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Top picks for Chicago Experiences

Discover 28 Experiences in Chicago on Trip.com, updated February 11, 2026, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From PHP 169.21 per person, with an average total of PHP 3,881.24. Choose the option that suits your plan.

With 475 verified reviews, Experiences Chicago boast an average rating of 4.4.

This week's most popular Experiences: "Chicago Loop District Food Tour with Deep Dish & Beef Sandwich", with 313 reviews and a 4.9 rating.

Now on Trip.com: "Chicago: Signature Dishes Bike Tour", a 4-hour adventure in Chicago!

The next available day tour departs on February 12, 2026. Book now to secure your spot!

Chicago Experiences usually take about 4 hours — perfect for a relaxed, immersive experience!

72% 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 Chicago Loop District Food Tour with Deep Dish & Beef Sandwich.

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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28 results for Chicago Experiences

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Reviews/Trip Moments

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Reviews: BIG BUS Chicago hop-on hop-off bus tour
Guest User2025-11-06
It’s a nice experience for those who have a short visit to Chicago. One can see the main attractions and city highlights in 24 hrs ticket. 48 hrs ticket only recommended if wishing to use the cruise, otherwise 24 hrs are enough to see the city

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