The Chipmunks create a robot out of Alvin's video game, so that it can carry all of their equipment to their concerts. But, the robot goes beserk when it begins to capture every hat it sees, like the video game, it was created from, and It's up to Alvin, Simon, and Theodore to stop the robot.

The origin of the Chipmunks is revealed, including how Dave ended up with the Chipmunks in the first place, as well as how their musical career got started.

Alvin, Simon, and Theodore go in search for a mother to attend their school picnic. Each choose the person, that they each think Dave will like best. But, when all three of their choices arrive at their house, Alvin, Simon, and Theodore, will do anything to make sure that their choice wins.

Alvin decided to change the Chipmunks image to gain more publicity, but end up running from the police, when they attend a rave.

Alvin demands a short trip away from obsessed fans who begin following him everywhere he goes. So, the Chipmunks go for a picnic out in the woods, only to be found again by their fans. Alvin runs off into the woods, and runs into a wild chipmunk. He decides to change places with the chipmunk, and he stays in the chipmunk's tree, while the wild chipmunk takes his place. All goes well until the real Alvin is caught by a hunter that holds him hostage. Simon, Theodore, and the wild chipmunk must save Alvin before it's to late.

Alvin and a rich kid compete for a girl's affections. Alvin pretends he is rich as his rival.