Popsensationerne Alvin, Simon og Theodore ender i denne efterfølger med at bo hos Dave Sevilles unge nevø, Toby. "Drengene" må lægge deres stjernestatus på hylden og tage tilbage på skolebænken. For at kunne bevare skolens musikundervisning må de små jordegern vinde den store præmie i en kæmpe musikkonkurrence. Men konkurrencen bliver hård, da de tre jordegern uventet møder deres musikalske modstykke – tre syngende, smukke pige-jordegern, som hedder "The Chipettes" og består af Brittany, Eleanor og Jeanette. Romantik og musikalske gnister bliver tændt, når seks små jordegern pludselig dyster.
Sangskriveren Dave Seville er i dyb krise indtil de tre jordegern Alvin, Simon og Theodore en dag flytter ind. Gnaverne kan nemlig ikke blot tale, de synger også røven ud af bukserne. Med Daves sange bliver trioen et kæmpe hit, men Alvin og Co. lader succesen stige sig til hovedet og truer med at gå solo uden Dave.
De musikalske jordegern Alvin, Simon og Theodore opdager, at deres ejer, Dave Seville, har fået en kæreste, Samantha. De er bange for, at Dave vil forlade dem, hvis han frir til hende. Desuden har Samantha en skrækkelig søn, Miles, som er dyrplager. Da Dave rejser til Miami, følger gnaverne efter som blinde passagerer for at forhindre hans frieri. Men de bliver smidt af flyet langt fra Florida.
Animationsfilmen Alvin og de frække jordegern 3 er den næste del i familiefilmsserien. De tre jordegern og deres pigevenner The Chippettes er taget på ferie på et luksuriøst krydstogtskib. De forvandler selvfølgelig hurtigt skibet til deres helt egen legeplads, men pludselig synker skuden, og de strander på en fjerntliggende øde ø. Alvin og hans venner går straks i gang med at finde en vej hjem, men opdager hurtigt, at deres nye hjemmebane slet ikke er så øde, som de ellers troede.
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!
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 drama teacher suggests Theodore, who's suddenly going through some canine changes.
While the Chipmunks are working at the amusement park, Majestic Movie Studios, in a singing attraction. Little do they know that the real Dr. Frankenstein are in a new attraction called, "Frankenstein's Castle". After Alvin drives a crazy bus ride, they miss their next performance and get locked in the park after closing time. Dr. Frankenstein figures that the castle isn't scary enough and re-creates the real Frankenstein and after the monster finds the boys, it starts a wild and wacky adventure!
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.
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.
Alvin learns the true meaning of Christmas.
A live-action/animated TV special featuring Alvin and the Chipmunks.
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.
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.
Hugo gets an audition script for a chipmunks ad and begins to have strange dreams centred around the mascot.