Academy Award for Best Supporting Actor (1990-2008)
1990s - 1990 Joe Pesci - Goodfellas as Tommy DeVito
- Bruce Davison - Longtime Companion as David
- Andy García - The Godfather Part III as Vincent Mancini-Corleone
- Graham Greene - Dances with Wolves as Kicking Bird
- Al Pacino - Dick Tracy as Alphonse 'Big Boy' Caprice
- 1991 Jack Palance - City Slickers as Curly Washburn
- Tommy Lee Jones - JFK as Clay Shaw
- Harvey Keitel - Bugsy as Mickey Cohen
- Ben Kingsley - Bugsy as Meyer Lansky
- Michael Lerner - Barton Fink as Jack Lipnick
1992 Gene Hackman - Unforgiven as Little Bill Daggett - Jaye Davidson - The Crying Game as Dil
- Jack Nicholson - A Few Good Men as Col. Nathan R. Jessep
- Al Pacino - Glengarry Glen Ross as Ricky Roma
- David Paymer - Mr. Saturday Night as Stan
1993 Tommy Lee Jones - The Fugitive as Marshall Samuel Gerard - Leonardo DiCaprio - What's Eating Gilbert Grape as Arnie Grape
- Ralph Fiennes - Schindler's List as Amon Göth
- John Malkovich - In the Line of Fire as Mitch Leary
- Pete Postlethwaite - In the Name of the Father as Giuseppe Conlon
1994 Martin Landau - Ed Wood as Béla Lugosi - Samuel L. Jackson - Pulp Fiction as Jules Winnfield
- Chazz Palminteri - Bullets Over Broadway as Cheech
- Paul Scofield - Quiz Show as Mark Van Doren
- Gary Sinise - Forrest Gump as Lieutenant Dan Taylor
1995 Kevin Spacey - The Usual Suspects as Roger 'Verbal' Kint - James Cromwell - Babe as Farmer Arthur Hoggett
- Ed Harris - Apollo 13 as Gene Kranz
- Brad Pitt - 12 Monkeys as Jeffrey Goines
- Tim Roth - Rob Roy as Archibald Cunningham
1996 Cuba Gooding, Jr. - Jerry Maguire as Rod Tidwell - William H. Macy - Fargo as Jerry Lundegaard
- Armin Mueller-Stahl - Shine as Peter Helfgott
- Edward Norton - Primal Fear as Aaron Stampler
- James Woods - Ghosts of Mississippi as Byron De La Beckwith
1997 Robin Williams - Good Will Hunting as Sean Maguire - Robert Forster - Jackie Brown as Max Cherry
- Anthony Hopkins - Amistad as John Quincy Adams
- Greg Kinnear - As Good as It Gets as Simon Bishop
- Burt Reynolds - Boogie Nights as Jack Horner
1998 James Coburn - Affliction as Glen Whitehouse - Robert Duvall - A Civil Action as Jerome Facher
- Ed Harris - The Truman Show as Christof
- Geoffrey Rush - Shakespeare in Love as Philip Henslowe
- Billy Bob Thornton - A Simple Plan as Jacob Mitchell
1999 Michael Caine - The Cider House Rules as Dr. Wilbur Larch - Tom Cruise - Magnolia as Frank 'T.J.' Mackey
- Michael Clarke Duncan - The Green Mile as John Coffey
- Jude Law - The Talented Mr. Ripley as Dickie Greenleaf
- Haley Joel Osment - The Sixth Sense as Cole Sear
[edit] 2000s
- 2000 Benicio del Toro - Traffic as Javier Rodríguez Rodríguez
- Jeff Bridges - The Contender as President Jackson Evans
- Willem Dafoe - Shadow of the Vampire as Max Schreck
- Albert Finney - Erin Brockovich as Edward L. Masry
- Joaquin Phoenix - Gladiator as Commodus
- 2001 Jim Broadbent - Iris as John Bayley
- Ethan Hawke - Training Day as Jake Hoyt
- Ben Kingsley - Sexy Beast as Don Logan
- Ian McKellen - The Lord of the Rings: The Fellowship of the Ring as Gandalf
- Jon Voight - Ali as Howard Cosell
2002 Chris Cooper - Adaptation. as John Laroche - Ed Harris - The Hours as Richard Brown
- Paul Newman - Road to Perdition as John Rooney
- John C. Reilly - Chicago as Amos Hart
- Christopher Walken - Catch Me If You Can as Frank Abagnale, Sr.
2003 Tim Robbins - Mystic River as Dave Boyle - Alec Baldwin - The Cooler as Shelly Kaplow
- Benicio del Toro - 21 Grams as Jack Jordan
- Djimon Hounsou - In America as Mateo
- Ken Watanabe - The Last Samurai as Katsumoto
2004 Morgan Freeman - Million Dollar Baby as Eddie "Scrap-Iron" Dupris - Alan Alda - The Aviator as Senator Owen Brewster
- Thomas Haden Church - Sideways as Jack
- Jamie Foxx - Collateral as Max Durocher
- Clive Owen - Closer as Larry Gray
2005 George Clooney - Syriana as Bob Barnes - Matt Dillon - Crash as Sergeant John Ryan
- Paul Giamatti - Cinderella Man as Joe Gould
- Jake Gyllenhaal - Brokeback Mountain as Jack Twist
- William Hurt - A History of Violence as Richie Cusack
2006 Alan Arkin - Little Miss Sunshine as Edwin Hoover - Jackie Earle Haley - Little Children as Ronald James McGorvey
- Djimon Hounsou - Blood Diamond as Solomon Vandy
- Eddie Murphy - Dreamgirls as James "Thunder" Early
- Mark Wahlberg - The Departed as Sgt. Sean Dignam
2007 Javier Bardem - No Country for Old Men as Anton Chigurh - Casey Affleck - The Assassination of Jesse James by the Coward Robert Ford as Robert Ford
- Philip Seymour Hoffman - Charlie Wilson's War as Gust Avrakotos
- Hal Holbrook - Into the Wild as Ron Franz
- Tom Wilkinson - Michael Clayton as Arthur Edens
- 2008 Heath Ledger - The Dark Knight as The Joker (posthumous win)
- Josh Brolin – Milk as Dan White
- Robert Downey, Jr. – Tropic Thunder as Kirk Lazarus
- Philip Seymour Hoffman – Doubt as Father Brendan Flynn
- Michael Shannon – Revolutionary Road as John Givings
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