
Jen, Vince, et al take in a Cubs game, May 2006
In the past few years, Jen has starred in two films set here in Chicago (Derailed and, of course, The Break-Up). It is then not surprising that Jen has been spotted at several popular Chicago spots, some of which she counts as favorites. Here, then, is the opportunity for my fellow Windy City residents (and interested visitors) to capture a bit of the magic:
Cuisine

- Wiener’s Circle This humble-looking hot dog stand at 2622 North Clark is not only a Jen fave (she’s been seen here on multiple occasions), but my own pick for best hot dog in Chicago as well. And as Jen can attest, they yell at you! It is quite the experience.
- Japonais This upscale sushi lounge is another favorite for Jen, where she has been spotted not only with Vince and other usual suspects, but with Oprah as well. With its delicious food and classy ambiance, it is worth the splurge (600 W. Chicago Ave.).
- Coco Pazzo During the filming of The Break-Up, Jen and other cast and crew were often seen enjoying the exquisite Tuscan cuisine at this River North spot (300 W. Hubbard St.).
- Costa’s For Vince’s 36th birthday in March 2006 (during reshoots for The Break-Up), he and Jen enjoyed this Greektown staple (340 S. Halsted St.).
- Chilpancingo In November 2004, Jen and her Derailed costars were seen at this Mexican restaurant in River North (358 W. Ontario). It has since closed and been replaced by Zocalo, another upscale Mexican spot.
Culture
- Museum of Science and Industry On a day off from filming The Break-Up, Jen came down to Hyde Park to check out the Body Worlds exhibit featured at MSI two summers ago. Check out Winnie’s article on the 451 Press Chicago blog for info on the latest MSI happenings.
- Museum of Contemporary Art That same summer, Jen was spotted here, and so can you be, for free on Tuesdays. Peggy sings its praises, and I agree, it’s a pretty awesome place.
Filming locations
Here are the places where Jen has been seen filming in Chicago:
Derailed
- State and Elm
- Union Station
- the Loop
The Break-Up
- Wrigley Field
- The Riviera Theater
- Grant Park
- Millennium Park
- Armitage (near the Brown Line)
- Smith & Wollensky
- North Michigan Ave. (near Ohio)
- General Jones Armory (used as a soundstage)
- North Avenue Beach
Other
- Music Box Theater The Chicago premiere of The Break-Up was held here (3733 N. Southport Ave.).
- Wrigley Field Kind of an obvious attraction, she took in a Cubs game with Vince and several others in May 2006.
- The Peninsula Chicago Where Jen stays.
Chicago, tourism, culture, dining, The Break-Up, Derailed, Jennifer Aniston