The first movie that came to mind wasn’t one with a woman in prison, but she was in chains. In Black Snake Moan (2006) Christina Ricci spends most of the movie bound in chains dressed in not much more than her undies. Samuel L Jackson is the well intended captor.
Silence of the Lambs (1991) provides another visual of a captive woman, this one in a pit kept there by a crazy man (otherwise known as Detective Stottelemeyer).
Chicago (2002) is a movie with women in real prison. What drove them all to lives of crime? See for yourself.
And somehow Renee Zellweger ends up in prison again in Bridget Jones:The Edge of Reason (2004). Only this time she’s in Thailand.
That’s all I’ve got. What about you?