Top Chicago Day Tours
Discover 116 Day tours in Chicago on Trip.com, updated January 11, 2026, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!
From NZD 19.20 per person, with an average total of NZD 111.79. Choose the option that suits your plan.
With 12.164k 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: City Minibus Tour with Optional Architecture Cruise", a 4-hour adventure in Chicago!
The next available day tour departs on January 12, 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
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.
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116 results for Chicago Day tours
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26 consecutive positive reviewsDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 433 reviewsFromNZD 78.54
28 consecutive positive reviewsDuration: 1 hrEnglishFree cancellation4.9/5Excellent· 67 reviewsFromNZD 83.50
Admire panoramic views over downtown, Lake Michigan, and Navy PierDuration: 15 minsFree cancellation4.4/5Good· 100 reviews5% offLimited-time saleFromNZD 40.63NZD 42.77
92.2% of travelers recommendDuration: 90 minsEnglishFree cancellationBook now for today4.7/5Great· 4.3k reviews· 166 bookedFromNZD 78.54
Create memories at 3 amazing photo stops, including one of the Chicago skylineDuration: 2–4 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 11 reviews5% offLimited-time saleFromNZD 80.98NZD 85.25
FromNZD 78.55
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 9 reviews5% offLimited-time saleFromNZD 97.61NZD 102.75
Creative cocktails, wine, and beer from our fully-stocked cash barDuration: 2–2.5 hrsEnglishFree cancellation4.9/5Excellent· 11 reviews5% offLimited-time saleFromNZD 156.01NZD 164.23
FromNZD 61.08
Enjoy a peaceful escape from the city's hustleDuration: 2 hrsEnglishFree cancellationBook now for today5% offLimited-time saleFromNZD 86.04NZD 90.57
Discover why the river flows in reverse and other engineering featsDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 1 review5% offLimited-time saleFromNZD 106.71NZD 112.33
FromNZD 84.98
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFromNZD 313.32NZD 329.82
Duration: 4 hrsEnglishFree cancellationFromNZD 224.76
Board at the iconic Navy Pier with panoramic views of the Chicago skylineDuration: 75 minsEnglishFree cancellation4.2/5Good· 5 reviewsFromNZD 107.89
91.8% of travelers recommendDuration: 45 minsEnglishFree cancellationBook now for today4.7/5Great· 1.4k reviews· 193 bookedFromNZD 48.87
FromNZD 157.05
Learn what tragic story is covered by Chicago River's watersDuration: 120 minsEnglishFromNZD 19.20
91.2% of travelers recommendEnglishFree cancellation4.6/5Excellent· 91 reviews5% offLimited-time saleFromNZD 74.44NZD 78.36
23 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 891 reviewsFromNZD 130.89
Duration: 2 hrsEnglishFree cancellationBook now for todayFromNZD 54.77
Duration: 2 hrsEnglishFree cancellationBook now for todayFromNZD 85.37
Duration: 2 hrsEnglishFree cancellationBook now for todayFromNZD 54.97
95.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 246 reviews5% offLimited-time saleFromNZD 60.98NZD 64.19
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromNZD 87.58
35 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 1.9k reviewsFromNZD 146.49
28 consecutive positive reviewsDuration: 30 minsEnglishFree cancellationBook now for today4.8/5Great· 92 reviews5% offLimited-time saleFromNZD 62.17NZD 65.45
88 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 383 reviewsFromNZD 82.65
44 consecutive positive reviewsDuration: 2–4 hrsEnglishFree cancellationBook now for today4.8/5Great· 682 reviewsFromNZD 84.37
Discover the traditions, symbols, and stories behind Chinatown's rich heritage.Duration: 3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 16 reviews5% offLimited-time saleFromNZD 138.99NZD 146.31
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 313 reviewsFromNZD 149.95
Duration: 270 minsEnglishFree cancellation4.5/5Excellent· 48 reviewsFromNZD 215.45
91% of travelers recommendDuration: 90 minsEnglishFree cancellation4.6/5Excellent· 1k reviewsFromNZD 77.56
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromNZD 161.90NZD 170.43
Admire the towering Willis Tower and the Civic Opera BuildingDuration: 1.5 hrsEnglishFree cancellation4.0/5Good· 3 reviews5% offLimited-time saleFromNZD 95.37NZD 100.39
Chicago's Architecture, Culture and HistoryDuration: 2.5 hrsEnglishFree cancellation5.0/5Excellent· 2 reviews5% offLimited-time saleFromNZD 84.94NZD 89.42
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromNZD 203.38
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Excellent· 4 reviewsFromNZD 258.53
Stroll through the charming old towns of Iowa and admire the enchanting riverfront scenery.Duration: 9 hrsEnglishFree cancellationFromNZD 178.10
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Reviews: Lake Michigan Sunset Cruise in Chicago
Guest User2025-10-05
The views were amazing and the staff were friendly and entertaining. Would recommend this cruise to other travelers.★
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Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2025-10-18
The Puerto Rican tour guide was excellent. We enjoyed the cruise and learning about the different blgs. Liam makes it memorable with her random jokes, a great experience in general. Highly recommended. A different kinda view of Chicago.★
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Reviews: Chicago: Navy Pier Centennial Wheel Ticket
Guest User2025-12-07
It's a lot of fun, and the atmosphere is very family-friendly. It's definitely a must-do activity if you're in Chicago.★
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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: 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.
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