Top picks for Chicago Day tours
Discover 118 Day tours in Chicago on Trip.com, updated December 27, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From IDR 183,337.00 per person, with an average total of IDR 1,156,802.92. Choose the option that suits your plan.
With 13.264k 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: Loop Neighborhood Guided Walking Tour", a 2-hour adventure in Chicago!
The next available day tour departs on December 28, 2025. Book now to secure your spot!
Chicago Day tours usually take about 2 hours — perfect for a relaxed, immersive experience!
100% of Chicago Day tours now offer English-speaking guides
December 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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118 results for Chicago Day tours
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Recommended
Duration: 270 minsEnglishFree cancellation4.5/5Excellent· 48 reviewsFromIDR 2,085,268
Admire the architectural grandeur of historic buildings in the LoopDuration: 2 hrsEnglishFree cancellation5% offLimited-time saleFromIDR 949,856IDR 999,849
Immerse yourself in Chicago's culture as you explore its vibrant neighborhoodsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 14 reviewsFromIDR 984,333
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellation4.7/5Great· 4.3k reviews· 155 bookedFromIDR 750,697
24 consecutive positive reviewsDuration: 45 minsEnglishFree cancellation4.7/5Great· 1.4k reviews· 183 bookedFromIDR 467,100
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromIDR 846,561
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 1k reviewsFromIDR 750,697
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Duration: 9 hrsEnglishFree cancellationFromIDR 1,723,823
44 consecutive positive reviewsDuration: 2–4 hrsEnglishFree cancellation4.8/5Great· 682 reviewsFromIDR 816,591
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromIDR 1,567,421IDR 1,649,917
34 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 1.9k reviewsFromIDR 1,417,816
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Great· 1.6k reviewsFromIDR 817,425
FromIDR 1,501,227
100 consecutive positive reviewsDuration: 5 hrsEnglishFree cancellation4.9/5Excellent· 1.1k reviewsFromIDR 1,684,063
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Excellent· 4 reviewsFromIDR 2,502,322
81 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 376 reviewsFromIDR 799,909
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 313 reviewsFromIDR 1,451,347
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellation4.8/5Great· 20 reviews5% offLimited-time saleFromIDR 1,345,582IDR 1,416,403
24 consecutive positive reviewsDuration: 150 minsEnglishFree cancellation4.9/5Excellent· 96 reviewsFromIDR 833,440
97.6% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 250 reviews5% offLimited-time saleFromIDR 569,429IDR 599,399
Admire the towering Willis Tower and the Civic Opera BuildingDuration: 1.5 hrsEnglishFree cancellation5% offLimited-time saleFromIDR 924,108IDR 972,746
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromIDR 1,968,493
Chicago's Architecture, Culture and HistoryDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromIDR 822,425IDR 865,711
FromIDR 183,337
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Chicago: Chinatown Food & Culture Walking TourChicago River 45-Minute Architecture Tour from Magnificent Mile'Spray Paint & Sip' urban art workshop in ChicagoChicago: Loop Neighborhood Guided Walking TourChicago: Field Museum of Natural History Ticket or VIP TourOriginal Chicago Prohibition TourMillennium Park self-guided walking audio tour in ChicagoChicago: Moonlight Paddle Tour on the Chicago RiverChicago: Museum of Ice Cream Entry TicketChicago River 90-Minute Architecture TourChicago: Highlights & Attractions Walking TourScenic Chicago Night TourBite into Chicago: Discover the City’s Most Iconic FoodChicago: 2-Hour Kayak Rental from BridgeportChicago Favorites Ultimate Food and Walking Tour
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Reviews: Small-Group Tour of Chicago Neighborhoods: North and South Side
Guest User2025-11-05
An authentic tour experience from a guide who loves Chicago. You will learn a lot and be entertained. ★
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Reviews: Chicago: Lakefront Neighborhoods Bike Tour
Guest User2025-09-22
Great tour company. Organized, efficient and friendly. Liam was our tour guide and he obviously enjoys his job. He is knowledgeable and engaging.★
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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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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!★
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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
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