- 2008: Starred in the remake of the 1951 science fiction movie "The Day the Earth Stood Still"
- 2008: Played a veteran LAPD officer who is framed for murder in "Street Kings"; written and directed by David Ayer
- 2006: Re-teamed with Bullock in the romantic drama, "The Lake House"; a remake of the Korean film "IL Mare"
- 2006: Starred in the Richard Linklater directed, "A Scanner Darkly"; adapted from the novel by Philip K. Dick
- 2005: Received a star on the Hollywood Walk of Fame (Jan. 31)
- 2005: Played the title role in "Constantine" based on the DC/Vertigo comic book Hellblazer
- 2003: Co-starred with Diane Keaton in the Nancy Meyers directed comedy "Something's Gotta Give"
- 2003: Reprised role of Neo in "The Matrix Reloaded"
- 2003: Again portrayed Neo in the third installment of the trilogy "The Matrix: Revelations"
- 2001: Cast as advertising executive opposite Charlize Theron in the remake of "Sweet November"
- 2000: Starred in the sports comedy "The Replacements"
- 2000: Portrayed a wife-beating accused murderer in "The Gift"
- 1999: Starred as Neo, a computer expert who joins forces with a rebel underground to pursue "The Matrix"
- 1997: Cast as a lawyer tempted by success and Satan in "The Devil's Advocate"
- 1995: Played a WWII veteran who pretends to be married in "A Walk in the Clouds"
- 1995: Appeared as the title character in a Winnipeg production of "Hamlet"
- 1994: Portrayed Siddhartha in Bernardo Bertolucci's "Little Buddha"
- 1994: Re-teamed with Van Sant for a supporting role in "Even Cowgirls Get the Blues"
- 1994: Shot to superstardom as an explosives expert attempting to diffuse a bomb-rigged bus in "Speed"
- 1992: Portrayed Jonathan Harker in Francis Ford Coppola's "Bram Stoker's Dracula"
- 1991: Reprised the time-travelling Ted for the inferior sequel "Bill and Ted's Bogus Journey"
- 1991: Starred as a politician's son who becomes a street hustler in Gus Van Sant's "My Own Private Idaho"
- 1990: Had featured role, alongside Ullman and Kevin Kline in the black comedy "I Love You to Death"
- 1990: Last major TV acting appearance to date, in the "Two Lost Souls" segment of "The Tracey Ullman Show" (Fox)
- 1989: Offered memorable turn as a teenage hippie in Ron Howard's "Parenthood"
- 1989: Breakthrough screen role, as Ted, half of the dim-witted, time-travelling pair in "Bill and Ted's Excellent Adventure"
- 1988: Played Chevalier Danceny, a music teacher infatuated with Uma Thurman's Cecile de Volange in "Dangerous Liaisons"
- 1987: First starring role, "River's Edge" playing a burned out dope-smoking teen
- 1986: First Canadian-produced feature, "Flying/Dream to Believe"
- 1986: Appeared as Jack Be Nimble in the ABC small screen remake of "Babes in Toyland" starring Drew Barrymore
- 1986: Moved to Los Angeles to pursue career
- 1986: Film acting debut in "Youngblood"; cast alongside Rob Lowe as a hockey player
- 1985: Debut in a Shakespearean play, cast as Mercutio in "Romeo and Juliet" in Toronto
- 1985: US TV debut, "Letting Go" (ABC)
- 1984: Professional stage debut in Toronto production of the homoerotic drama "Wolfboy"
- 1984: Played a street tough in the short film "The Prodigal"
- 1980: At age 16, danced in a Coca-Cola commercial
- 1979: TV acting debut, "Hanging In" (CBC)
- Moved from NYC to Toronto with family when he was six




