Stephen Dorff as Leon

Brad Renfro as Bobby

Fairuza Balk as Annie

Norman Reedus as Marco

Max Perlich as Freddie

Drea de Matteo as Betsy

Vincent Pastore as Father Aldo

Frankie Muniz as Scooch

Balthazar Getty as Jimmy Pockets

Nancy Cassaro as Esther

Matt Dillon as Fritzy

Debbie Harry as Wendy

James Franco as Tino

Joshua Leonard as Punchy

Ava Lee Scott as Brenda

Danny Cistone as Little Jack

Louis Lombardi as Philly Babe

Johnny Knoxville as Vinnie Fish

Mel Rodriguez as Big Dom

Robert Miranda as Gino

Shamus Murphy as Patty Cugire

Ronnie Marmo as Moof

Paul Sampson as Joey Pants

Maurice Compte as Maurice

George Georgiadis as Willie

Jackie Tohn as Mary Ann

George Palermo as Stevie Olives

Steve Picerni as Jerry

Marc Alexander Sferrazza as Young Boy at Pool

Blake Bashoff as Allie Boy

Larry Moss as Pops

Alex Watson as Sal

Alex Kalognomos as Stretch

Stephanie Stenta as Marco's Babe

Clayton J. Barber as Top Hat

Michael Endoso as Louie

Lee Whittaker as Viper

Christopher Leps as Viper

Norman Panto as Italian Band Member

Frank Panto as Italian Band Member

Tony Doria as Italian Band Member

Tony Giaimo as Italian Band Member

Albert Joby as Cop

Jefferey Clark as Cop

Ian Quinn as Alley Cop

Joe Campana as Feast Barker

Eric Prescott as Carnival Patron

Lena Armstrong as Deuce Girl (uncredited)

Michael Arturo as Fritzi's Doorman (uncredited)

Eliane Chappuis as Deuce Girl (uncredited)

Chris Daniels as Gang Member (uncredited)

Richard Dent as Family Member / Gang Member (uncredited)

Tara Lee Fray as Catherine (uncredited)

Keith Garsee as Pollack, Freddy's Gang (uncredited)

Joe Langer as Carnival Barker (uncredited)

Jeff Langton as Gangster (uncredited)

Patricia Lanza as Deuce Girl (uncredited)

Alex Lorre as Head Drug Dealer (uncredited)

Joey Sotello as Fritzys' Bodyguard (uncredited)

Oliver Theess as Gang Member (uncredited)

Ariane Von Kamp as Deuce Girl (uncredited)

Danny Wolske as Muscle Tommy (uncredited)