Actor: Vince Vaughn, Jennifer Aniston, Joey Lauren Adams, Cole Hauser
In Chicago, the art dealer Brooke Meyers feels not appreciated and neglected by her immature boyfriend Gary Grobowski, who is partner with his two brothers in a tourism business, and decides to break-up with him to make Gary miss her. Gary misunderstands her true intention, both follow the wrong advice of family members and friends, beginning a war of sexes with no winner.