Sylvester Stallone John Spartan Wesley Snipes Simon Phoenix Sandra Bullock Lt. Lenina Huxley Nigel Hawthorne Dr. Raymond Cocteau Benjamin Bratt Alfredo Garcia Bob Gunton Chief George Earle Glenn Shadix Associate Bob Denis Leary Edgar Friendly Grand L. Bush Zachary Lamb - Young Pat Skipper Helicopter Pilot Steve Kahan Captain Healy Mark Colson Warden William Smithers - Young Andre Gregory Warden William Smithers - Aged John Enos III Prisoner Troy Evans Tough Cop Bill Cobbs Zachary Lamb - Aged Kristopher Logan Troubled Guy Paul Perri Squad Leader Trent Walker Boggle Guard Chris Durand Museum Guard Brett A. Jones Museum Guard Dan Cortese Taco Bell Entertainer Sylvester Stallone John Spartan Wesley Snipes Simon Phoenix Sandra Bullock Lt. Lenina Huxley Nigel Hawthorne Dr. Raymond Cocteau Benjamin Bratt Alfredo Garcia Bob Gunton Chief George Earle Glenn Shadix Associate Bob Denis Leary Edgar Friendly Grand L. Bush Zachary Lamb - Young Pat Skipper Helicopter Pilot Steve Kahan Captain Healy Mark Colson Warden William Smithers - Young Andre Gregory Warden William Smithers - Aged John Enos III Prisoner Troy Evans Tough Cop Bill Cobbs Zachary Lamb - Aged Kristopher Logan Troubled Guy Paul Perri Squad Leader Trent Walker Boggle Guard Chris Durand Museum Guard Brett A. Jones Museum Guard Dan Cortese Taco Bell Entertainer Lara Harris Taco Bell Patron Brandy Ledford Fiber Op Girl Jack Black Wasteland Scrap Carlton Wilborn Wasteland Scrap