Collected by Laura Wang
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...
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...
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
Streeterville, Chicago, IL 60611, USA
Bertrand Goldberg's Marina City, completed in 1964, led the way for a mixed use approach to architecture conceived as "live where you work and play" with the House of Blues occupying the plaza level. Learn a bit about Chicago's architecture on one...
1521 S Linn White Dr, Chicago, IL 60605, USA
Many people who visit the U.S. immediately think of New York as the quintessential American city. But they are missing out. Chicago is a world-class city with so much to offer. From shopping on Michigan Avenue to renowned chefs/dining to the Bean...
201 E Randolph St, Chicago, IL 60602, USA
Every June hundreds of internationally renowned blues musicians rock Chicago for 3 days and 4 nights in the world's largest free blues festival. Did I mention it’s free? 3 solid days of music for free! Food vendors flock to Millennium Park for...
900 Michigan Avenue, Chicago, IL 60611, USA
I thought New York was a good shopping city but Chicago has pretty much the same big name shops and they're spaced out. The 900 Shops was probably my favorite space in terms of cleanliness, space and quality of shops. The best J. Crew is here and...
2391 N Stockton Dr, Chicago, IL 60614, USA
Lincoln Park is a wonderful green area nearing Lake Michigan in Chicago. It has a Zoo free to the public as well as green lawns and flower beds. Near the North end is the multiple room conservator. Like the rest if the park it is open free to the...
Chicago, IL 60626, USA
Pick up your morning coffee at one of the many local coffee shops, and walk to Rogers Beach (known by locals as Lighthouse Beach). The sunrise over Lake Michigan is stunning! Locals fish off the lighthouse pier in the early morning semi-darkness....
220 E Chicago Ave, Chicago, IL 60611, USA
The interior architecture of Chicago’s MCA building is worth the price of admission. Four floors of exhibit halls branch off the central staircase pictured above, and the East and West facing glass walls have unparalleled views over Lake Michigan...
1564 N Milwaukee Ave, Chicago, IL 60622, USA
A good used bookstore is a glorious thing and Myopic is one of the great ones. They have a giant selection of new, used, rare and out of print books on 3 floors, they’re well organized, they're open until 11pm and there’s a store cat! There's also...
5233 N Clark St, Chicago, IL 60640, USA
Women and Children First offers an incredible selection of books by internationally known female authors, books on queer identity and books about women. This bookstore also has an incredible selection of great books written by men, children’s...
4839 N Western Ave, Chicago, IL 60625, USA
Tucked away behind an unassuming storefront you will find a shop with a misnomer of a name: Ravenswood Used Bookstore (it's located in Lincoln Square, not Ravenswood). Our hero and proprietor, Jim, has gathered such an incredible collection of...
812 W Belmont Ave, Chicago, IL 60657, USA
Hollywood Mirror is my favorite vintage, retro, tchotchke-filled store of randomness in Boystown. It’s incredibly crowded but amidst the clutter you’ll find Halloween costumes, vintage lunch boxes, Mardi Gras beads, feather boas, 60’s style...
3020 N Lincoln Ave, Chicago, IL 60657, USA
Like most good thrift stores, the Brown Elephant is hit or miss. Sometimes you can find great books, T-shirts, and super-cheap vinyl—other times, nothing appeals, and you just wander around until your feet hurt. This shop is well organized,...
1472 N Milwaukee Ave, Chicago, IL 60622, USA
This charming little store on Milwaukee is stuffed with vintage goods in primo condition. Beautiful chunks of costume jewelry and frilly fascinators share space with lush leather handbags and sparkling glassware. Nothing in the store is cheaply...