Top Chicago Day Tours
Discover 124 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 SAR 41.24 per person, with an average total of SAR 308.59. Choose the option that suits your plan.
With 9.857k 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: Classic Food & Walking Tour with Free Bike or Kayak", a 3-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 3 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.
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124 results for Chicago Day tours
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Recommended
Duration: 3 hrsEnglish5.0/5Excellent· 4 reviews5% offLimited-time saleFromSAR 302.04SAR 317.94
5% offLimited-time saleFromSAR 131.00SAR 137.9
5% offLimited-time saleFromSAR 106.60SAR 112.22
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromSAR 190.74
Duration: 270 minsEnglish4.5/5Excellent· 48 reviewsFromSAR 468.77
5% offLimited-time saleFromSAR 209.65SAR 220.69
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFromSAR 351.83SAR 370.35
Duration: 2–3 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromSAR 138.61SAR 145.91
FromSAR 318.73
Duration: 4 hrsEnglish5.0/5Excellent· 3 reviews5% offLimited-time saleFromSAR 671.68SAR 707.04
5% offLimited-time saleFromSAR 298.52SAR 314.24
Duration: 90 minsEnglish4.7/5Great· 4.3k reviews· 161 bookedFromSAR 168.76
Duration: 2 hrsEnglish4.9/5Excellent· 1.5k reviewsFromSAR 131.26
Duration: 2 hrsEnglish4.9/5Excellent· 205 reviews5% offLimited-time saleFromSAR 127.69SAR 134.42
5% offLimited-time saleFromSAR 159.91SAR 168.33
Duration: 45 minsEnglish4.7/5Great· 1.4k reviews· 183 bookedFromSAR 105.01
Duration: 2.5 hrsEnglish5.0/5Excellent· 11 reviews5% offLimited-time saleFromSAR 320.19SAR 337.05
Duration: 2 hrsEnglish5.0/5Excellent· 8 reviews5% offLimited-time saleFromSAR 124.39SAR 130.94
Duration: 150 minsEnglishFromSAR 314.15
Duration: 2 hrsEnglish5% offLimited-time saleFromSAR 213.21SAR 224.44
Duration: 150 minsEnglishFromSAR 338.15- FromSAR 220.69
Duration: 3 hrsEnglishFromSAR 471.08
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Reviews: Chicago: Classic Food & Walking Tour with Free Bike or Kayak
Guest User2025-09-25
Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.★
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Reviews: Chicago: Gangsters and Ghosts Guided Walking Tour
Guest User2025-12-11
Our guide Sophie brought the stories to life. We had a lot of fun. The tour was interesting, and we learned a great deal about Al Capone and his schemes, as well as about tragic lake and theater fires. The tour is highly recommended.★
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Reviews: The Chicago Theatre Tour Experience
Guest User2025-11-24
Our tour guide Jackie was awesome! She was very knowledgeable about the theater even working there. She made it very engaging and informative and was beyond our expectations!★
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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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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: 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!!
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