Top 50 Best Things to Do in Chicago
Top 50 Best Things to Do in Chicago
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Top 50 Best Things to Do in Chicago

Top 10 Night Attractions in Chicago
Top 10 Night Attractions in Chicago
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Top 10 Night Attractions in Chicago

Popular Family-friendly Attractions in Chicago
Popular Family-friendly Attractions in Chicago
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Popular Family-friendly Attractions in Chicago

Popular Best Things to Do Near Chicago
Popular Best Things to Do Near Chicago
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Popular Best Things to Do Near Chicago

Surrounding area map of Chicago

Attraction Types
Cultural institutions
Nature and wildlife
Historical attractions
Exhibitions & events
Sightseeing tours
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Areas
Downtown Chicago
Near North Side
Chicago Loop
Magnificent Mile
West Town
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Attraction rating
4.5+
4.0+
Attraction availability
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Free entry
Number of reviews
100+
50+
10+

Popular Attractions in Chicago (2026)

Only view Chicago
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Free entry
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Most booked
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Recommended
Traveller rating
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The Art Institute of Chicago

1. The Art Institute of Chicago

󰺂8.2
4.7/5
470 reviews
Rank
No. 1 of Best Things to Do in Chicago
󱔒Immediate access
Book now for today
Museums
Themed exhibition halls
Night view
_FB***24_FB***24Many famous pieces, spacious, wide range of art, furniture, textile, etc. thank you trip.com for the free ticket! Location is near the bean. So recommend visiting the bean too.
Chicago
639m from downtown
21% off
69.15
From 54.34
875 North Michigan Avenue

2. 875 North Michigan Avenue

󰺂7.8
4.5/5
243 reviews
Rank
No. 1 of Night Attractions in Chicago
󱔒Immediate access
Book now for today
Night view
小思文小思文The John Hancock Center is a place you can visit by appointment. Group tours in Chicago generally do not include activities in this place, but you can stop by here when you are traveling on your own to get to know some of the characteristics of American architecture and culture.
Chicago
2.4km from downtown
From 44.26
360 CHICAGO

3. 360 CHICAGO

󰺂7.8
4.7/5
43 reviews
Rank
No. 2 of Best Things to Do in Chicago
󱔒Immediate access
Book now for today
Night view
M22***39M22***39It's worth visiting, but the price is a bit high, so it doesn't feel like great value for money. There's a slanted window inside that offers a downward view of the city, but that costs extra. Overall, it doesn't feel like good value for money.
Chicago
2.4km from downtown
7% off
42.82
From 39.4
Field Museum

4. Field Museum

󰺂7.4
4.7/5
324 reviews
Rank
No. 4 of Best Things to Do in Chicago
󱔒Book now for tomorrow
Museums
yingkyingkSo much fun walking around here! Perfect for dating spots as well. I came with my bf& we had so many things to talk about all the times. Highly recommend& my bf got free ticket for Illinois residents!
Chicago
1.7km from downtown
11% off
44.38
From 39.37
Grant Park

5. Grant Park

󰺂7.3
4.4/5
117 reviews
Rank
No. 5 of Best Things to Do in Chicago
󱔒Natural scenery
Night view
小思文小思文Grant Park is also a good place to visit for free. The most common people you see are locals doing outdoor sports. Running is very popular and can be seen at different times of the day. There are also some people walking their dogs.
Chicago
944m from downtown
Free entry
Navy Pier

6. Navy Pier

󰺂6.5
4.5/5
342 reviews
Rank
No. 1 of Family-friendly Attractions in Chicago
󱔒Night view
RaushanKRaushanKNice place. This was in winter during Christmas. A lot of fun!!!
Chicago
2.6km from downtown
Free entry
Willis Tower

7. Willis Tower

󰺂6.4
4.5/5
507 reviews
Rank
No. 4 of Night Attractions in Chicago
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Night view
ArtlasArtlasBefore riding the elevator to the top, there’s an exhibition introducing Chicago. It covers architecture, famous people from the city, food, and more. At the tower’s summit, you can take in a panoramic view of the entire city. It’s definitely a worthwhile experience.
Chicago
513m from downtown
18% off
76.07
From 62.34
Chicago | BTS WORLD TOUR 'ARIRANG' 2026 CHICAGO
Aug 27-Aug 28

8. Chicago | BTS WORLD TOUR 'ARIRANG' 2026 CHICAGO

󰺂6.2
No comments yet
󱔒Concerts
Chicago
2.1km from downtown
Shoreline Sightseeing
Closes at 21:15

9. Shoreline Sightseeing

󰺂6.0
4.4/5
17 reviews
Rank
No. 9 of Best Things to Do in Chicago
󱔒Boat tour
Sightseeing bus
Night view
109***22109***22When you come to Chicago, you must take a boat tour, but I could hardly understand what the foreigners said when they introduced the tall buildings, so I just looked around. If I had purchased it through Ctrip, it would have been great if they could have given us a Chinese translation headset!
Chicago
1.4km from downtown
From 72.47
Skydeck Chicago

10. Skydeck Chicago

󰺂5.9
4.7/5
70 reviews
Rank
2026 Americas 50 - Night Attractions
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Night view
Travel is goodTravel is goodWalking on the glass ledge induces an exhilarating mix of awe and excitement, making it a must-try for visitors seeking a unique perspective of Chicago's skyline. Whether you're a tourist or a local, the Skydeck's glass walk is sure to leave you with unforgettable memories and stunning photo opportunities. can see 360 degrees the city and beautiful Lake Michigan
Chicago
513m from downtown
18% off
76.07
From 62.34
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