Alvin wants to join a gang that is well known for playing pranks on Halloween. Simon helps Alvin try to create a scare machine to present to the gang, in return Alvin does some chores for him. When none of their inventions work properly, the gang decides to target Micheal, a boy with a deformed face who Theodore befriends, to pull a prank on.
- "The Monster Mash" originally performed by Bobby Pickett.
- "Halloween is Coming"
- "You Never Know"
- This special premiered on USA Network.
- This special also featured the voices of Ross and Janice's children, Vanessa and Michael Bagdasarian.
- The first Bagdasarian logo without copyright.
- Part of the Trick or Treason VHS.
- Part of the Trick or Treason and Halloween Collection DVDs.
- The special was also included in the Alvin and the Chipmunks: Classic Holiday Gift Set.