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 Mike Senior Paparazzi #1 Zeeko Zaki Paparazzi #2 Jennifer Coolidge Ms. Price Uzo Aduba TSA Officer Jesica Ahlberg First Class Flight Attendant Retta Party Planner John Lacy Owner B.J. Winfrey Clapping Person Mark Jeffrey Miller Cab Driver 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 Benny Demus DJ Gabrielle Lexa Fan #1 Onira Tarés First Record Executive Leticia Jimenez Second Record Executive Charmin Lee Judge Ellie Knaus Anna Stefan Gordy DJ at Party Elyse Dufour Access Hollywood Reporter Parker Wierling Miniature Golf Boy Ross Bagdasarian, Jr. Alvin (singing voice) (uncredited) Janice Karman Theodore / The Chipettes (singing voice) (uncredited)