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)