Film · Road Trip Mishaps & Family Chaos
Where to watch Billy Madison
To inherit his family's fortune, Billy is going back to school... Way back.
Billy Madison is the 27 year-old son of Bryan Madison, a very rich man who has made his living in the hotel industry. Billy stands to inherit his father's empire, but only if he can make it through all 12 grades, 2 weeks per grade, to prove that he has what it takes to run the family business.
Where to watch
Streaming
PhiloStarzYouTube TV
Availability checked 2026-08-27. US only, powered by JustWatch via TMDB. Provider links open that service’s own search — our source supplies one link per title, not per provider, so these are searches rather than deep links.
On: Starz
Cast
- Adam SandlerBilly Madison
- Bradley WhitfordEric Gordon
- Josh MostelPrincipal Max Anderson
- Bridgette WilsonVeronica Vaughn
- Darren McGavinBrian Madison
- Norm MacdonaldFrank
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