Lost amid constant dispatches by the likes of Star magazine and Us Weekly from the set of The Break-Up was the fact that the film was a true labor of love for Vince Vaughn. Besides starring as tour guide Gary Grabowski - opposite Jennifer Aniston, as you may have heard - Vaughn also served as a producer and came up with the story. Given such a position of power, he made sure the film was peppered with some of his favorite things, including his parents (Vernon and Sharon), one of his best friends (his Swingers cohort Jon Favreau), and one of his favorite bands (the Old 97's, who appear in a concert scene).

But Vaughn's most beloved costar, perhaps, is the city in which The Break-Up is set: his hometown, Chicago. So it's not surprising that, with the film coming out from Universal Studios Home Entertainment on DVD on October 17, Vaughn has delved even deeper into his attraction to the Windy City. Though the disc includes the usual extras - ­making-of shorts, deleted scenes, outtakes, commentaries (one with Vaughn and Aniston, and another with director Peyton Reed), and so on - the real treat is Three Brothers: A Tour of Chicago. It's pretty much exactly what it sounds like, as Vaughn channels his onscreen character and guides viewers on a trip to some of the city's noteworthy locales.

Hereare a few things I learned from taking Vaughn's virtual tour. Well, beyond the fact that he has a future as a tour guide, should he decide to give up on the Hollywood thing.

1. Wrigley Field
The home of the Chicago Cubs is also the location of The Break-Up's first scene, wherein Vaughn's and Aniston's characters meet and begin their inextricable slide toward the title of the movie. "By opening the movie here, it really celebrates it as a Chicago movie, which is very much a character in the story," says Jay Lavender, a writer and co-producer.

Fun fact: A home run has yet to strike thescoreboard in center field. Bill Nicholson (1948) and Roberto Clemente(1959) have come the closest.


2. Skylark Bar
“It’s a real neighborhood-type place,” says Favreau, whose Johnny O. owns the bar in the film. Specifically, it’s in the Pilsen neighborhood, which has long been a haven for the city’s immigrant population, though increasing real estate values are starting to price them out.

Act like a local: The Skylark doesn’t accept credit cards.


3. Riviera Theatre
This is where Vaughn favorites the Old 97’s perform in the film, and it’s been a Chicago landmark since 1917, when it opened as a movie house and soon after became one of the first theaters to employ live music during silent features. Speaking of the 97’s, they’ve (sort of) collaborated with Vaughn before: Their song “Time Bomb” appears in his 1998 film Clay Pigeons. 

Fun fact: The Riviera’s construction cost nearly twice as much as the building of Wrigley Field.


4. Sushi Samba Rio
The voyeuristic of you out there may already be aware of this restaurant, which features a blend of Brazilian, Peruvian, and Japanese cuisine. Vaughn took Aniston here, just one stop on a tour of his favorite restaurants in the city.

Act like a local: If you see Vaughn and/or Aniston here, don’t freak out. If you have to acknowledge their presence, momentary eye contact followed by a quick “what’s up?” head nod will suffice.