Collected by Mandy
875 N Michigan Ave, Chicago, IL 60611, USA
Skip the ticketed admission to the John Hancock Observatory on the 97th floor and take the elevator to the “Signature Lounge at the 96th” floor of the John Hancock Tower at no charge. The Chicago skyline glitters at night, but sorry...
111 S Michigan Ave, Chicago, IL 60603, USA
Wow. The last time I was here was on a high school field trip 35 years ago, and the museum has definitely grown. What an amazing collection—I could have spent days here, but I only had two hours. I followed the museum's suggested top 10, and...
2391 N Stockton Dr, Chicago, IL 60614, USA
220 E Chicago Ave, Chicago, IL 60611, USA
Not only does the Museum of Contemporary Art have great exhibitions on local and renowned artists, but the interior architecture of the museum itself is also an attraction. They also provide unusual events and tours—curator-led tours, musicians on...
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...
951 Chicago Ave, Oak Park, IL 60302, USA
Frank Lloyd Wright built 700+ houses all over this nation but he lived and worked in Oak Park, just a 45 minute train ride from the city center of Chicago. His house and studio are now a museum with guided tours that let you see the playroom he...
1520 N Damen Ave, Chicago, IL 60622, USA
The first rule of the speakeasy is that it can’t be easy to find. The Violet Hour’s door is directly across the street from Big Star. Look for the handle on the wall and the light above it, because the door mural changes frequently and...
2959 N Lincoln Ave, Chicago, IL 60657, USA
Heritage Bicycles General Store is so many things: a coffee shop, a general store, and a place to buy a few key items for your hip closet. Most importantly though, it's a place to grab a cup of joe and watch art being created that you can ride...
5751 S Woodlawn Ave, Chicago, IL 60637, USA
Located in the basement of the Theological Seminary, the Seminary Co-op is the only bookstore I've encountered where you might actually get lost. It's a basement labyrinth of books where you must duck beneath pipes as you browse the endless, dense...
Unnamed Road, Chicago, IL 60614, USA
The Patio at Cafe Brauer is a great place to relax over a cold brew while taking in the scene of a nearby nature walk and pond with the city skyline in the distance. A respite to enjoy the energy of people out enjoying their diverse city,...
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...
736 W Fullerton Ave, Chicago, IL 60614, USA
If you want a quiet chill place for a cup of tea, a sandwich and a book, Bourgeois Pig is your place. Big wood tables, jazz music playing and the largest loose leaf tea selection in Chicago makes this the ideal afternoon destination. The Bourgeois...
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