Jason Lee

Dave

Justin Long

Alvin (voice)

Matthew Gray Gubler

Simon (voice)

Jesse McCartney

Theodore (voice)

Kimberly Williams-Paisley

Samantha

Josh Green

Miles

Tony Hale

Agent Suggs

Bella Thorne

Ashley Grey

Eddie Steeples

Barry

Christina Applegate

Brittany (voice)

Kaley Cuoco

Eleanor (voice)

Anna Faris

Jeanette (voice)

Keith Arthur Bolden

Party Cop #2

Joshua Mikel

Wyatt the Pizza Guy

Jeremy Ray Taylor

Kid

Zeeko Zaki

Paparazzi #2

Jennifer Coolidge

Ms. Price

Uzo Aduba

TSA Officer

Jesica Ahlberg

First Class Flight Attendant

Retta

Party Planner

John Lacy

Owner

Mark Jeffrey Miller

Cab Driver

John Kap

Giant Bearded Guy

Kevin Wayne

Large Cowboy

Tracy Goode

Bus Driver

Denitra Isler

Ticket Agent

Flula Borg

Man Behind Mask

Candace B. Harris

Airline Ticket Agent

Justin Miles

Young Employee

Laura Marano

Hotel Babysitter

David DeSantos

Maitre'd

Hakim Callender

Passing Record Executive

Leticia Jimenez

Second Record Executive

Charmin Lee

Judge

Ellie Knaus

Anna

Elyse Dufour

Access Hollywood Reporter

Kit Hoover

Access Hollywood Anchor

John Waters

First Class Passenger

Parker Wierling

Miniature Golf Boy

Greg Pitts

Pool Attendant

Ronald Ogden

"Theodore" Reader

Katrine Hoyt

Shelbourne Hotel Guest (voice) (uncredited)

Ross Bagdasarian, Jr.

Alvin (singing voice) (uncredited)

Janice Karman

Theodore / The Chipettes (singing voice) (uncredited)