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)