Ben Affleck
Bartender

Casey Affleck
Tom

Dave Chappelle
Disco Cabbie

Guillermo Díaz
Dave

Angela Featherstone
Caitlyn

Janeane Garofalo
Ellie

Gaby Hoffmann
Stephie

Kate Hudson
Cindy

Catherine Kellner
Hillary

Courtney Love
Lucy

Brian McCardie
Eric

Jay Mohr
Jack

Nicole Ari Parker
Bridget

Martha Plimpton
Monica

Christina Ricci
Val

Paul Rudd
Kevin

Jennifer Albano
Cheryl

Jenni Blong
Cheryl's Friend

Morgan Brown
French Rocker

Caleb Carr
Cynical Bar Patron

Elvis Costello
Self

Patrick Frederic
Tiki Sobbing Man

David Johansen
Tiki Bartender

Kiran Merchant
Restaurant Owner

James F. Murphy
Drag Queen

Patricia Wible
Ace Bar Patron

Brian Berrebbi
Punk at Bar (uncredited)

Jamie Bonelli
Punk Dancer (uncredited)

Stephanie Dale
Cheryl's Friend (uncredited)

Alice Dinnean
Cheryl's Woman (uncredited)

Kelly Ebsary
Cheryl's Friend (uncredited)

Alexis Fleisig
Bar Band (uncredited)

Eli Janney
Bar Band (uncredited)

Ariane Von Kamp
Rocker Girl (uncredited)

Scott McCloud
Bar Band (uncredited)

Seamus McNally
Crazed Driver (uncredited)

Michael J. Meyers
Drunken Yuppie (uncredited)

Kathy Searle
Restaurant Patron (uncredited)

Nick Stellate
Drunk Biker (uncredited)

Oriana Nicole Tavoularis
Rocker Girl (uncredited)

Johnny Temple
Bar Band (uncredited)

Stephen Vause
Bar Patron (uncredited)