Top picks for Chicago City sightseeing
Discover 61 City sightseeing in Chicago on Trip.com, updated 31 October 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From US$7.14 per person, with an average total of US$55.84. Choose the option that suits your plan.
With 3.927k verified reviews, City sightseeing Chicago boast an average rating of 4.8.
This week's most popular City sightseeing: "Chicago Favorites Ultimate Food and Walking Tour", with 1.96k reviews and a 4.8 rating.
Now on Trip.com: "Millennium Park Audio Tour: Bean to Buckingham", a 1-hour adventure in Chicago!
The next available day tour departs on 1 November 2026. Book now to secure your spot!
Chicago City sightseeing usually take about 1 hours — perfect for a relaxed, immersive experience!
25% of Chicago City sightseeing now offer English-speaking guides
October is the perfect time to visit Chicago! Choose from 61 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.
61 results for Chicago City sightseeing
4.0/5· 2 reviews· 52 bookedBook now for todayFromUS$84.00
FromUS$52.56
Free cancellationBook now for today20% offLimited-time saleFromUS$7.14US$8.93
FromUS$84.00
5.0/5· 3 reviewsFree cancellationBook now for today5% offLimited-time saleFromUS$67.23US$70.77
5.0/5· 24 reviewsFree cancellationBook now for today24 consecutive positive reviews5% offLimited-time saleFromUS$55.99US$58.94
4.9/5· 359 reviewsFree cancellationBook now for today97.5% of travelers recommend5% offLimited-time saleFromUS$34.83US$36.67
4.8/5· 2k reviewsFree cancellationBook now for today96.5% of travelers recommendFromUS$84.99
4.6/5· 172 reviewsFree cancellationBook now for today5% offLimited-time saleFromUS$46.51US$48.96
4.6/5· 7 reviewsFree cancellationBook now for today5% offLimited-time saleFromUS$79.72US$83.92
5.0/5· 51 reviewsFree cancellationBook now for today51 consecutive positive reviews5% offLimited-time saleFromUS$80.65US$84.9
4.9/5· 385 reviewsFree cancellationBook now for today96.1% of travelers recommend5% offLimited-time saleFromUS$29.51US$31.07
4.9/5· 53 reviewsFree cancellationBook now for tomorrow98.1% of travelers recommend5% offLimited-time saleFromUS$93.96US$98.91
4.9/5· 895 reviewsFree cancellation27 consecutive positive reviewsFromUS$70.00
4.8/5· 9 reviewsFree cancellationBook now for tomorrow5% offLimited-time saleFromUS$9.47US$9.97
Free cancellationBook now for today5% offLimited-time saleFromUS$74.80US$78.74
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