Collected by Jennifer Caipo
Chicago, IL 60601, USA
Visitors take their best Chicago photographs in front of the iconic Millennium Park sculpture called Cloud Gate (known colloquially as the Bean, for its shape). Conceived by British artist Anish Kapoor and constructed from 168 stainless steel...
233 S Wacker Dr, Chicago, IL 60606, USA
Willis Tower—originally known as the Sears Tower—was the world's tallest building for 23 years until it was unseated in 1996 by the Petronas Twin Towers in Kuala Lumpur. The 110-story skyscraper is still mighty impressive. Its "bundled...
26 W Randolph St, Chicago, IL 60601, USA
A combination of sugar and salt, sweet and savory, there's nothing like Garrett's "Chicago Mix"—a combination of caramel corn and cheese popcorn. It's the kind of thing I crave in such a way that it's a good thing I don't live in Chicago....
1616 N Wells St, Chicago, IL 60614, USA
The Second City has come a long way since the small cabaret theater that launched in 1959. As a sketch comedy and improvisational performance theater, the venue has been keeping people laughing for over 50 years. Situated in the historic Old Town...
6836 N Sheridan Rd, Chicago, IL 60626, USA
Ask any local where to try your first real deep-dish pizza and they'll say "Giordanos." It's obviously the best in town. Chicago-style pizza is unique and totally different than what you'll find in Italy. More like a pie, the crust is tall and...
111 S Michigan Ave, Chicago, IL 60603, USA
1060 W Addison St, Chicago, IL 60613, USA
Steeped in history, loved my many, loathed by some, and sorely in need of a championship, Wrigley Field is a true cornerstone of the always controversial sporting world. No trip to Chicago is complete without a visit to this monument to to...
700 S Wabash Ave, Chicago, IL 60605, USA
Buddy Guy’s Legends is a legendary blues bar in Chicago and Buddy Guy himself is still alive, making music and appearances on his own stage. Legends has been open since 1989 and the stage has seen the eclectic likes of Eric Clapton, Keith...
909 W Belmont Ave, Chicago, IL 60657, USA
1655 W Cortland St, Chicago, IL 60622, USA
To find the Trap Door Theatre, you walk down a narrow walkway between two white brick walls. A steel door opens onto the kitchen of Jane's Restaurant. A second door leads to a small black box theater. There, for the last 15 plus years, the Trap...
740 E 56th Pl, Chicago, IL 60637, USA
This amazing museum nestled on Chicago's South side, was named after the founder of Chicago, Jean Baptiste Pointe DuSable, an Afro-Frenchman. Founded in 1961 by Dr. Margaret Burroughs, visitors will be able to explore, understand and be inspired...
29 E Ohio St, Chicago, IL 60611, USA
Uno’s claims to have invented the deep dish pizza, which means a different thing in Chicago than it does the rest of the nation. Chicago deep dish pizza, or “stuffed” pizza, has a tall crust edge that allows for 1-2 inches worth of ingredients and...
- 1 Where to Go in Fall Made for Walking: Stylish Travel Shoes That Are Actually Comfortable
- 2 Food + Drink The Untapped Region Where Italy’s Oldest Culinary Traditions Live On
- 3 Air Travel These North American Airports Rank Best (and Worst) in Passenger Satisfaction
- 4 Air Travel Finally, the TSA PreCheck Line Could Really Be Just for PreCheck Members
- 5 Where to Go in Fall 11 Fall Foliage Train Rides to Book Right Now