Top picks for Chicago Experiences
Discover 9 Experiences in Chicago on Trip.com, updated February 27, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From HKD 62.11 per person, with an average total of HKD 570.38. Choose the option that suits your plan.
With 784 verified reviews, Experiences Chicago boast an average rating of 4.7.
This week's most popular Experiences: "Paula Deen's Lumberjack Feud Supper Show- ALL U CAN EAT", with 285 reviews and a 4 rating.
Now on Trip.com: "Art Institute of Chicago Private Expert Guided Tour", a 2-hour adventure in Chicago!
The next available day tour departs on February 28, 2026. Book now to secure your spot!
Chicago Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!
95% of Chicago Experiences now offer English-speaking guides
February is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Paula Deen's Lumberjack Feud Supper Show- ALL U CAN EAT.
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
Free cancellationDuration: 270 mins4.5/5Satisfied· 48 reviewsFromHK$977.94
Create memories at 3 amazing photo stops, including one of the Chicago skylineFree cancellationDuration: 2–4 hrs4.9/5Excellent· 11 reviews5% offLimited-time saleFromHK$363.36HK$382.49
Exquisite flavors with consistently high qualityEnglishFromHK$62.11
Exquisite flavors with consistently high qualityEnglishFromHK$62.11
Exquisite flavors with consistently high qualityEnglishFromHK$62.11
Behold the beautiful architecture of the Museum CampusFree cancellationDuration: 3 hrs4.9/5Excellent· 9 reviews5% offLimited-time saleFromHK$437.88HK$460.93
Free cancellationBook now for todayDuration: 3 hrsFromHK$627.12
Free cancellationDuration: 90 minsFromHK$234.67
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.8/5Very good· 18 reviews5% offLimited-time saleFromHK$628.98HK$662.09
23 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 214 reviews5% offLimited-time saleFromHK$266.85HK$280.9
Flat rate for Chinese-speaking or English-speaking drivers (bilingual service provided)Free cancellationEnglishFromHK$757.67
100 consecutive positive reviewsFree cancellationDuration: 2 hrs5.0/5Excellent· 189 reviewsFromHK$1,040.45
Free cancellationDuration: 90 mins4.0/5Good· 285 reviewsFromHK$471.68
Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.English5.0/5Excellent· 3 reviews· 64 bookedFromHK$262.89
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