The Chipmunks, The Chipettes, and a tough group of older students qualify to participate in a 1950s-themed scavenger hunt at their school. The groups are given clues to find a hula hoop, an I Love Lucy coffee mug, a pair of 3D glasses, and an Elvis Presley record. Each sabotages another group in some way such as changing the exit signs at D.D.D Mortuary Movies. They arrive back at the school at approximately the same time, but only The Chipettes have a hula hoop. While the three groups strungle over who will keep it, another team sneaks in to claim the trophy and $50 prize.
- "My Boyfriend's Back" originally performed by The Angels.