Close Icon
Gear IconImportant Reminder:The City Guide app will be sunsetting on December 15, 2024, with the web version to follow in early 2025. Please visit our FAQ to learn more or to download our Swarm app.
Learn more
to-do Chicago
Newberry Library is one of to-do Chicago.

1. Newberry Library

60 W Walton St, Chicago, IL
College Library · Near North Side · 14 tips and reviews
Pritzker Military Museum and Library is one of to-do Chicago.

2. Pritzker Military Museum and Library

104 S Michigan Ave (at W Monroe), Chicago, IL
Museum · The Loop · 12 tips and reviews
Chicago Cultural Center is one of to-do Chicago.

3. Chicago Cultural Center

9.1
78 E Washington St (btwn N Michigan & N Garland Ct.), Chicago, IL
Museum · The Loop · 153 tips and reviews
Daley Plaza Picasso is one of to-do Chicago.

4. Daley Plaza Picasso

8.4
at Daley Plaza, Chicago, IL
Outdoor Sculpture · The Loop · 16 tips and reviews

Explore ChicagoExplore Chicago: The Chicago Picasso, a gift from the artist to the people of Chicago, has become a beloved icon of the city and a source of civic pride.

Forever Marilyn is one of to-do Chicago.

5. Forever Marilyn

Pioneer Ct (btwn Illinois St & Wacker Dr), Chicago, IL
Sculpture Garden · Streeterville · 21 tips and reviews

Scott KleinbergScott Kleinberg: This is the only time looking up a woman's skirt is acceptable.

Lake Michigan is one of to-do Chicago.

6. Lake Michigan

Lake Michigan, Chicago, IL
Lake · 81 tips and reviews

naveennaveen: when in town, try to stay at a hotel with views of the lake instead of back at the city – so serene. (and take a walk along it sometime!)

Village of Rosemont is one of to-do Chicago.

7. Village of Rosemont

Rosemont, IL
Village · 5 tips and reviews
Myopic Books is one of to-do Chicago.

8. Myopic Books

9.0
1564 N Milwaukee Ave, Chicago, IL
Bookstore · Wicker Park · 62 tips and reviews

Time Out ChicagoTime Out Chicago: Local poet Larry Sawyer has booked one of the best free poetry series in the Midwest here for years, and in Myopic’s new third-floor space, the readings are even sunnier.

Knee Deep is one of to-do Chicago.

9. Knee Deep

6.1
1425 W 18th St (at S Bishop St), Chicago, IL
Vintage and Thrift Store · Pilsen · 9 tips and reviews

Time Out ChicagoTime Out Chicago: Just off the Pink Line, the store specializes in clothing and accessories from the 1940s to ’80s ($10 and up), as well as travel bags ($14–$30) and vintage luggage ($18–$24).

Chicago Comics is one of to-do Chicago.

10. Chicago Comics

8.8
3244 N Clark St, Chicago, IL
Comic Book Store · Lakeview · 20 tips and reviews

Time Out ChicagoTime Out Chicago: A Lakeview institution, where nerds can stock up on graphic novels, old and new comics, and awesome conversation with the ever-friendly and knowledgeable staff.

iO Chicago is one of to-do Chicago.

11. iO Chicago

8.8
1501 N Kingsbury St (Blackhawk), Chicago, IL
Comedy Club · 88 tips and reviews

Time Out ChicagoTime Out Chicago: Not only has iO churned out legendary folk like Mike Meyers and Amy Poehler, but it consistently puts the art of improv first. The shows are cheap and the classes a must for budding improvisers.