Skipper's Flight School is a building located in Propwash Junction. Here, Skipper Riley teaches anyone how to fly. Its signboard says: "We can teach anyone how to fly, guaranteed!" In Air Mater, Mater goes there to learn how to fly. It later appears in Planes where Skipper then teaches Dusty how to fly.
- The flight school first appeared in the short Air Mater.
- Interestingly, the sign "We Can Teach Anyone How To Fly" is missing in Planes.