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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 103 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago Crime and Mob Bus Tour Chicago: Mob and Crime Bus Tour Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Q: What are the top-rated Day tours in Chicago?

Chicago's Original Dazzling Architectural Interiors Tour Chicago: Taste of Chinatown Food and Cultural Walking Tour Chicago in a Day: Food, History & Architecture Walking Tour

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Discover 103 Day tours in Chicago on Trip.com, updated February 7, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From AED 99.36 per person, with an average total of AED 216.95. Choose the option that suits your plan.

With 14.91k verified reviews, Day tours Chicago boast an average rating of 4.8.

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: "Chicago: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on February 8, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

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

February 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.

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103 results for Chicago Day tours

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Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromAED 179.98
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 54 reviews
5% off
Limited-time sale
FromAED 171.55AED 180.58
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Excellent· 313 reviews
FromAED 312.17
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 169 booked
FromAED 165.29
The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour
Duration: 150 mins
English
FromAED 330.94
Delicious Donuts & City Sights: Chicago's Original Donut Tour
Duration: 2 hrs
English
4.9/5
Excellent· 893 reviews
FromAED 257.11
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Very good· 42 reviews
5% off
Limited-time sale
FromAED 101.52AED 106.87
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromAED 276.62AED 291.18
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Satisfied· 4 reviews
FromAED 550.95
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromAED 128.79
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromAED 171.38AED 180.4
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromAED 206.59AED 217.47
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.8/5
Very good· 17 reviews
5% off
Limited-time sale
FromAED 296.70AED 312.32
Chicago's Original Dazzling Architectural Interiors Tour
Duration: 2 hrs
English
5.0/5
Excellent· 8 reviews
5% off
Limited-time sale
FromAED 122.55AED 129.01
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Excellent· 1.5k reviews
FromAED 128.56
Original Chicago Prohibition Tour
Duration: 4 hrs
English
FromAED 202.41
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 187 booked
FromAED 102.85
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1–1.5 hrs
English
4.9/5
Excellent· 67 reviews
5% off
Limited-time sale
FromAED 136.53AED 143.72
Chicago Film and TV Tour: Skyscraper Light and Shadow 1-day Tour
Duration: 3 hrs
English
FromAED 461.17
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
FromAED 165.29
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Satisfied· 246 reviews
FromAED 119.38
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromAED 176.31
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromAED 165.60
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Satisfied· 48 reviews
FromAED 459.13
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
FromAED 297.56AED 313.23
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
FromAED 311.96AED 328.38
Downtown Chicago: Architecture Highlights Guided Tour
Duration: 90 mins
English
FromAED 99.36
Chicago: Architecture River Cruise from Michigan Avenue
Duration: 1 hr
English
FromAED 241.82
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 43 reviews
5% off
Limited-time sale
FromAED 118.11AED 124.33
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromAED 165.29
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromAED 124.89
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
English
4.7/5
Very good· 7 reviews
5% off
Limited-time sale
FromAED 125.28AED 131.88
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 250 reviews
5% off
Limited-time sale
FromAED 128.86AED 135.65
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.9/5
Excellent· 2k reviews
FromAED 312.17
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromAED 131.61
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromAED 476.37AED 501.45

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Frequently asked questions about Chicago Day tours

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

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What are the best Day tours in Chicago?

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What are the top-rated Day tours in Chicago?

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How can I contact Trip.com customer support?

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Can I change or cancel my booking?



How can I get discounted prices?

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Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago Mobs and Haunts Walking Tour iFLY Chicago Lincoln Park: First Time Flyer Experience Original Chicago Prohibition Tour Chicago: Loop Neighborhood Guided Walking Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Highlights & Attractions Walking Tour Chicago: 45 Minute Architectural Sightseeing Cruise Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago: Architecture River Cruise from Michigan Avenue Chicago: Museum of Ice Cream Entry Ticket Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Big Bus Chicago: Hop-on Hop-off Bus Tour Chicago River 90-Minute Architecture Tour Chicago Favorites Ultimate Food and Walking Tour

Chicago Activities Chicago Day Tours Chicago Connectivity Solutions Water Activities in Chicago Chicago Yacht Charter Chicago Group Tours Chicago Boat Tickets Chicago Surfing Food & Drink in Chicago Chicago City Pass Chicago Sports & Adventure Chicago Walking Tours Chicago Local Tour Guides Chicago Travel Essentials Boat Experiences in Chicago Hua Hin Boat Tickets South Korea Restaurant Discounts Thailand Day Tours Japan Group Tours South Korea Travel Essentials Seoul Activities Water Activities in Tokyo Boat Experiences in Shanghai Shanghai Bus Tickets Shanghai Boat Tickets Doi Inthanon Park Waterfall Explorer Tour from Chiang Mai Limassol Cruise Terminal Traditional and Modern Cyprus Tour Discover Wellington 3 hour City Tour Out to Sea Split Boat Party w/ Blue Lagoon Swim, Dj & Afterparty Discover La Rochelle: Discovery Walking Tour of La Rochelle Santa Monica and Venice Beach 3-Hour Bike Guided Tour Half Day City Tour in Manta and Montecristi Landmarks Annapolis Historic Walking Tour at Harbor and Naval Academy Pisa Half-Day Private Shore Excursion from Livorno Port 3 Island Luxury Cruise with 4 Swimming Stops with Captain Morgan

Reviews/Trip Moments

★

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: Mob and Crime Bus Tour

Guest User2026-01-23

My wife and I had an amazing time learning about Chicago's history. And our tour guide was very entertaining and informative. I would highly recommend this activity to anyone visiting Chicago!

★

Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Guest User2024-07-19

Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city 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.

★

Reviews: Delicious Donuts & City Sights: Chicago's Original Donut Tour

Guest User2026-01-20

We had a great time touring Chicago with our guide, Nick. He was personable and knowledgeable, and kept the conversation interesting for the whole family (mom + 3 kids ages 12, 10 and 7). It was legit FREEZING the morning of our tour with windchill -20 or so, but Nick knew plenty of places to take a break and warm up before venturing back into the cold. The donuts were amazing - each of the four of us had a different favorite - and the variety was impressive. My main advice is to eat 1/4 of each donut at the most - you will run out of room!! Thanks again to Underground for a fun experience with the kids.

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