As an experiment Dave tries his skill as a rock singer and becomes a success.

Vinny, the Chipmunks' mother, comes for a visit, but has difficulties adapting to the modern way of life.

Uncle "Adventure" Willy

Micky, a new Irish boy at school, claims that he has his very own leprechaun. The Chipmunks are keen to investigate.

Theodore develops a crush on a girl in his class named Juliet. Wanting some expert advice, Theodore asks Alvin for his help. Unwillingly, Alvin says a romantic line that Juliet overhears and she ends up developing a crush on Alvin instead of Theodore.

The Chipmunks go to Berlin to play in the "Wall of Iron" concert by the Berlin Wall. There they meet and befriend a young girl named Caterina whom has a brother named Eric that lives on the other side.

A crook uses the Chipmunks tour as camouflage for his own evil deeds: While people is out watching the Chipmunks concerts, his trained chimpanzees raid the empty houses.

Miss Miller is invited to go to her High School reunion. But without her boyfriend to go with, the Chipettes try to get one of the Chipmunks to dress up to be Miss Miller's date.

Alvin is upset that he can’t seem to keep up with the rest of his track race team. Being that so, his coach decides to let him become a trainer for one of the athletes of the Special Olympics.