Top picks for Chicago Experiences
Discover 20 Experiences in Chicago on Trip.com, updated March 5, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From NZD 13.40 per person, with an average total of NZD 121.56. Choose the option that suits your plan.
With 374 verified reviews, Experiences Chicago boast an average rating of 4.8.
This week's most popular Experiences: "Chicago: Secret Interiors Architecture Walking Tour", with 214 reviews and a 4.9 rating.
Now on Trip.com: "Chicago: Architecture River Cruise Skip-the-Ticket Line", a 1-hour adventure in Chicago!
The next available day tour departs on March 6, 2026. Book now to secure your spot!
Chicago Experiences usually take about 1 hours — perfect for a relaxed, immersive experience!
83% of Chicago Experiences now offer English-speaking guides
March is perfect for visiting Chicago! Choose from Experiences available day tours, including seasonal hits like Chicago: Secret Interiors Architecture 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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20 results for Chicago Experiences
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Recommended
90.7% of travelers recommendFree cancellationEnglish4.7/5Very good· 43 reviews5% offLimited-time saleFromNZD 46.58NZD 49.04
28 consecutive positive reviewsFree cancellationDuration: 1–1.5 hrs4.9/5Excellent· 67 reviews5% offLimited-time saleFromNZD 62.23NZD 65.51
Free cancellationDuration: 150 minsFromNZD 152.61
Explore Chicago's iconic architecture on foot,Free cancellationDuration: 4.5 hrs5.0/5Excellent· 18 reviews5% offLimited-time saleFromNZD 159.03NZD 167.4
Free cancellationBook now for todayDuration: 2 hrsFromNZD 83.01
Creative cocktails, wine, and beer from our fully-stocked cash barFree cancellationDuration: 2–2.5 hrs4.9/5Excellent· 22 reviews5% offLimited-time saleFromNZD 151.49NZD 159.47
23 consecutive positive reviewsFree cancellationDuration: 2 hrs4.9/5Excellent· 214 reviews5% offLimited-time saleFromNZD 57.19NZD 60.21
Enjoy the beautiful scenery of Chicago on a convenient open-top double-decker bus.English5.0/5Excellent· 3 reviews· 61 bookedFromNZD 62.87
Navigate all three branches of the Chicago River in a fully equipped vesselFree cancellationDuration: 45–60 minsFromNZD 24.30
Free cancellationDuration: 150 minsFromNZD 311.48
Book now for todayDuration: 90 minsFromNZD 78.16
Free cancellationBook now for todayDuration: 2 hrsFromNZD 79.51
Exquisite flavors with consistently high qualityEnglishFromNZD 13.40
Book now for todayDuration: 90 minsFromNZD 79.51
Free cancellationDuration: 75 minsFromNZD 193.43
Chinese-speaking driver at a fixed price (services available in Chinese and English)Free cancellationEnglishFromNZD 163.42
Enjoy a buffet-style brunch with freshly prepared entrees, salads and dessertsDuration: 120 minsFromNZD 202.67
FromNZD 293.77
Exquisite flavors with consistently high qualityEnglishFromNZD 13.40
Exquisite flavors with consistently high qualityEnglishFromNZD 13.40
Free cancellationDuration: 2 hrsFromNZD 215.18
Global language translation allows you to communicate without worries no matter where you are, and start your health journey with peace of mind.Instant confirmationBook now for todayFromNZD 27.39
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Reviews: Chicago: Field Museum of Natural History Ticket or VIP Tour
Guest User2026-01-26
The Field Museum was definitely exciting and fun. It was pretty cool seeing dinosaurs up close and learning about different cultures as well as animals. The weekends get pretty crowded with families in attendance. I would recommend visiting during the week for a quieter visit.★
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Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line
Guest User2025-10-18
The Puerto Rican tour guide was excellent. We enjoyed the cruise and learning about the different blgs. Liam makes it memorable with her random jokes, a great experience in general. Highly recommended. A different kinda view of Chicago.★
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Reviews: Chicago in a Day: Food, History & Architecture Walking Tour
Guest User2025-11-20
Exciting and entertaining right to the end. Rich has a lot to say and answered all questions. This tour of Chicago's culinary highlights is 100% recommended for every European!About
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