The Chipmunks meet their grandparents for the first time. Then, when they discover that someone is trying to take over their Grandparents farm, they decide to raise the money needed to save the farm.

The Chipmunks invite a boy to stay with them who is a ballet dancer, and when a bulley begins to torment Alvin, he shows the bulley that ballet is cool.

While Dave is out of town, Miss Miller babysits the boys and they go to a movie about killer space squids attacking the earth. Accidentally miss Miller breaks Simon's glasses. When they get out a telescope that evening, Simon thinks he sees killer squids coming toward earth, just like in the movie.