Alvin, Simon dan Theodore kembali bersama pengurus mereka yang tertekan, Dave. Namun kali ini mereka mempunyai pesaing: Chipettes.
Rodensia menyanyi Alvin and the Chipmunks bertemu bakal pengurus mereka, penulis lagu yang susah, Dave Seville, yang merubah kehidupan mereka selamanya.
Apabila Alvin and the Chipmunks menaiki kapal pelayaran mewah untuk rekreasi, tentu mereka menimbulkan masalah dan akhirnya terdampar di pulau terpencil tanpa penghuni.
Tiga sekawan, Alvin, Simon dan Theodore merentasi negara untuk menghalang penjaga mereka, Dave daripada melamar teman wanitanya dalam susulan lucu ini.
As Alvin struggles with nightmares involving werewolves, the school play of Jekyll & Hyde is in jeopardy when the lead, Alvin, is suspended. In an attempt to boost his confidence, the principal suggests Theodore, who's suddenly going through some canine changes.
The Chipmunks work in an amusement park attraction. After Alvin drives a crazy tour group, they miss their next performance and are locked in the park after closing time. Little do they know that the real Dr. Frankenstein has been hired in a new attraction called, "Frankenstein's Castle"; figuring that the castle isn't scary enough, the mad scientist recreates the real Monster.
The Chipmunks and the Chipettes go head to head in a hot air balloon race, and the winner gets $10,000. Unbeknownst to the participants, the "race" is actually a diamond smuggling ring!
The Chipmunks head for outer space in this affectionate Star Trek spoof. Theodore stars as Dr. McRoy, who's abducted by aliens. Now it's Capt. Dirk (Alvin), Mr. Speck (Simon), Uhaha (Brittany) and the crew of the USS Boobyprize to the rescue. But will they reach McRoy before he's brainwashed by his captors? Two additional episodes from the beloved animated series, "Elementary, My Dear Simon" and "Chip Tracy," are included as a bonus.
Alvin learns the true meaning of Christmas.
A live-action/animated TV special featuring Alvin and the Chipmunks.
Donald's playing lumberjack, but the targeted tree just happens to be the home of Chip 'n Dale. They give Donald plenty of trouble cutting down the tree, but eventually he succeeds. The wily chipmunks, though, manage to get their revenge on the homewrecker.
Donald flies his model airplane into Chip 'n Dale's tree. Dale climbs in and proceeds to cause trouble.
Enthralled with tales of the Great North Forest conveyed to him by friendly carrier pigeon Pippo, young chipmunk Glikko leaves the safety of his comfortable cage to explore the world. Stars Jim Backus and Orson Welles.
A short about what happens under and around us. A chipmunk and a small mouse go on an adventure; they grow and learn about life and its obstacles.
Hugo gets an audition script for a chipmunks ad and begins to have strange dreams centred around the mascot.