- 2009: Lent his voice to the feature-length adaptation of Shane Acker's short film, "9"
- 2008: Co-starred with Will Ferrell as unemployed adults living with their parents in the comedy "Step Brothers"
- 2007: Played Molly Shannon's gun-nut neighbor in "Year of the Dog"
- 2007: Played the title role in the comedy spoof, "Walk Hard: The Dewey Cox Story"; also co-wrote the theme song; earned Golden Globe nominations for Best Actor and Best Original Song and a Grammy nomination for Best Song
- 2006: Cast in Robert Altman's ensemble feature "A Prairie Home Companion," based on Garrison Keilor's radio program
- 2006: Cast as Ricky Bobby's (Will Ferrell) childhood friend, Cal Naughton Jr in "Talladega nights: The ballad of Ricky Bobby"
- 2005: Cast opposite Jennifer Connelly in the thriller "Dark Water"
- 2004: Starred in "Criminal" an English-language version of the Argentine hit "Nine Queens" by Fabián Bielinsky
- 2004: Featured in "The Aviator," Martin Scorsese's biopic of the legendary director and aviator Howard Hughes
- 2002: Co-starred in the Martin Scorsese-directed period drama "Gangs of New York"
- 2002: Cast as Julianne Moore's husband in "The Hours"
- 2002: Starred opposite Jennifer Aniston in the indie film "The Good Girl"; earned an Independent Spirit Award nomination for Best Supporting Actor
- 2002: Played Amos Hart, the schlubby husband of an accused murderess, in the film version of the hit Broadway musical "Chicago"; received Golden Globe and Oscar nominations for Best Supporting Actor
- 2001: Appeared in "The Anniversary Party"
- 2000: Acted opposite Hoffman in the stage revival of Sam Shepard's "True West"; during course of run, the actors alternated the leading roles; each garnered Tony nominations for Best Actor in a Play
- 2000: Re-teamed with Wahlberg as one of the crew members of the fishing vessel caught in "The Perfect Storm"
- 1999: Reteamed with writer-director Anderson for "Magnolia" playing a sweet natured cop; also in cast were Cruise, Hall and Hoffman
- 1999: Had supportng roles in "For Love of the Game" and "Never Been Kissed"
- 1998: Made rare TV appearance on the CBS drama "Martial Law"
- 1998: Acted with Penn in the ensemble, "The Thin Red Line"
- 1997: Co-starred with Mark Wahlberg and Philip Seymour Hoffman in Anderson's "Boogie Nights"
- 1997: Played Mitch in Steppenwolf Theatre 50th anniversary production of "A Streetcar Named Desire" in Chicago
- 1996: Had lead in "Hard Eight," directed by Paul Thomas Anderson and co-starring Philip Baker Hall
- 1995: Played constable in "Dolores Claiborne"
- 1993: Played Johnny Depp's friend in "What's Eating Gilbert Grape"
- 1993: Appeared in "The Frightening Frammis," a short film Cruise directed for Showtime's series "Fallen Angels"
- 1990: Featured in the car-race drama "Days of Thunder"; first movie with Tom Cruise
- 1990: Appeared with Penn in the film "State of Grace"
- 1989: Sent a videotape of his stage work to director Brian De Palma who cast Reilly in "Casualties of War"; first of several roles in support of Sean Penn
- 1989: Had featured role in Steppenwolf production of "The Grapes of Wrath"; made Broadway debut when show moved to NYC
- 1989: Featured in the Penn vehicle "We're No Angels"
- 1973: Started acting in community productions at age eight
- Raised in Marquette Park, a working-class area of Chicago, Illinois
- Joined Steppenwolf Theatre; appeared in "Othello" and with Eric Simonson created "A Shakespeare Sampler"
- Had title role in the stage musical "Marty" (July 2001 and February 2002)
- Appeared with the Organic Theatre; wrote and directed a series of monologues, "Walkin' the Boogie"




