"I love Chicago; fell in love with it the minute I got here," Aniston told "Entertainment Tonight." "Everyone kept saying, 'Oh, the summers in Chicago, it's going to be amazing.' And it was. It was nothing short of perfect."
Vaughn is rumored to have just bought a $12 million estate in the Chicago area, where he grew up, "Entertainment Tonight" said.
Vaughn produced and wrote "The Break-Up" and said he always planned on setting it in the Windy City.
"I really love the city," Vaughn said. "It's always been a great American city. When I envisioned the movie, I saw it in Chicago. It's a lead in the movie. It's a backdrop for everything that happens."