Top Chicago Day Tours
Discover 124 Day tours in Chicago on Trip.com, updated December 31, 2025, 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 311.25. Choose the option that suits your plan.
With 4.73k verified reviews, Day tours Chicago boast an average rating of 4.8.
This week's most popular Day tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.936k reviews and a 4.9 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 1, 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
December is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Favorites Ultimate Food and Walking 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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Includes FREE 2-hour bike or kayak rental to extend your Chicago adventure.Duration: 3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 4 reviews5% offLimited-time saleFromSAR 302.42SAR 318.34
95.9% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 246 reviews5% offLimited-time saleFromSAR 131.16SAR 138.07
26 consecutive positive reviewsDuration: 1 hrEnglish5.0/5Excellent· 26 reviews5% offLimited-time saleFromSAR 106.74SAR 112.36
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromSAR 190.56
Duration: 270 minsEnglishFree cancellationBook now for today4.5/5Excellent· 48 reviewsFromSAR 468.76
Duration: 2 hrsEnglishFree cancellationBook now for todayFromSAR 185.74
Explore Chicago's iconic architecture on foot,Duration: 4.5 hrsEnglishFree cancellation5.0/5Excellent· 18 reviews5% offLimited-time saleFromSAR 352.26SAR 370.81
Admire Art Deco, Beaux-Arts, and neoclassical architecture.Duration: 2–3 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 2 reviews5% offLimited-time saleFromSAR 138.79SAR 146.1
Hear fascinating stories of Chicago's history, art, & cultureEnglishFree cancellationBook now for today4.4/5Good· 5 reviewsFromSAR 314.63
35 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 1.9k reviewsFromSAR 318.72
Chicago Shoreline Cruise Admission (Included in Price)Duration: 4 hrsEnglishFree cancellation5.0/5Excellent· 3 reviews5% offLimited-time saleFromSAR 672.52SAR 707.92
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromSAR 209.92SAR 220.97
Discover the secrets of the universe at Adler Planetarium, and more!EnglishFree cancellation4.7/5Great· 12 reviews5% offLimited-time saleFromSAR 298.89SAR 314.63
30 consecutive positive reviewsDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 337 reviewsFromSAR 131.26
99.4% of travelers recommendDuration: 2 hrsEnglishFree cancellation4.9/5Excellent· 1.5k reviewsFromSAR 131.26
98% of travelers recommendDuration: 2 hrsEnglishFree cancellationBook now for today4.9/5Excellent· 205 reviews5% offLimited-time saleFromSAR 127.86SAR 134.59
Enter the museum 30 minutes before public opening hoursDuration: 2.5 hrsEnglishFree cancellationBook now for today5.0/5Excellent· 11 reviews5% offLimited-time saleFromSAR 320.59SAR 337.47
91.2% of travelers recommendEnglishFree cancellationBook now for today4.6/5Excellent· 91 reviews5% offLimited-time saleFromSAR 160.11SAR 168.54
Duration: 150 minsEnglishFree cancellationFromSAR 314.54
FromSAR 1,481.27
Admire the architectural grandeur of historic buildings in the LoopDuration: 2 hrsEnglishFree cancellation5% offLimited-time saleFromSAR 213.48SAR 224.72
EnglishFree cancellationFromSAR 273.62
Duration: 150 minsEnglishFree cancellationBook now for todayFromSAR 338.58
FromSAR 333.64
Explore unknown beautiful spaces that even locals walk by every dayDuration: 2 hrsEnglishFree cancellation5.0/5Excellent· 8 reviews5% offLimited-time saleFromSAR 124.54SAR 131.1
79 consecutive positive reviewsDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 313 reviewsFromSAR 326.26
FromSAR 152.18
75 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Satisfactory· 4 reviewsFromSAR 562.79
FromSAR 337.64
FromSAR 342.98
FromSAR 41.24
Duration: 3 hrsEnglishFree cancellationBook now for todayFromSAR 275.44
Today you will step onto the streets that inspired Gotham City in "The Dark Knight," experiencing the mystery and solemnity beneath Gothic architecture.Duration: 3 hrsEnglishFree cancellationFromSAR 471.08
Duration: 4 hrsEnglishFree cancellationBook now for todayFromSAR 493.30
FromSAR 309.85
Explore Chicago through iconic film and television locations set among dramatic skylines and historic landmarks.Duration: 5.6 hrsEnglishFree cancellationFromSAR 442.73
Duration: 2 hrsEnglishFree cancellationBook now for todayFromSAR 189.75
FromSAR 375.89
Travel through Iowa's historic towns and enjoy the charming riverside scenery.Duration: 9 hrsEnglishFree cancellationFromSAR 387.70
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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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