| Bogota Film Festival | |||
| Year | Result | Award | Category/Recipient(s) |
|---|---|---|---|
| 1997 | Nominated | Golden Precolumbian Circle |
Best Film for: Big Night (1996) Shared with: Stanley Tucci |
| Boston Society of Film Critics Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 1996 | Won | BSFC Award |
Best New Filmmaker for: Big Night (1996) Shared with: Stanley Tucci |
| Chlotrudis Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2004 | Nominated | Chlotrudis Award |
Best Actor for: The Secret Lives of Dentists (2002) |
| DVD Exclusive Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2003 | Nominated | DVD Premiere Award |
Best Actor for: Lush (1999) |
| 2001 | Nominated | Video Premiere Award |
Best Actor for: Top of the Food Chain (1999) |
| Deauville Film Festival | |||
| Year | Result | Award | Category/Recipient(s) |
| 1996 | Nominated | Grand Special Prize |
for: Big Night (1996) Shared with: Stanley Tucci |
| Genie Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2006 | Nominated | Genie |
Best Performance by an Actor in a Supporting Role for: Saint Ralph (2004) |
| Independent Spirit Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 2003 | Nominated | Independent Spirit Award |
Best Male Lead for: Roger Dodger (2002) |
| 1997 | Nominated | Independent Spirit Award |
Best First Feature for: Big Night (1996) Shared with: Stanley Tucci (director) Jonathan Filley (producer) |
| 1995 | Nominated | Independent Spirit Award |
Best Male Lead for: Mrs. Parker and the Vicious Circle (1994) |
| MTV Movie Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 1992 | Nominated | MTV Movie Award |
Best Breakthrough Performance for: Dying Young (1991) |
| National Board of Review, USA | |||
| Year | Result | Award | Category/Recipient(s) |
| 2002 | Won | NBR Award |
Best Actor for: Roger Dodger (2002) |
| New York Film Critics Circle Awards | |||
| Year | Result | Award | Category/Recipient(s) |
| 1996 | Won | NYFCC Award |
Best New Director for: Big Night (1996) Shared with: Stanley Tucci |
| Sarasota Film Festival | |||
| Year | Result | Award | Category/Recipient(s) |
| 2004 | Won | Audience Award |
Best Drama for: Off the Map (2003) |
| Sundance Film Festival | |||
| Year | Result | Award | Category/Recipient(s) |
| 1996 | Nominated | Grand Jury Prize |
Dramatic for: Big Night (1996) Shared with: Stanley Tucci |
| Taos Talking Picture Festival | |||
| Year | Result | Award | Category/Recipient(s) |
| 2003 | Won | Taos Land Grant Award |
for: Off the Map (2003) |
| - | Maverick Award | ||