Top Chicago Day Tours
Discover 113 Day tours in Chicago on Trip.com, updated December 31, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!
From INR 877.36 per person, with an average total of INR 6,910.99. 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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113 results for Chicago Day tours
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Recommended
Duration: 3 hrsEnglish5.0/5Excellent· 4 reviews5% offLimited-time saleFromINR 7,247.28INR 7,628.72
5% offLimited-time saleFromINR 3,143.27INR 3,308.71
5% offLimited-time saleFromINR 2,557.98INR 2,692.62
Duration: 1 hrEnglish5.0/5Excellent· 1 reviewFromINR 4,566.61
Duration: 270 minsEnglish4.5/5Excellent· 48 reviewsFromINR 11,233.63
Duration: 4.5 hrsEnglish5.0/5Excellent· 18 reviews5% offLimited-time saleFromINR 8,441.94INR 8,886.26
Duration: 2–3 hrsEnglish5.0/5Excellent· 2 reviews5% offLimited-time saleFromINR 3,325.98INR 3,501.04
FromINR 7,637.97
Duration: 4 hrsEnglish5.0/5Excellent· 3 reviews5% offLimited-time saleFromINR 16,116.90INR 16,965.16
5% offLimited-time saleFromINR 5,030.63INR 5,295.41
5% offLimited-time saleFromINR 7,162.96INR 7,539.96
Duration: 2 hrsEnglish4.9/5Excellent· 337 reviewsFromINR 3,145.42
Duration: 2 hrsEnglish4.9/5Excellent· 1.5k reviewsFromINR 3,145.42
Duration: 2 hrsEnglish4.9/5Excellent· 205 reviews5% offLimited-time saleFromINR 3,063.95INR 3,225.22
Duration: 2.5 hrsEnglish5.0/5Excellent· 11 reviews5% offLimited-time saleFromINR 7,682.99INR 8,087.36
5% offLimited-time saleFromINR 3,836.98INR 4,038.93
Duration: 150 minsEnglishFromINR 7,537.84
Duration: 2 hrsEnglish5% offLimited-time saleFromINR 5,115.96INR 5,385.23
Duration: 150 minsEnglishFromINR 8,113.78
Duration: 2 hrsEnglish5.0/5Excellent· 8 reviews5% offLimited-time saleFromINR 2,984.65INR 3,141.74
Duration: 3 hrsEnglish4.9/5Excellent· 313 reviewsFromINR 7,818.61
Duration: 3 hrsEnglishFromINR 11,026.67
Duration: 150 minsEnglishFromINR 4,839.56
Duration: 4 hrsEnglishFromINR 11,352.16
Duration: 2 hrsEnglishFromINR 4,312.15
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Hidden In Plain Sight: Chicago Prohibition TourGangsters and ghosts self-guided audio tour in ChicagoChicago: Signature Dishes Bike TourInstituto de Arte de Chicago: Entrada sin colas + Visita guiada semiprivadaChicago Favorites Ultimate Food and Walking Tour Chicago Downtown: 3-Hr Guided Pizza TourChicago City Tour with Architecture River Cruise OptionChicago: 2-Hour Kayak Rental from BridgeportRecorrido arquitectónico de 45 minutos por el río Chicago desde la Magnificent MileFlyover en Chicago: una experiencia inmersiva de teatro voladorUltimate city bike tour in ChicagoBite into Chicago: Discover the City’s Most Iconic FoodChicago: The Loop Guided TourChicago: Recorrido guiado a pie por el barrio LoopChicago round-trip|Dubuque Town + Galena Town
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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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