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Top picks for Chicago Day tours

Q: How many Day tours are available in Chicago on Trip.com?

Trip.com offers 111 Day tours in Chicago

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Q: Can I change or cancel my booking?

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Discover 111 Day tours in Chicago on Trip.com, updated January 1, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From IDR 466,040.00 per person, with an average total of IDR 1,184,974.25. Choose the option that suits your plan.

With 10.901k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "1-day tour of Chicago, USA", a 5-hour adventure in Chicago!

The next available day tour departs on January 2, 2026. Book now to secure your spot!

Chicago Day tours usually take about 5 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

January is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago River 90-Minute Architecture Tour.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours

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111 results for Chicago Day tours

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Recommended

Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929
Duration: 1 hr
English
5.0/5
Excellent· 1 review
FromIDR 846,561
1-day tour of Chicago, USA
Duration: 5.7 hrs
English
4.5/5
Excellent· 4 reviews
FromIDR 2,496,643
Flyover in Chicago: An Immersive Flying Theatre Experience
Duration: 30 mins
English
4.8/5
Great· 92 reviews
5% off
Limited-time sale
FromIDR 601,840IDR 633,516
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromIDR 912,841
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Great· 1.6k reviews
FromIDR 815,570
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Great· 4.3k reviews· 161 booked
FromIDR 748,993
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Great· 1.4k reviews· 193 booked
FromIDR 466,040
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Excellent· 313 reviews
FromIDR 1,448,053
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 16 reviews
5% off
Limited-time sale
FromIDR 1,343,322IDR 1,414,024
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 1.9k reviews
FromIDR 1,414,598
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
FromIDR 1,564,857IDR 1,647,218
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Excellent· 48 reviews
FromIDR 2,080,536
Chicago: Sunset Kayak Tour on the Chicago River
Duration: 1.5 hrs
English
4.0/5
Good· 3 reviews
5% off
Limited-time sale
FromIDR 919,751IDR 968,159
Chicago: Art of a City, Downtown Chicago Guided Walking Tour
Duration: 2.5 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromIDR 820,960IDR 864,169
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromIDR 1,964,026
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Excellent· 1k reviews
FromIDR 748,993
Signature dishes of Chicago bike tour
English
FromIDR 1,497,820
Chicago round-trip|Dubuque Town + Galena Town
Duration: 9 hrs
English
FromIDR 1,719,911
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 40 reviews
5% off
Limited-time sale
FromIDR 513,634IDR 540,668
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Great· 50 reviews
5% off
Limited-time sale
FromIDR 774,536IDR 815,302

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Bite into Chicago: Discover the City’s Most Iconic Food 'Spray Paint & Sip' urban art workshop in Chicago Original Chicago Prohibition Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Loop Neighborhood Guided Walking Tour Scenic Chicago Night Tour Chicago: Chinatown Food & Culture Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago: Architecture River Cruise from Michigan Avenue Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Museum of Ice Cream Entry Ticket Chicago: Moonlight Paddle Tour on the Chicago River Chicago River 90-Minute Architecture Tour Chicago Favorites Ultimate Food and Walking Tour Millennium Park self-guided walking audio tour in Chicago

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Reviews/Trip Moments

★

Reviews: Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

Guest User2025-10-26

very nice view, detailed explanation of buildings of Chicago. I recommend late afternoon or evening time to jump on the cruise

★

Reviews: 1-day tour of Chicago, USA

Guest User2024-07-02

The master is super nice, punctual and kind. The experience is great, overall it is great, the service is very good and the price is high.

★

Reviews: Flyover in Chicago: An Immersive Flying Theatre Experience

Guest User2025-11-17

Best money spent while visiting Chicago! This experience was so much fun in! Can’t wait to visit again and do the FlyOver again!!!

★

Reviews: Chicago Crime and Mob Bus Tour

Guest User2025-12-06

Great tour. Very knowledgeable guide. Highly recommend. I really enjoyed learning so much about the crime history of Chicago.

★

Reviews: Chicago River 90-Minute Architecture Tour

Guest User2025-12-17

It was really, really great ㅠ The highlight of my trip to Chicago.. This is almost 80% of my memories of Chicago and I have no regrets. The buildings are really big and pretty. Make memories.

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