Mine are more about the individual performance in the film, not the caliber of the film as a whole. The actors themselves are in no specific order.

Al Pacino
Carlito's Way (1993) .... Carlito Brigante
The Godfather: Part II (1974) .... Don Michael Corleone
The Godfather (1972) .... Michael Corleone
Donnie Brasco (1997) .... Benjamin 'Lefty' Ruggiero
Scarface (1983) .... Tony Montana
Heat (1995) .... Lt. Vincent Hanna
Dog Day Afternoon (1975) .... Sonny Wortzik
The Godfather: Part III (1990) .... Don Michael Corleone
Scent of a Woman (1992) .... Lieutenant Colonel Frank Slade
The Recruit (2003) .... Walter Burke
Insomnia (2002) .... Detective Will Dormer
Any Given Sunday (1999) .... Tony D'Amato
Two for the Money (2005) .... Walter Abrams
The Insider (1999) .... Lowell Bergman
The Devil's Advocate (1997) .... John Milton

Robert DeNiro
Cape Fear (1991) .... Max Cady
Heat (1995) .... Neil McCauley
Taxi Driver (1976) …. Travis Bickle
The Godfather: Part II (1974) …. Vito Corleone
Raging Bull (1980) …. Jake La Motta
Goodfellas (1990) .... Jimmy Conway
Casino (1995) .... Sam 'Ace' Rothstein
Jackie Brown (1997) .... Louis Gara
Analyze This (1999) .... Paul Vitti
Midnight Run (1988) .... Jack Walsh
Mean Streets (1973) …. John ‘Johnny Boy’ Civello
A Bronx Tale (1993) .... Lorenzo Anello
The Untouchables (1987) .... Al Capone
Cop Land (1997) .... Lt. Moe Tilden
Ronin (1998) .... Sam
Analyze That (2002) .... Paul Vitti
Meet the Parents (2000) .... Jack Byrnes
The Score (2001) .... Nick Wells
Wag the Dog (1997) …. Conrad Brean
Shark Tale (2004) .... Don Lino
Showtime (2002) .... Det. Mitch Preston

Brad Pitt
Fight Club (1999) .... Tyler Durden
Snatch (2000) .... Mickey O'Neil
Ocean's Eleven (2001) .... Rusty Ryan
Se7en (1995) .... Detective David Mills
Troy (2004) .... Achilles
Ocean's Twelve (2004) .... Rusty Ryan
True Romance (1993) .... Floyd

Johnny Depp
Fear and Loathing in Las Vegas (1998) .... Raoul Duke/Hunter S. Thompson
Pirates of the Caribbean: The Curse of the Black Pearl (2003) .... Jack Sparrow
Donnie Brasco (1997) .... Donnie Brasco/Joseph D. 'Joe' Pistone
What's Eating Gilbert Grape (1993) .... Gilbert Grape
Charlie and the Chocolate Factory (2005) .... Willy Wonka
Blow (2001) .... George Jung

James Caan
The Godfather (1972) .... Santino 'Sonny' Corleone
Thief (1981) .... Frank
Mickey Blue Eyes (1999) .... Frank Vitale
Misery (1990) .... Paul Sheldon
Elf (2003) .... Walter
The Godfather: Part II (1974) .... Sonny Corleone
The Way of the Gun (2000) .... Joe Sarno

Matt Damon
Ocean's Eleven (2001) .... Linus Caldwell
Rounders (1998) .... Mike McDermott
Syriana (2005) .... Bryan Woodman
Ocean's Twelve (2004) .... Linus Caldwell

Benicio Del Toro
Fear and Loathing in Las Vegas (1998) .... Dr. Gonzo/Oscar Z. Acosta
Traffic (2000) .... Javier Rodriguez
Sin City (2005) .... Jackie Boy
The Usual Suspects (1995) .... Fred Fenster
Snatch (2000) .... Franky Four Fingers
The Way of the Gun (2000) .... Longbaugh
21 Grams (2003) .... Jack Jordan

Kevin Spacey
American Beauty (1999) .... Lester Burnham
The Usual Suspects (1995) .... Roger 'Verbal' Kint
Se7en (1995) .... John Doe
K-PAX (2001) .... Prot
L.A. Confidential (1997) .... Det. Sgt. Jack Vincennes

Jake Gyllenhaal
Donnie Darko (2001) .... Donnie Darko
Brokeback Mountain (2005) .... Jack Twist
October Sky (1999) .... Homer Hickam
The Good Girl (2002) .... Holden Worther
Jarhead (2005) .... Swoff
The Day After Tomorrow (2004) .... Sam Hall

Tom Hanks
Forrest Gump (1994) .... Forrest Gump
Big (1988) .... Josh
Cast Away (2000) .... Chuck Noland
Catch Me If You Can (2002) .... Carl Hanratty
Road to Perdition (2002) .... Michael Sullivan
Toy Story (1995) (voice) .... Woody
Toy Story 2 (1999) (voice) .... Sheriff Woody

Gene Hackman
The Conversation (1974) .... Harry Caul
The Royal Tenenbaums (2001) .... Royal Tenenbaum
Get Shorty (1995) .... Harry Zimm
Heist (2001/I) .... Joe Moore
Heartbreakers (2001) .... William B. Tensy
The Replacements (2000) .... Jimmy McGinty

Jack Nicholson
The Shining (1980) .... Jack Torrance
One Flew Over the Cuckoo's Nest (1975) .... Randle Patrick McMurphy
Chinatown (1974) .... Jake 'J.J.' Gittes
Something's Gotta Give (2003) .... Harry Sanborn
Anger Management (2003) .... Dr. Buddy Rydell

Keanu Reeves
The Matrix (1999) .... Neo
The Matrix Reloaded (2003) .... Neo
Something's Gotta Give (2003) .... Dr. Julian Mercer
The Devil's Advocate (1997) .... Kevin Lomax
The Replacements (2000) .... Shane Falco
The Matrix Revolutions (2003) .... Neo
Little Buddha (1993) .... Siddhartha

Marlon Brando
The Godfather (1972) .... Don Vito Corleone
Apocalypse Now (1979) .... Colonel Walter E. Kurtz
On the Waterfront (1954) .... Terry Malloy
The Freshman (1990) .... Carmine Sabatini, aka Jimmy The Toucan
The Score (2001) .... Max

Edward Norton
Fight Club (1999) .... Narrator
25th Hour (2002) .... Monty Brogan
Rounders (1998) .... Lester 'Worm' Murphy
The Score (2001) .... Jack Teller

Vince Vaughn
Swingers (1996) .... Trent Walker
Wedding Crashers (2005) .... Jeremy Grey
Old School (2003) .... Bernard 'Beanie' Campbell
Anchorman: The Legend of Ron Burgundy (2004) .... Wes Mantooth
Made (2001) .... Ricky Slade
Zoolander (2001) (uncredited) .... Luke Zoolander

Jim Carrey
Man on the Moon (1999) .... Andy Kaufman/Tony Clifton
The Truman Show (1998) .... Truman Burbank
The Cable Guy (1996) .... The Cable Guy
Me, Myself & Irene (2000) .... Officer Charlie Baileygates/Hank Evans
Eternal Sunshine of the Spotless Mind (2004) .... Joel Barish
Ace Ventura: Pet Detective (1994) .... Ace Ventura
Dumb & Dumber (1994) .... Lloyd Christmas
The Mask (1994) .... Stanley Ipkiss
Liar Liar (1997) .... Fletcher Reede
How the Grinch Stole Christmas (2000) .... Grinch
Bruce Almighty (2003) .... Bruce Nolan

Michael Imperioli
Stuey (2003) .... Stu 'Stuey' Ungar
Goodfellas (1990) .... Spider
Jungle Fever (1991) .... James Tucci
The Basketball Diaries (1995) .... Bobby
Shark Tale (2004) (voice) .... Frankie

Joe Pesci
Casino (1995) .... Nicky Santoro
Goodfellas (1990) .... Tommy DeVito
Raging Bull (1980) .... Joey La Motta
My Cousin Vinny (1992) .... Vincent Gambini
JFK (1991) .... David Ferrie
A Bronx Tale (1993) .... Carmine

Adam Sandler
Punch-Drunk Love (2002) .... Barry Egan
Happy Gilmore (1996) .... Happy Gilmore
The Waterboy (1998) .... Robert 'Bobby' Boucher Jr.
Billy Madison (1995) .... Billy Madison
Eight Crazy Nights (2002) (voice) .... Davey, Whitey, Eleanore & Deer
Big Daddy (1999) .... Sonny Koufax
Airheads (1994) .... Pip
Little Nicky (2000) .... Nicky
Mr. Deeds (2002) .... Longfellow Deeds

Nicolas Cage
The Weather Man (2005) .... David Spritz
Raising Arizona (1987) .... H.I. McDonnough
Adaptation. (2002) .... Charlie Kaufman/Donald Kaufman
Bringing Out the Dead (1999) .... Frank Pierce
Matchstick Men (2003) .... Roy Waller
Lord of War (2005) .... Yuri Orlov

John Goodman
The Big Lebowski (1998) .... Walter Sobchak
Raising Arizona (1987) .... Gale Snoats
O Brother, Where Art Thou? (2000) .... Big Dan Teague
Barton Fink (1991) .... Charlie Meadows
Bringing Out the Dead (1999) .... Larry Verber
Monsters, Inc. (2001) (voice) .... James P. "Sulley" Sullivan

Steve Buscemi
Reservoir Dogs (1992) .... Mr. Pink
Fargo (1996) .... Carl Showalter
Big Fish (2003) .... Norther Winslow
Miller's Crossing (1990) .... Mink
The Big Lebowski (1998) .... Theodore Donald 'Donny' Kerabatsos
Billy Madison (1995) .... Danny McGrath
Mr. Deeds (2002) .... Crazy Eyes
Airheads (1994) .... Rex
Barton Fink (1991) .... Chet
Big Daddy (1999) .... Homeless Guy
Monsters, Inc. (2001) (voice) .... Randall Boggs
Pulp Fiction (1994) .... Buddy Holly
The Hudsucker Proxy (1994) .... Beatnik Barman at Ann's 440

Billy Bob Thornton
The Man Who Wasn't There (2001) .... Ed Crane
Bandits (2001) .... Terry Lee Collins
Monster's Ball (2001) .... Hank Grotowski
Intolerable Cruelty (2003) .... Howard D. Doyle

Samuel L. Jackson
Pulp Fiction (1994) .... Jules Winnfield
Unbreakable (2000) .... Elijah Price
Star Wars: Episode III - Revenge of the Sith (2005) .... Mace Windu
Jackie Brown (1997) .... Ordell Robbie
Sydney (1996) .... Jimmy
Jungle Fever (1991) .... Gator Purify
The Incredibles (2004) (voice) .... Lucius Best/Frozone
Goodfellas (1990) .... Stacks Edwards
Kill Bill: Vol. 2 (2004) .... Rufus
Changing Lanes (2002) .... Doyle Gipson
Star Wars: Episode II - Attack of the Clones (2002) .... Mace Windu
Star Wars: Episode I - The Phantom Menace (1999) .... Mace Windu

John Cazale
The Godfather: Part II (1974) .... Fredo Corleone
Dog Day Afternoon (1975) .... Salvatore "Sal"
The Conversation (1974) .... Stan
The Godfather (1972) .... Fredo

Bruce Willis
Pulp Fiction (1994) .... Butch Coolidge
Unbreakable (2000) .... David Dunn
Bandits (2001) .... Joe Blake
Sin City (2005) .... Hartigan

Michael Madsen
Kill Bill: Vol. 2 (2004) .... Budd
Reservoir Dogs (1992) .... Mr. Blonde/Vic Vega
Donnie Brasco (1997) .... Sonny Black
Kill Bill: Vol. 1 (2003) .... Budd
Sin City (2005) .... Bob

Harvey Keitel
Reservoir Dogs (1992) .... Mr. White/Larry Dimmick
Pulp Fiction (1994) .... Winston 'The Wolf' Wolfe
Mean Streets (1973) .... Charlie Cappa
Bugsy (1991) .... Mickey Cohen
Taxi Driver (1976) .... 'Sport' Matthew
Cop Land (1997) .... Ray Donlan

Albert Finney
Miller's Crossing (1990) .... Leo
Big Fish (2003) .... Ed Bloom (Senior)
Traffic (2000) .... Chief of Staff
Ocean's Twelve (2004) (uncredited) .... LaMarc

John Turturro
Miller's Crossing (1990) .... Bernie Bernbaum
The Big Lebowski (1998) .... Jesus Quintana
Barton Fink (1991) .... Barton Fink
O Brother, Where Art Thou? (2000) .... Pete
Mr. Deeds (2002) .... Emilio Lopez
Rounders (1998) .... Joey Knish
The Sicilian (1987) .... Pisciotta