Bartender

Ben Affleck

Tom

Casey Affleck

Monica

Martha Plimpton

Disco Cabbie

Dave Chappelle

Kevin

Paul Rudd

Cindy

Kate Hudson

Ellie

Janeane Garofalo

Dave

Guillermo Díaz

Lucy

Courtney Love

Caitlyn

Angela Featherstone

Val

Christina Ricci

Jack

Jay Mohr

Stephie

Gaby Hoffmann

Bridget

Nicole Ari Parker

Hillary

Catherine Kellner

Eric

Brian McCardie

Cheryl

Jennifer Albano

French Rocker

Morgan Brown

Elvis Costello

Elvis Costello

Cheryl's Friend

Jenni Blong

Cynical Bar Patron

Caleb Carr

Restaurant Owner

Kiran Merchant

Tiki Sobbing Man

Patrick Frederic

Tiki Bartender

David Johansen

Drag Queen

James Murphy

Ace Bar Patron

Patricia Wible

Mary McCormack

Punk at Bar (uncredited)

Brian Berrebbi

Punk Dancer (uncredited)

Jamie Bonelli

Cheryl's Woman (uncredited)

Alice Dinnean

Cheryl's Friend (uncredited)

Kelly Ebsary

Bar Band (uncredited)

Eli Janney

Rocker Girl (uncredited)

Ariane Von Kamp

Bar Band (uncredited)

Scott McCloud

Crazed Driver (uncredited)

Seamus McNally

Drunken Yuppie (uncredited)

Michael J. Meyers

Restaurant Patron (uncredited)

Kathy Searle

Drunk Biker (uncredited)

Nick Stellate

Rocker Girl (uncredited)

Oriana Nicole Tavoularis