| Year | Movie | Award | Category | |||
| 2008 | Changeling | British Academy of Film and Television | Best Director | |||
| 2008 | Gran Torino | National Board of Review | Best Actor | |||
| 2008 | Changeling | Hollywood Foreign Press Association | Best Original Score | |||
| 2008 | Gran Torino | Hollywood Foreign Press Association | Best Original Song | |||
| 2008 | Gran Torino | Broadcast Film Critics Association | Best Actor | |||
| 2008 | Changeling | Broadcast Film Critics Association | Best Composer | |||
| 2008 | Gran Torino | Chicago Film Critics Association | Best Actor | |||
| 2008 | Changeling | London Film Critics Association | Best Director | |||
| 2007 | Grace Is Gone | Hollywood Foreign Press Association | Best Original Score | |||
| 2007 | Grace Is Gone | Hollywood Foreign Press Association | Best Original Song | |||
| 2007 | Grace Is Gone | Broadcast Film Critics Association | Best Composer | |||
| 2006 | Flags of Our Fathers | Satellite Awards | Best Director | |||
| 2006 | Letters from Iwo Jima | San Diego Film Critics Association | Best Director | |||
| 2006 | Letters from Iwo Jima | Chicago Film Critics Association | Best Director | |||
| 2006 | Letters from Iwo Jima | New York Film Critics Society | Best Director (Runner-up) | |||
| 2006 | Letters from Iwo Jima | Academy of Motion Picture Arts and Scie | Best Director | |||
| 2006 | Letters from Iwo Jima | Broadcast Film Critics Association | Best Director | |||
| 2006 | Flags of Our Fathers | Los Angeles Film Critics Association | Best Director (Runner-up) | |||
| 2006 | Letters from Iwo Jima | Los Angeles Film Critics Association | Best Director (Runner-up) | |||
| 2006 | Letters from Iwo Jima | Hollywood Foreign Press Association | Best Director | |||
| 2006 | Flags of Our Fathers | Hollywood Foreign Press Association | Best Director | |||
| 2006 | Letters from Iwo Jima | Academy of Motion Picture Arts and Scie | Best Picture | |||
| 2006 | Flags of Our Fathers | Satellite Awards | Best Original Score | |||
| 2004 | Million Dollar Baby | National Society of Film Critics | Best Actor - Runner-up | |||
| 2004 | Million Dollar Baby | Hollywood Foreign Press Association | Best Original Score | |||
| 2004 | Million Dollar Baby | National Board of Review | Special Filmmaking Achievement | |||
| 2004 | Million Dollar Baby | Academy of Motion Picture Arts and Scie | Best Picture | |||
| 2004 | Million Dollar Baby | National Society of Film Critics | Best Director (Runner-up) | |||
| 2004 | Million Dollar Baby | New York Film Critics Circle | Best Director | |||
| 2004 | Million Dollar Baby | Directors Guild of America | Best Director | |||
| 2004 | Million Dollar Baby | Hollywood Foreign Press Association | Best Director | |||
| 2004 | Million Dollar Baby | Academy of Motion Picture Arts and Scie | Best Actor | |||
| 2004 | Million Dollar Baby | Academy of Motion Picture Arts and Scie | Best Director | |||
| 2004 | Million Dollar Baby | Broadcast Film Critics Association | Best Director | |||
| 2004 | Million Dollar Baby | Chicago Film Critics Association | Best Director | |||
| 2003 | Mystic River | Chicago Film Critics Association | Best Director | |||
| 2003 | Mystic River | Academy of Motion Picture Arts and Scie | Best Director | |||
| 2003 | Mystic River | Hollywood Foreign Press Association | Best Director | |||
| 2003 | Mystic River | Directors Guild of America | Best Director | |||
| 2003 | Mystic River | Los Angeles Film Critics Association | Best Director | |||
| 2003 | Mystic River | National Society of Film Critics | Best Director | |||
| 2003 | Mystic River | French Academy of Cinema | Best Foreign Film | |||
| 2003 | Mystic River | Producers Guild of America | Producer of the Year | |||
| 2003 | Mystic River | Academy of Motion Picture Arts and Scie | Best Picture | |||
| 1992 | Unforgiven | Academy of Motion Picture Arts and Scie | Best Actor | |||
| 1992 | Unforgiven | National Society of Film Critics | Best Actor - Runner-up | |||
| 1992 | Unforgiven | Academy of Motion Picture Arts and Scie | Best Picture | |||
| 1992 | Unforgiven | Directors Guild of America | Best Director | |||
| 1992 | Unforgiven | British Academy of Film and Television | David Lean Award | |||
| 1992 | Unforgiven | Academy of Motion Picture Arts and Scie | Best Director | |||
| 1992 | Unforgiven | National Society of Film Critics | Best Director | |||
| 1992 | Unforgiven | British Academy of Film and Television | Best Picture | |||
| 1991 | Unforgiven | National Society of Film Critics | Best Director | |||
| 1991 | Unforgiven | Los Angeles Film Critics Association | Best Actor | |||
| 1991 | Unforgiven | Los Angeles Film Critics Association | Best Director | |||
| 1991 | Unforgiven | Hollywood Foreign Press Association | Best Director | |||
| 1988 | Bird | Hollywood Foreign Press Association | Best Director |