Things to do in Chicago, Illinois (IL): The Best Sights & Landmarks

October 17, 2021 Toi Mattera

The windy city is a cornucopia of modern art, fine dining, cutting edge comedy, and die-hard sports fans. Snap a photo of your reflection in the silver Cloud Gate sculpture at Millennium Park before heading to Grant Park to get hit with the refreshing spray of Buckingham Fountain. There are dozens of museums and theater companies in Chicago, so a cultural experience is never hard to find. You’re sure to laugh your head off at the Second City Theater, the professional launch pad of many famous comedians.
Restaurants in Chicago

1. Motor Row District

2200 to 2500 South Michigan Avenue, Chicago, IL 60610 +1 312-624-8149 http://www.motorrowbrewing.com
Excellent
80%
Good
20%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 5 reviews

Motor Row District

2. Man Enters the Cosmos

East Solidarity Drive Outside The Adler Planetarium, Chicago, IL
Excellent
100%
Good
0%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 1 reviews

Man Enters the Cosmos

3. Solidarity Drive

E. Solidarity Dr., Chicago, IL 60605
Excellent
75%
Good
25%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

5.0 based on 4 reviews

Solidarity Drive

4. Prairie Avenue Historic District

2200 South Prairie Ave South Michigan Avenue, Chicago, IL 60616 +1 312-922-3432
Excellent
66%
Good
31%
Satisfactory
3%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 29 reviews

Prairie Avenue Historic District

5. Glessner House Museum

1800 S Prairie Ave, Chicago, IL 60616-1320 +1 312-326-1480 [email protected] http://www.glessnerhouse.org
Excellent
66%
Good
20%
Satisfactory
9%
Poor
1%
Terrible
4%
Overall Ratings

4.5 based on 92 reviews

Glessner House Museum

A National Historic Landmark, Glessner House was designed by noted American architect Henry Hobson Richardson and completed in 1887. It remains an internationally-known architectural treasure in Chicago. A radical departure from traditional Victorian architecture, the structure served as an inspiration to architects such as Louis Sullivan, Mies van der Rohe, and the young Frank Lloyd Wright and helped redefine domestic architecture.

Reviewed By MidwestKathM - Detroit, United States

Ever on the hunt for something interesting to see in Chicago, having visited there at least a dozen times through the years, I came across this architectural gem by Richardson that gives visitors a peek at the Gilded Age life in Chicago. The Glessner House tells the history of one family in a time of industrial growth and personal prosperity. With original furnishings and personal belongings, it is unique in sharing the family's legacy. Our tour guide was outstanding in telling the story and answering questions for nearly 90 minutes. To become more immersed, walk up and down Prairie Avenue to see some of the other remaining original houses and the in-fill houses built in the style of the times. Truly a must-see gem!!

6. Willie Dixon's Blues Heaven Foundation

2120 S Michigan Ave, Chicago, IL 60616-1713 +1 312-808-1286 [email protected] http://www.bluesheaven.com/
Excellent
73%
Good
20%
Satisfactory
7%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 70 reviews

Willie Dixon's Blues Heaven Foundation

7. Second Presbyterian Church of Chicago

1936 S Michigan Ave, Chicago, IL 60616-1604 +1 312-225-4951 http://2ndpresbyterian.org
Excellent
60%
Good
33%
Satisfactory
7%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 30 reviews

Second Presbyterian Church of Chicago

8. Gold Star Families Park & Memorial

South Museum Campus Drive, Chicago, IL 60605 http://www.cpdmemorial.org/about/the-memorial/
Excellent
43%
Good
57%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 14 reviews

Gold Star Families Park & Memorial

9. Keith House

1900 S Prairie Ave, Chicago, IL 60616-1321 +1 312-907-7909 http://www.keithhousechicago.com/
Excellent
50%
Good
50%
Satisfactory
0%
Poor
0%
Terrible
0%
Overall Ratings

4.5 based on 4 reviews

Keith House

10. Chess Records

2120 S Michigan Ave, Chicago, IL 60616-1713 +1 312-808-1286 http://www.bluesheaven.com
Excellent
75%
Good
8%
Satisfactory
8%
Poor
8%
Terrible
1%
Overall Ratings

4.5 based on 12 reviews

Chess Records

Reviewed By MichaelE9 - Orland Park, United States

This is an hour long tour led by a gent named Manchester....he is very knowledgeable and passionate about the history of Chess and the music created there. The space is historical and vibrant. You can close your eyes and imagine Etta James, Muddy Waters, Buddy Guy or The Stones and a host of studio musicians walking around and recording there. Hopefully it will reopen as a working studio soon.. A Chicago gem!

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