Love and Basketball or The Princess Bride
I wouldn't say The Princess Bride is a chick flick. That's just a [dang] good movie.
I can't stand the Princess Bride at all and don't understand what people like about the film, but "to each his own" i suppose.
My fav chick flicks (in no particular order) are:
1. Mean Girls (drop-dead hilarious and rings true)
2. The Heartbreak Kid (the debut of Kenny Powers!)
3. Along Came Paulie (if not for the jen aniston naked shot alone, it's also a hilarious film)
You can't go wrong with any of those.