Jason Lee Dave Justin Long Alvin (voice) Bella Thorne Ashley Grey Matthew Gray Gubler Simon (voice) Jesse McCartney Theodore (voice) Kaley Cuoco Eleanor (voice) Kimberly Williams-Paisley Samantha Anna Faris Jeanette (voice) Christina Applegate Brittany (voice) Laura Marano Hotel Babysitter Tony Hale Agent Suggs Jesica Ahlberg First Class Flight Attendant Leticia Jimenez Second Record Executive Kevin Wayne Large Cowboy Joshua Mikel Wyatt the Pizza Guy Josh Green Miles Eddie Steeples Barry Keith Arthur Bolden Party Cop #2 Jeremy Ray Taylor Kid Mike Senior Paparazzi #1 Zeeko Zaki Paparazzi #2 Jennifer Coolidge Ms. Price Uzo Aduba TSA Officer Retta Party Planner Flula Borg Man Behind Mask John Waters First Class Passenger John Lacy Owner B.J. Winfrey Clapping Person Mark Jeffrey Miller Cab Driver Tracy Goode Bus Driver Denitra Isler Ticket Agent Candace B. Harris Airline Ticket Agent David DeSantos Maitre'd Ross Bagdasarian, Jr. Alvin (singing voice) Janice Karman Theodore / The Chipettes (singing voice)