeps (2010) (AKA "Wall Street") As Bud Fox | (Not seen) |
| Scary Movie 4 (2006) As Tom Logan (uncredited) | (Not seen) |
| The Big Bounce (2004) As Bob Rogers, Jr. | (Not seen) |
| Pauly Shore Is Dead (2003) As Himself | (Not seen) |
| Scary Movie 3 (2003) As Tom | (Not seen) |
| Rated X (2000) (AKA "The Mitchell Brothers") As Artie Mitchell | (Not seen) |
| Being John Malkovich (1999) As Charlie | (Not seen) |
| No Code of Conduct (1998) (AKA "The Last Child") As Jake Peterson | (Not seen) |
| Money Talks (1997) As James Russell | (Not seen) |
| The Arrival (1996) As Zane Zaminski | (Not seen) |
| Terminal Velocity (1994) As Richard 'Ditch' Brodie | (Not seen) |
| The Chase (1994) As Jackson Hammond | (Not seen) |
| Major League II (1994) As Rick 'Wild Thing' Vaughn | (Not seen) |
| Deadfall (1993) As Morgan "Fats" Gripp | (Not seen) |
| Hot Shots! Part Deux (1993) (AKA "Hot Shots 2! The Exploitation") As Topper Harley | (Not seen) |
| The Three Musketeers (1993) As Aramis | (Not seen) |
| Loaded Weapon 1 (1993) (AKA "National Lampoon's Loaded Weapon 1") As Valet | (Not seen) |
| Hot Shots! (1991) (AKA "Hot Shots: An Important Movie!") As Lt. Topper Harley / Rhett Butler / Superman | (Not seen) |
| Cadence (1990) As Pfc. Franklin Fairchild Bean | (Not seen) |
| Navy Seals (1990) | (Not seen) |
| Men at Work (1990) As Carl Taylor | (Not seen) |
| The Rookie (1990) As David Ackerman | (Not seen) |
| Major League (1989) As Rick 'Wild Thing' Vaughn | (Not seen) |
| Young Guns (1988) As Dick Brewer | (Not seen) |
| Eight Men Out (1988) As Oscar 'Hap' Felsch | (Not seen) |
| Wall Street (1987) As Bud Fox | (Not seen) |
| The Wraith (1986) As Jake Kesey / The Wraith | (Not seen) |
| Lucas (1986) As Cappie | (Not seen) |
| Ferris Bueller's Day Off (1986) As Boy in Police Station | (Not seen) |
| Platoon (1986) As Chris | (Not seen) |
| The Boys Next Door (1985) As Bo Richards | (Not seen) |
| Red Dawn (1984) As Matt | (Not seen) |