Chicago, Jen style - The Mag Mile
Jen spent much of the summer of 2005 in Chicago filming The Break-Up. As anyone who’s been to Chicago knows, the Magnificent Mile is a stretch of Michigan Avenue noted for its upscale shopping, fine dining, and luxurious accommodations. Jen spent a good amount of time here, both onscreen and off.
The Peninsula Chicago


Jen typically stays at the famed Peninsula hotel, located on East Superior, while in town. With its upscale amenities and proximity to top Chicago attractions, it is an obvious choice for the more discerning traveler.

Right around the block from the Peninsula, Ralph Lauren’s RL cafe is one of Jen’s favorite local restaurants. Located at the intersection of Michigan and Chicago, this spot boasts delicious food and a great spot for people-watching.


Jen is seen here taking a walk with Chris and Norman near the Giordano’s flagship at Rush and Superior. As the sign next to Chris boasts, Giordano’s does, in fact, have “world famous stuffed pizza.” I don’t know if Jen has actually been there or just walked past it, but I myself highly recommend it.


Finally, remember the Marilyn Dean Gallery? The then-vacant Michigan Avenue storefront now houses a Nokia retailer.
Jennifer Aniston, Chicago, Magnificent Mile, The Break-Up


June 4th, 2007 at 11:05 am
she looks gorgeous in the first pic
June 4th, 2007 at 3:52 pm
Ahh, Giordono’s pizza. I also recommend that- the BEST stuffed pizza you’ll ever have. Its seriously amazing haha. And I work at a different Chicago pizza chain, so I’m totally betraying my work by saying that haha.
June 7th, 2007 at 11:05 pm
pizzeria uno or duo is god too
June 7th, 2007 at 11:05 pm
“good”
July 21st, 2008 at 8:49 am
[...] to the city and according to the Chicago Red Eye, the pair checked into the Peninsula. Fans might recall that this the Peninsula is a favorite for Jen - she stayed there when she was in town filming The [...]