Awards
| Year | Award | Category | Movie | Result |
|---|---|---|---|---|
| 2010 | Golden Globes | Best Performance by an Actor in a Supporting Role in a Motion Picture | Wall Street: Money Never Sleeps | Nominated |
| 2000 | British Academy of Film and Television Arts | Best Actor | Wonder Boys | Nominated |
| 2000 | Golden Globes | Best Performance by an Actor in a Motion Picture - Drama | Wonder Boys | Nominated |
| 2000 | Los Angeles Film Critics Association | Best Actor | Wonder Boys | Won |
| 1995 | Golden Globes | Best Performance by an Actor in a Motion Picture - Musical or Comedy | The American President | Nominated |
| 1989 | Golden Globes | Best Performance by an Actor in a Motion Picture - Musical or Comedy | The War of the Roses | Nominated |
| 1987 | Academy Awards | Best Actor | Wall Street (1987) | Won |
| 1987 | Golden Globes | Best Performance by an Actor in a Motion Picture - Musical or Comedy | Wall Street (1987) | Won |
| 1987 | National Board of Review | Best Actor | Wall Street (1987) | Won |
| 1980 | Genie Awards | Best Actor - Foreign | Running | Nominated |
| 1975 | Academy Awards | Best Picture | One Flew Over The Cuckoo's Nest | Won |
| 1969 | Golden Globes | New Star of the Year - Male | Hail, Hero! | Nominated |
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