The boys enter a contest so that they can win a chance to sing with Dolly Parton. But, the only way they can win is if they are from Nashville. The boys enter the contest anyway, but make an enemy when they win. The person who got second place in the drawing is determined to prove that the Chipmunks aren't from Nashville, and win his chance to sing with Dolly Parton.

Dave has a nightmare of himself getting smaller and smaller.

Alvin loses his memory and thinks that he is an angel.

Dave hires a nanny to take care of the Chipmunks when he is away at work, and the Chipmunks will do anything to get rid of her.

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.

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.

Dave drags the Chipmunks unwillingly on a camping trip in the great out doors. When they finally arrive, the Chipmunks discover large footprints and think they are being followed by Bigfoot. Eventually they build a treehouse for Dave, when he falls and injures himself badly, and Alvin and Simon go in search for Big Foot.

Charlatan chipmunk Harry returns and this time pretends to be Santa Claus and cons Alvin, Simon and Theodore into building a Christmas-themed amusement park called ""Santa's Place"".

Alvin donates money to an animalfund raiser, and discovers that they don't have any money. In, an attempt toearn some money, they decide to sell the cookies that Theodore spent their, money on. But, when the Chipmunks find a dog, they must hide it from Dave.

When the Chipmunks go to Hawaii, Alvin enters a surfing contest, and becomes convinced that he is cursed when he finds a medallian on the beach that is suppose to bring bad luck.

The Chipmunks get a job as vendors at a baseball stadium, to pay for new uniforms for their baseball team. And in the process stop a pick pocket who has been stealing money.

The chipettes move to the Chipmunks school and Alvin and Brittany run against each other for class president. Both will stop at nothing to win, but when the polls are revealed they discover that Jeanette has the deciding vote.

The Chipmunks attempt to sell Theodore's famous muffins so they may buy Dave a new tape recorder for Father's Day, but Simon's hardening agent accidentally ending up in the batter causes the muffins to harden.

Alvin plans to get a famous figure skater, Heather Williams, to appear at the school Pageant.

While the Chipettes volunteer at the local hospital, a terrified tonsillectomy-bound kid goes missing, so until Brittany finds him, Theodore must step in to substitute, but the doctors, thinking he's the kid, take him into surgery.

Alvin ends up being challenged by a gang called the Steam Rollers. Will he, his brothers, and the Chipettes pull together a gang of their own to help beat the Steam Rollers?

Alvin is determined in getting an invitation to participate the Celebrity Ski Tournament. Once he convinces Mr. Colorado, the man hosting the event, to let him participate, all Alvin has to do then is learn how to ski.

Alvin makes a bet with Brittany to see if he could make anyone into a beauty pageant winner. The challenge gets interesting when Jeanette is the girl he has to transform into beauty pageant material.

Alvin signs him and his brothers up to be in a Kabuki theater in order to gain publicity in Japan.

The Chipmunks and the Chipettes volunteer their talents to raise the money to keep the circus going.

Simon has a crush on a girl named Jillian. Alvin works at changing his image in order to impress this girl.

Dave starts up a neighborhood watch to catch a cat burglar. Alvin and the Chipmunks take it upon themselves to capture the cat burglar single handedly.

The Chipmunks get the measles. Dave spends so much time taking care of his boys that he becomes sick with the measles and is not able to fix his car for the car show. It is up to the boys take care of everything for Dave.

The Chipmunks and Chipettes audition to be in a play on Snow White. After the audition, the director selects Brittany for the role of Snow White. However, the director's demanding daughter, Tara-Marie, who had flopped big-time in the auditions for the title role, plans to make her father reconsider.

Alvin's favorite hat goes missing.