Billy Crudup
as Russell Hammond

Frances McDormand
as Elaine Miller

Kate Hudson
as Penny Lane

Jason Lee
as Jeff Bebe

Patrick Fugit
as William Miller

Zooey Deschanel
as Anita Miller

Michael Angarano
as Young William

Anna Paquin
as Polexia Aphrodisia

Fairuza Balk
as Sapphire

Noah Taylor
as Dick Roswell

John Fedevich
as Ed Vallencourt

Mark Kozelek
as Larry Fellows

Philip Seymour Hoffman
as Lester Bangs

Liz Stauber
as Leslie

Jimmy Fallon
as Dennis Hope

Olivia Rosewood
as Beth from Denver

Bijou Phillips
as Estrella Starr

Alice Marie Crowe
as Mrs. Deegan

J.J. Cohen
as Roadie Scully

Gary Kohn
as Roadie Gregg

Ray Porter
as Roadie Mick

Mark Pellington
as Freddy

Eion Bailey
as Jann Wenner

Terry Chen
as Ben Fong-Torres

Rainn Wilson
as David Felton

Erin Foley
as Alison the Fact Checker

Jesse Caron
as Darryl

Charles Walker
as Principal

Jay Baruchel
as Vic Munoz

Pauley Perrette
as Alice Wisdom

Peter Frampton
as Reg

Zack Ward
as The Legendary Red Dog

Mitch Hedberg
as Eagles Road Manager

Devin Corey
as The Who Road Manager

Pete Droge
as Hyatt Singer

Elaine Summers
as Hyatt Singer

Eric Stonestreet
as Sheldon the Desk Clerk

Marc Maron
as Angry Promoter

Shane Willard
as Ticket Scalper

Chris McElprang
as Aaron Amedori

John Patrick Amedori
as John Patrick Amedori

Kate Peckham
as Quiet Girl

Julia Decker
as Waving Girl

Brian Vaughan
as Real Topeka Kid

Anthony Martelli
as Poolside Provocateur

Zach Clairville
as Acid Kid

Ian Ridgeway
as Topeka Partier

Isaac Curtiss
as Topeka Partier

Chris Lennon Davis
as Topeka Partier

Scott N. Stevens
as Co-Pilot

Kevin Sussman
as Lenny

Reathel Bean
as Warwick Hotel Clerk

Tom Riis Farrell
as Plaza Doctor

Laura Bastianelli
as Nurse

Samuel Aaron Roberson
as High School Band

Brian Andreasen
as High School Band

Jared Hren
as High School Band

Mary Dragicevich
as High School Band

Aura Barr
as High School Band

Daniel Wilson
as Journalism Teacher

William Barillaro
as Bus Driver

Holly Maples
as Flight Attendant

Matt Griesser
as PSA Co-Pilot

Susan Yeagley
as Have a Nice Day Stewardess

Nicole Spector
as Hippie Girl at Airport

Patrick Irmen
as Wanna Get High Guy

Nick Swardson
as Insane Bowie Fan

Cindy Weber
as Shocked Elevator Family

Kris Weber
as Shocked Elevator Family

Kimberly Weber
as Shocked Elevator Family

Kristin Weber
as Shocked Elevator Family

Samer Sourakli
as Mustache Boy

Michelle Moretti
as Swingo's Desk Clerk

Ana Maria Quintana
as Arizona Housekeeper

Lisa Buchignani
as Arizona Housekeeper

Andrew Briedis
as Boy with Bike (uncredited)

Greg Bronson
as Upscale Pedestrian (uncredited)

Mark Cirillo
as Bowie Groupie (uncredited)

Cindy Crowe
as Anita - Startled Family Member (uncredited)

Wayne Doba
as Leonard Barr (uncredited)

Bodhi Elfman
as Alice's Manager (uncredited)

Elizabeth Friedman
as Groupie (uncredited)

Kyle Gass
as Quince Allen (uncredited)

Eric Rosenberg
as David Bowie's Manager (uncredited)

Casey Slade
as Hardened Roadie (uncredited)

Marc Antonio Pritchett
as Superfly Pimp (uncredited)

Jimmy Star
as Rocker (uncredited)

Christine Vienna
as Groupie (uncredited)

Larry Weisberg
as Frampton Concertgoer (uncredited)

Jann Wenner
as Legend in Cab (uncredited)

Patrick Williams
as Roadie (uncredited)

Evis Xheneti
as Hippie Girl (uncredited)