Plot hole: Although it is explained how the chipmunks were able to get away with the balloon race by tricking Ms. Miller, wouldn't Ms. Miller know that the chipettes were in on the balloon race? Especially considering the fact that she is their guardian? Also, why would she offer to babysit the chipmunks if she has chipettes to look after herself? Despite this, the chipettes were never brought along to Dave's house with Ms. Miller. And what is Ms. Miller still doing in Dave's house if she thinks the chipmunks are with Dave? Unless maybe she's taking care of the house...
Continuity mistake: There is a scene where the Chipmunks and Chipettes are singing the song "Girls of Rock and Roll." In that scene, it shows the boys walking up the stairs together and from left to right the order is: Simon, Alvin & Theodore. The shot goes to the girls then back to the guys. The order of the guys has switched: (left to right) Theodore, Alvin & Simon.
Jeanette Miller: What's in the ice chest, Eleanor?
Eleanor Miller: Oh, uh, just some cold treats and sandwiches.
Brittany Miller: Oh, Elly! How can you think of food at a time like this?
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