Revealing mistake: The first night Ben brings Andie home, he starts the music on the CD player, but no CDs are spinning at all. Yet, the music still plays. He also changes the track mid-scene, and still no CD is spinning.
Continuity mistake: In the scene where Andie and Ben are riding the motorcycle and she is wearing a white tank top, you can see the outline of her bra. When they go back to his parents' house and Ben takes off Andie's tank top in the bathroom, she doesn't have a bra on.
Ben: Hanging with her for 10 days is gonna be no problem.
Tony: Right. That's only nine days longer than you've ever spent with any other chick, huh?
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Answer: No.