Continuity mistake: After the chipmunks leave Mexico, it shows the boat the chipettes are on. As the camera gets closer, you could hear Eleanore say, "Britany, I really think we should just wait til he comes back out." There is a note that says, "Down below, back in a few hours - Mr. Anton." It is nailed at the very top of the door. In the next shot, before the chipettes exit that door, the note appears to have changed from light blue to white, it now has two nails on the top and bottom and has moved further down on the door.
Revealing mistake: While it introduces the chipmunks in Athens, it shows the three chipmunks and it shows Theodore looking around. There is a food cart right next to him with nobody behind it. But a second later, right when Theodore gasps, a man just magically appears behind the food cart.
Revealing mistake: When the chipmunks and chippettes and getting ready for the balloon race, Jeanette walks up to Simon and asks him what route to take to Bermuda. Pay attention to Theadore; he's supposed to be in front of Simon handing the chest of dolls to Alvin who is in the hot air balloon. After handing him the chest, he dusts his hands and moves his head a little while doing it. If you look at his head, it seems to cross behind Simon's even though Theadore is supposed to be in front of him. Simon's face may have needed to be seen, but still a mistake.
Continuity mistake: During the "rock n' roll" musical, around the end, the boys are dancing and are saying, "Yeah we're the boys of rock n' roll!" As they're doing this, the chippettes are already on the hot air ballon, dancing at the edges while holding the ropes and singing. If you look at the left of were Britany is, Jeanette is dancing there with her back turned. However, when it closes up on Britany saying, "Better be believin' that we are!" Look at that same spot where Jeanette was. She is no longer there.
Continuity mistake: When the Chipmunks are delivering a Chipmunk doll in Venice, Simon holds a Simon doll in the long shot. When the cap of the post in the water is lifted, Simon inserts an Alvin doll.
Continuity mistake: When Clause and Claudia are pushing Alvin and the rest into their car at the end, Alvin is seen without his cap. You then see a shot of the inside of their car, and in the next shot Alvin's cap magically appears on his head and blows away. His cap is still off until after he hugs David at the end, then it's back on his head again.
Plot hole: The Chipettes save The Chipmunks in Fiji from the natives despite the fact that The Chipmunks Balloon is still intact, so couldn't The Chipettes just send them back to their Balloon instead?
Continuity mistake: About 10 minutes into the movie, the chipmunks and chippettes first meet Claus and Claudia. Claudia is wearing a pink outfit, so to match, she is wearing pink lipstick and nail polish (when she and Claus are sitting together). But when they do meet the chipmunks, her lipstick and nail polish turn red and stay red for the remainder of the scene.
Continuity mistake: When you first see the arcade that the kids are playing you can see the Chippettes are winning on the map and they are going through Asia, but when you see it again a few shots later, they are flying around Europe.