Top picks for Chicago City sightseeing
Discover 63 City sightseeing in Chicago on Trip.com, updated 18 October 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!
From £7.51 per person, with an average total of £38.38. Choose the option that suits your plan.
With 2.674k 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: "Big Bus Chicago Combo: 48-hour Hop-On Hop-Off Ticket and Shoreline Architecture Cruise", a 24-hour adventure in Chicago!
The next available day tour departs on 19 October 2026. Book now to secure your spot!
Chicago City sightseeing usually take about 24 hours — perfect for a relaxed, immersive experience!
30% of Chicago City sightseeing now offer English-speaking guides
October is the perfect time to visit Chicago! Choose from 63 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.
63 results for Chicago City sightseeing
4.0/5· 2 reviews· 54 bookedBook now for todayFrom£63.10
From£74.36
5% offLimited-time saleFrom£22.46£23.65
From£63.10
5.0/5· 23 reviewsFree cancellationBook now for tomorrow23 consecutive positive reviews5% offLimited-time saleFrom£42.14£44.36
4.9/5· 371 reviewsFree cancellationBook now for today96.2% of travelers recommend5% offLimited-time saleFrom£22.10£23.27
4.8/5· 2k reviewsFree cancellation96.5% of travelers recommendFrom£63.84
5.0/5· 1 reviewFree cancellationBook now for tomorrow5% offLimited-time saleFrom£50.62£53.29
Free cancellationBook now for todayFrom£7.51
4.6/5· 168 reviewsFree cancellationBook now for today5% offLimited-time saleFrom£34.99£36.84
4.6/5· 7 reviewsFree cancellationBook now for today5% offLimited-time saleFrom£59.99£63.15
4.9/5· 118 reviewsFree cancellation100 consecutive positive reviewsFrom£26.29
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