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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 95 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Architecture of the Magnificent Mile Chicago: City Minibus Tour with Optional Architecture Cruise Chicago: Ultimate City Attractions Bike Tour

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Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

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Discover 95 Day tours in Chicago on Trip.com, updated March 3, 2026, with experiences lasting from 1 to 4 hours. Find the perfect adventure for your day!

From CAD 38.37 per person, with an average total of CAD 77.51. Choose the option that suits your plan.

With 12.485k 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: "Chicago: City Minibus Tour with Optional Architecture Cruise", a 4-hour adventure in Chicago!

The next available day tour departs on March 4, 2026. Book now to secure your spot!

Chicago Day tours usually take about 4 hours — perfect for a relaxed, immersive experience!

97% of Chicago Day tours now offer English-speaking guides

March 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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95 results for Chicago Day tours

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Architecture of the Magnificent Mile
Duration: 90 mins
English
FromCAD 47.42
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromCAD 63.22CAD 66.55
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromCAD 76.20CAD 80.22
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Very good· 1.4k reviews· 204 booked
FromCAD 38.37
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Very good· 4.3k reviews· 172 booked
FromCAD 60.30
Chicago: Architecture River Cruise from Navy Pier
Duration: 75 mins
English
FromCAD 52.83
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Excellent· 21 reviews
5% off
Limited-time sale
FromCAD 121.80CAD 128.22
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
FromCAD 115.07CAD 121.13
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
FromCAD 50.36CAD 53.02
Chicago: 48-hour Hop-on Hop-off Tour and 360 CHICAGO Deck
English
4.4/5
Good· 5 reviews
5% off
Limited-time sale
FromCAD 108.49CAD 114.2
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Very good· 1.6k reviews
FromCAD 67.15
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Very good· 44 reviews
5% off
Limited-time sale
FromCAD 54.24CAD 57.1
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Satisfied· 93 reviews
5% off
Limited-time sale
FromCAD 58.13CAD 61.19
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Satisfied· 1k reviews
FromCAD 61.67
Chicago: Historic Architecture Chicago River Small Boat Tour
Duration: 1.5 hrs
English
4.9/5
Excellent· 7 reviews
FromCAD 91.76
Chicago: Moonlight Paddle Tour on the Chicago River
Duration: 1.5 hrs
English
4.2/5
Good· 5 reviews
FromCAD 77.53
Chicago: Sunset Kayak Tour on the Chicago River
Duration: 1.5 hrs
English
4.0/5
Good· 3 reviews
FromCAD 78.18
Chicago by Night River and Lake Cruise
Duration: 1.5 hrs
English
4.6/5
Satisfied· 189 reviews
FromCAD 67.99
Chicago: Fireworks Cruise with Lake or River Viewing Options
Duration: 45–120 mins
English
4.2/5
Good· 81 reviews
FromCAD 43.82
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
Duration: 90 mins
English
FromCAD 62.31
Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise
Duration: 90 mins
English
FromCAD 67.73
Lake Michigan & Chicago River: 75 Minute Speedboat Cruise
Duration: 75 mins
English
FromCAD 157.77
Chicago: Premier Dinner Cruise on the Chicago River
Duration: 150 mins
FromCAD 200.48
Chicago: Wicker Park Architecture Walking Tour
Duration: 2 hrs
English
FromCAD 54.38
Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Duration: 3 hrs
English
5.0/5
Excellent· 5 reviews
5% off
Limited-time sale
FromCAD 109.77CAD 115.55
Chicago Walking Tour: A Walk Through Time
Duration: 90 mins
English
4.9/5
Excellent· 118 reviews
FromCAD 47.96
Chicago: Inside Walking Tour Of Fine Arts Building
Duration: 1.5 hrs
English
5% off
Limited-time sale
FromCAD 51.66CAD 54.38
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.8/5
Very good· 2k reviews
FromCAD 116.46
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 45 reviews
5% off
Limited-time sale
FromCAD 44.15CAD 46.48
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromCAD 49.09
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Satisfied· 246 reviews
FromCAD 44.53
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromCAD 57.54
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Very good· 13 reviews
5% off
Limited-time sale
FromCAD 103.25CAD 108.69
Chicago: Medieval Torture Museum Ticket with Ghost Hunting
English
4.7/5
Very good· 7 reviews
5% off
Limited-time sale
FromCAD 46.83CAD 49.3
Chicago Highlights Walking Tour with Skydeck & Cruise
Duration: 4 hrs
English
5.0/5
Excellent· 3 reviews
FromCAD 260.00
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.7/5
Very good· 11 reviews
5% off
Limited-time sale
FromCAD 42.49CAD 44.73
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 28 reviews
5% off
Limited-time sale
FromCAD 39.15CAD 41.22
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Excellent· 2 reviews
5% off
Limited-time sale
FromCAD 50.97CAD 53.66
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off
Limited-time sale
FromCAD 111.09CAD 116.94
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Satisfied· 433 reviews
FromCAD 61.65

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Frequently asked questions about Chicago Day tours

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



What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?



How can I contact Trip.com customer support?



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

More Popular Destinations

Chicago: Loop Neighborhood Guided Walking Tour Chicago River 45-Minute Architecture Tour from Magnificent Mile Chicago River 90-Minute Architecture Tour Chicago: Museum of Ice Cream Entry Ticket Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Chicago Favorites Ultimate Food and Walking Tour iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago: Highlights & Attractions Walking Tour Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Moonlight Paddle Tour on the Chicago River Chicago: Medieval Torture Museum Ticket with Ghost Hunting Chicago: 45 Minute Architectural Sightseeing Cruise Chicago: Classic Food & Walking Tour with Free Bike or Kayak Chicago: Architecture River Cruise from Michigan Avenue

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Reviews/Trip Moments

★

Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise

Guest User2025-10-13

Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.

★

Reviews: Chicago: Ultimate City Attractions Bike Tour

Guest User2025-09-15

Amazing guide and tour. Bikes were excellent and gave us chance to see so much of the city you wouldn’t access on any other tour. Loved it!!

★

Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile

Guest User2024-10-07

Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!

★

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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