Actor
- Brothers (2009) .... Capt. Sam Cahill
- Stand Up to Cancer (2008) .... Himself
- Tokyo Suckerpunch (2008) .... Billy Chaka
- Quiet Type (2008) ....
- Tropic Thunder (2008) .... Himself (uncredited)
- E! True Hollywood Story Charlize Theron (2008) .... Himself (archive footage)
- In Search of Steve Ditko (2007) .... Spider-Man (archive footage) (uncredited)
- The World Awaits: De La Hoya vs. Mayweather (2007) .... Himself - Audience Member (uncredited)
- Spider-Man 3: UK Premiere Special (2007) .... Himself
- Spider-Man 3 (2007) .... Spider-Man / Peter Parker
- The Good German (2007) .... Tully
- Movie Rush (2006) .... Himself
- Celebrity Debut (2006) .... Himself (archive footage)
- VH1 News Presents: Hollywood Secrets Revealed - Scenes They Don't Want You to See (2006) .... Himself (archive footage)
- Corazón de... Episode dated 25 July 2006 (2006) .... Himself
- ... A Father... A Son... Once Upon a Time in Hollywood (2005) .... James Leer (archive footage)
- Saturday Night Live: The Best of Cheri Oteri (2004) .... Kurtis (archive footage) (uncredited)
- Spider-Man 2 (2004) .... Spider-Man / Peter Parker
- 101 Biggest Celebrity Oops (2004) .... Himself (archive footage)
- The True Story of Seabiscuit (2003) .... Himself (interviewee)
- Seabiscuit (2003) .... Red Pollard
- Seabiscuit: The Making of a Legend (2003) .... Himself
- The Spider-Man Story (2002) .... Himself
- Spider-Man (2002) .... Spider-Man / Peter Parker
- Spidermania (2002) .... Himself
- Spider-Man: An MTV Movie Special (2002) .... Himself
- Behind the Scenes: Spider-Man the Movie (2002) .... Himself
- Jack Black: Spider-Man (2002) .... Peter Parker (archive footage)
- Don's Plum (2001) .... Ian
- Cats & Dogs (2001) .... Lou the Beagle (voice)
- Wonder Boys (2000) .... James Leer
- The Cider House Rules (2000) .... Homer Wells
- Saturday Night Live Tobey Maguire/Sisqo (2000) .... Himself - Host
- Ride with the Devil (1999) .... Jake Roedel
- Fear and Loathing in Las Vegas (1998) .... Hitchhiker
- Pleasantville (1998) .... David
- Deconstructing Harry (1997) .... Harvey Stern / Harry's Character
- The Ice Storm (1997) .... Paul Hood
- Seduced by Madness: The Diane Borchardt Story (1996) .... Chuck Borchardt
- Joyride (1996) .... J.T
- Duke of Groove (1996) .... Rich Cooper
- Empire Records (1995) .... Andre (scenes deleted)
- S.F.W. (1995) .... Al
- A Child's Cry for Help (1994) .... Peter Lively
- Spoils of War (1994) .... Martin
- Healer (1994) .... Teenager
- Revenge of the Red Baron (1994) .... Jimmy Spencer
- This Boy's Life (1993) .... Chuck Bolger
- Great Scott! (1992) .... Scott Melrod (2 episodes, 1992)
- Roseanne Valentine's Day (1991) .... Jeff
- Wild & Crazy Kids (1990) .... (1 episode, 1992)
- Tales from the Whoop: Hot Rod Brown Class Clown (1990) .... Hot Rod Brown
- The Wizard (1989) .... Lucas' goon at video armageddon (uncredited)
- Rodney Dangerfield: Opening Night at Rodney's Place (1989) .... Boy #3 (as Tobias Maguire)
- Tokyo Suckerpunch (2008) .... producer
- Seabiscuit (2003) .... executive producer
- 25th Hour (2003) .... producer
- Whatever We Do (2003) .... producer

