Top picks for Chicago Experiences
Discover 9 Experiences in Chicago on Trip.com, updated January 15, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From JPY 1,233.00 per person, with an average total of JPY 10,001.38. Choose the option that suits your plan.
With 1.732k verified reviews, Experiences Chicago boast an average rating of 4.6.
This week's most popular Experiences: "Chicago Crime and Mob Bus Tour ", with 1.59k reviews and a 4.7 rating.
Now on Trip.com: "Chicago: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!
The next available day tour departs on January 16, 2026. Book now to secure your spot!
Chicago Experiences usually take about 1 hours — perfect for a relaxed, immersive experience!
100% of Chicago Experiences now offer English-speaking guides
January is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Chicago Crime and Mob Bus Tour .
Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.
9 results for Chicago Experiences
FromJPY 22,147
Save up to 50% vs buying individual tickets Go at your own pace with 30 days validity from your first attraction visit Perfect for ticking a few firm favourites off your bucket listEnglishBook now for today4.0/5Good· 2 reviews· 77 bookedFromJPY 13,288
Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.English5.0/5Excellent· 3 reviews· 61 bookedFromJPY 5,728
94.1% of travelers recommendDuration: 1.5 hrsEnglishFree cancellation4.7/5Very good· 51 reviews5% offLimited-time saleFromJPY 7,374JPY 7,763
90.2% of travelers recommendEnglishFree cancellation4.7/5Very good· 41 reviews5% offLimited-time saleFromJPY 4,365JPY 4,595
91.4% of travelers recommendDuration: 90–120 minsEnglishFree cancellation4.7/5Very good· 1.6k reviewsFromJPY 7,752
76 travelers savedDuration: 5.7 hrsEnglishFree cancellation4.5/5Satisfied· 4 reviewsFromJPY 23,729
Use a digital admission ticket to conveniently enjoy Chicago's iconic attractions.EnglishBook now for todayFromJPY 22,867
Explore this city at your own pace with an exploration pass.EnglishFromJPY 13,294
Behold the beautiful architecture of the Museum CampusDuration: 3 hrsEnglishFree cancellation4.9/5Excellent· 9 reviews5% offLimited-time saleFromJPY 8,879JPY 9,347
Chinese-speaking driver at a fixed price (services available in Chinese and English)EnglishFree cancellationFromJPY 15,038
Exquisite flavors with consistently high qualityEnglishFromJPY 1,233
Duration: 90 minsEnglishFromJPY 7,117
Exquisite flavors with consistently high qualityEnglishFromJPY 1,233
Exquisite flavors with consistently high qualityEnglishFromJPY 1,233
FromJPY 4,745
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