Plot hole: In the scene where The Commander and Jetstream are called to fight the giant robot, Will's mom says "What if he forgets his lunch?" In every scene where he's eating lunch at school, Will has a school lunch.
Sky High (2005)
1 plot hole - chronological order
Directed by: Mike Mitchell
Starring: Kurt Russell, Kelly Preston, Michael Angarano, Danielle Panabaker
Character mistake: In the scene where Steve and Josie prepare to leave to fight the giant robot at the beginning of the movie, Steve tells Will "Oh, Will, a reminder: a lot of the kids at Sky High will only have one super hero parent, not two." When he says "one super hero parent", he holds up two fingers. When he says "not two", he holds up only one finger.
Principal Powers: I'm not Wonder Woman, you know.
Trivia: Principal Powers says, "I'm not Wonder Woman, you know." She is played by Lynda Carter, the original Wonder Woman for the TV show.
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Answer: Will took Gwen to the Secret Sanctum. Later it's revealed that Gwen is really Royal Pain and since she saw the location of the Secret Sanctum, she would have told Speed, not Lash, as his super speed would be able to get him in and out without setting off the alarm. If Lash had tried to get into the Sanctum, he would have been caught.
He entered while Gwen was still visiting for the first time before she left.