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The Chipmunks compete with the Chipettes in a round-the-world race.

Alvin has entered himself, Simon, and Theodore in a hot air balloon race around the world against the Chipettes to deliver diamonds for a group of diamond smugglers. The winners will collect a prize of $100,000. Kids and adults will enjoy this film made with musical numbers by the Chipmunks and Chipettes.—Corey Semple <corey.semple@earthlink.com>

The film begins with Dave packing his bags for a trip to Rome and Alvin begs to come with him, but Dave refuses and Miss Miller comes to look after the Chipmunks. When Dave leaves in a taxi, Alvin attempts to come with him to no avail.

Alvin and Brittany challenge each other at race around the world, which Brittany ultimately wins. Two rich adults, called Klaus and Claudia sit nearby and overhear the argument between the munks and the man bets on the Chipettes to win a real race around the world and the woman bets on the Chipmunks. The winners are promised a big reward. Later that night, Alvin records a phone call with Dave and the following morning uses the tape recorder to tell Miss Miller to let the Chipmunks go on the trip.

Two hot air balloons are in the garden and the adults hand both sets of Chipmunks treasure chests with dolls in. Both air balloons set off. Klaus and Claudias butler hire two people to track down the munks and collect the dolls for him. The Chipettes have now crashed on a desert island near a harbor. Meanwhile, the Chipmunks arrive in Mexico and join a fiesta, when the hunters try to get hold of the dolls, but fail. The Chipettes meanwhile, dive underwater and find a wrecked ship, but a man swoops in and steals the doll. Brittany is chased by a shark, which chomps on her oxygen tank. The Hunter goes under and grabs hold of a Theodore doll, before the tank gets unstuck from the sharks mouth and the shark goes flying, hitting the hunter. The Chipettes get back on land and try to cheer Brittany up.

The Chipmunks and Chipettes continue on their journey and the hunters keep following them to places such as, Machu Pichu, the Arab Emirates, England and Italy. Claudia and Klaus relax in a swimming pool in Costa Rica, when Claudia receives a phone call, where Klaus splashes her dog Sophie, before Sophie pops his floating chair.

The Chipmunks arrive back on land and Alvin goes for an apple, claiming he is the best at rock and roll and Brittany challenges him to a rock and roll off, therefore the two bands battle each other, singing "the girls of rock and roll". Dave thought he saw Alvin and his brothers, so he calls Miss Miller to check if they are still home, but Miss Miller is no help. The hunters tell the boss they still haven't got the dolls, to which they are sent back out to collect. The Chipettes relax as they float over the Arabian desert, where people on camels try and grapple the air balloon down. They never succeed, but the balloon ends up in a palm tree. The men take the Chipettes to the Arabian Prince who plans to make Brittany his wife, which she refuses.

The people in the palace dress the Chipettes up and give them a gift of a baby penguin. That evening, the Chipettes try to collect the dolls, but come across a bunch of pythons. The Chipettes begin singing a song to calm the snakes down, which works and they escape with the dolls. The Chipmunks however, struggle since their balloon crashed in the forest, so they camp out, but Theodore is taken in the night. Alvin and Simon wake up and notice footprints, which lead to a camp. The two venture into camp and come across a bunch of men with spears and Alvin tries selling them his shirt. They take it, but unfortunately are still kept prisoner. It is then revealed that Theodore is their chief and Alvin and Simon try getting him free. The Chipettes argue over what is to be done with the penguin and eventually decide on giving it back to its true parents. Just as the Chipettes set off again, the hunters attempt to get on the balloon and steal the dolls and the penguins start throwing snowballs at them and they fall off.

Jeanette reveals that the dolls are stuffed with diamonds and they soon realize they have been played. Back in the forest, Alvin and Simon collect fruits, before coming across a cave with old writing on the walls and the trio of Chipmunks are about to be burnt at the stake and eaten by crocodiles, but perform a song, causing all the people to fall in instead. The Chipmunks are about to fall, before the Chipettes hoist them up to safety.

Claudia gets angry realizes that someone is already on the phone and finds Mario. The plane Dave is travelling back on clips the balloon and sends it to the ground. Claudia and Klaus ask the munks for the diamonds, but end up underneath garbage and the munks go to escape, but Claudia and Klaus chase them through the airport and Claudia threatens to steal them if they don't give them the dolls. Fortunately, as Dave walks out of the airport he sees Alvins cap and sees they have been kidnapped. Dave and the police follow them, but their way is blocked. Miss Miller drives to pick Dave up from the airport, but drives the wrong way, causing Claudia and Klaus's car to crash and the munks are reunited with Dave and Miss Miller, while Klaus and Claudia are arrested.