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Genres: Animation, Comedy, Family, Romance
Continuity: At the Chipmunk's house, the poster on the wall outside the kitchen keeps changing.
Continuity: When Toby comes to get the chipmunks at school he breaks a drum-head. He breaks the same drum-head twice.
Continuity: At the sing-off, when the Chipettes are singing, Ian uses his phone to make a video. At the end, he winks to his phone. However, when the video is seen on a website by some record executives, Ian does not wink.
Continuity: During the entire film, the house number on the front of the house that the boys live in changes. In some scenes it's 1516 and in others it's 1958.
Continuity: Near the end of the movie, Alvin and Dave are discussing something while turning the lights on and off over and over. In one of the scenes, Alvin flips the switch down. In the next scene, the switch is up again while Alvin didn't flip it back up.
Continuity: When Ian films the Chipettes during the sing-off, he says, "If you like what you see then call Ian Hawke." But when someone else plays the video back later, he says, "If you're interested, then call Ian Hawke."
Continuity: When the girls are in the cage, Jeanette's glasses are outside of the cage. After they pick the lock, Jeanette's glasses are back on, with no time for her to retrieve them between shots.
Plot hole: In the first film, Simon gets his glasses from a christmas decoration because before he went into LA he didn't know what glasses where. But in this film, the fat female chipmunk is already wearing glasses just as she has left her climate.
Other: The code for the lock on the cage near the end of the movie when the the girls are trapped in the cage is 777, not 111.
Deliberate "mistake": On the football field at West Eastmen High,when Ryan makes an "A" with his fingers, besides him is the actual school logo: a bear.
