After high school slacker Ferris Bueller successfully fakes an illness in order to skip school for the day, he goes on a series of adventures throughout Chicago with his girlfriend Sloane and best friend Cameron, all the while trying to outwit his wily school principal and fed-up sister.

An irritable marketing executive, Neal Page, is heading home to Chicago for Thanksgiving when a number of delays force him to travel with a well meaning but overbearing shower curtain ring salesman, Del Griffith.

Five high school students from different walks of life endure a Saturday detention under a power-hungry principal. The disparate group includes rebel John, princess Claire, outcast Allison, brainy Brian and Andrew, the jock. Each has a chance to tell his or her story, making the others see them a little differently -- and when the day ends, they question whether school will ever be the same.

With the occasion all but overshadowed by her sister's upcoming wedding, angst-ridden Samantha faces her 16th birthday with typical adolescent dread. Samantha pines for studly older boy Jake, but worries that her chastity will be a turnoff for the popular senior. Meanwhile, she must constantly rebuff the affections of nerdy Ted, who is unfortunately the only boy in school who seems to take an interest in her.

Two unpopular teenagers, Gary and Wyatt, fail at all attempts to be accepted by their peers. Their desperation to be liked leads them to "create" a woman via their computer. Their living and breathing creation is a gorgeous woman, Lisa, whose purpose is to boost their confidence level by putting them into situations which require Gary and Wyatt to act like men.