Revealing mistake: On Billy's first day of school when he is outside waiting for the bus and it just passes him you hear the noise of kids on a bus, but when it passes no one is in it.
Continuity mistake: In the scene when Billy and the bad guy are facing off in the "learning decathalon" and they are doing some science stuff, Billy pulls a shoe out of the boiling pot - it is his right shoe but he has his right shoe on his foot too.
Continuity mistake: When Billy is in first grade, Miss Lippy sits all the kids down in a circle for story time. One little girl goes up to Billy and says, "You have a mis-shaped head.", while she stands in front of Billy. In the very next shot, you see her stepping over Billy's leg to sit in front of him. (00:18:50)
Trivia: Something to look for: In the scene where Billy calls the people to apologise, that guy crosses his name off the "people to kill list." If you look at the top of the list, the name Bob Simonds is there. Bob Simonds is the producer of the movie.
High School Principal: Mr. Madison, what you've just said, is one of the most insanely idiotic things I have ever heard. At no point in your rambling, incoherent response, were you even close to anything that could be considered a rational thought. Everyone in this room is now dumber for having listened to it. I award you no points, and may God have mercy on your soul.
Billy Madison: OK, a simple "wrong" would have done just fine.
High School Principal: If there's any attempt by either contestant to cheat, especially with my wife, who is a dirty, dirty, tramp, I am just going to snap.
Billy Madison: He's going to shit when he realises it's shit!
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