Never Been Kissed (1999)
Josie Geller (Drew Barrymore) lands a gig as a junior copywriter at the Chicago Sun-Times and has to go undercover at her old high school to write a piece about teenage culture. Her brother Rob (David Arquette) is there to help, but things get complicated when she finds herself falling in love with English teacher Sam Coulson (Michael Vartan).
Harry Potter and the Sorcerer's Stone (2001)
Really, any Harry Potter film is worthy of back-to-school season, but you really can't go wrong with starting at the beginning of it all and watching as Harry Potter (Daniel Radcliffe) heads off to the Hogwarts School of Witchcraft and Wizardry for the very first time.
The very definition of a timeless classic, Grease follows the adventures of a bunch of high school students in the 1950s and sees wholesome exchange student (Olivia Newton-John) falling for bad boy Danny (John Travolta). There's a reason this is the most successful movie musical of all time!
The Breakfast Club (1985)
The premise is simple: Five high school students find themselves in Saturday detention and think they have nothing in common, until they start sharing their personal stories. The film features rebel John (Judd Nelson), mean girl Claire (Molly Ringwald), outcast Allison (Ally Sheedy), nerd Brian (Anthony Michael Hall) and jock Andrew (Emilio Estevez).
Mean Girls (2004)
The cult classic sees Lindsay Lohan in what was arguably her last memorable role, playing teenager Cady Heron who moves from Africa (where she was home schooled) and is thrown into the world of public high school cliques. After joining The Plastics by accident, she has to figure out whether to stick with 'em or try to go her own way.