Continuity mistake: Once the chipmunks are inside the food cupboards, they begin to devour everything inside. Theodore is seen chewing off a corner of a box of Lucky Charms cereal and eating the cereal that pours from the hole. But a few shots later when the same box of cereal can be seen, the hole that Theodore gnawed from the corner of the box is gone and the corner is fully intact. (00:11:00)Hamster
Continuity mistake: After Dave has caught Alvin from off his head and trapped him inside a woollen hat, the removal of the hat causes Dave's hair to get messy and parts of hair have fallen down over his forehead. But in the following shot his hair is neat and brushed back to how it was before. (00:13:15)Hamster
Continuity mistake: When the chipmunks start practicing for the first time with Ian, Ian gives Simon "cooler" glasses that he should use it from now on. However, in their tour shots he's still using his old glasses. Much later in the movie he is also seen rummaging through a desk cabinet for his his old glasses which he found to be already bent. (01:01:50)
Alvin: I feel like P. Diddy with fur.
Question: Throughout the course of the movie, why is Ian so obsessed with making money off the Chipmunks? After all, he lives in a mansion, has an outdoor pool, a nice car, and a group of house servants, and if he has enough money to afford that many extra toys for the Chipmunks when they arrive, any extra diamond or ring shouldn't be a problem for him.