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Top Picks for Chicago Experiences

Q: How many Experiences are available in Chicago on Trip.com?

Trip.com offers 46 Experiences in Chicago

Q: What are the best Experiences in Chicago?

Big Bus Chicago Hop-on Hop-off Bus Tour Chicago: 90-Minute Architecture Tour on the Lake & River Chicago River 45-min architecture cruise

Q: What are the top-rated Experiences in Chicago?

Big Bus Chicago Hop-on Hop-off Bus Tour Skyline lake boat tour from Navy Pier Bite into Chicago: Discover the City’s Most Iconic Food

Q: How can I contact Trip.com customer support?

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Discover 46 Experiences in Chicago on Trip.com, updated October 2, 2025, with experiences lasting from 1 to 24 hours. Find the perfect adventure for your day!

From INR 1,241.84 per person, with an average total of INR 6,982.79. Choose the option that suits your plan.

With 90 verified reviews, Experiences Chicago boast an average rating of 4.8.

This week's most popular Experiences: "Bite into Chicago: Discover the City’s Most Iconic Food", with 82 reviews and a 4.7 rating.

Now on Trip.com: "Bite into Chicago: Discover the City’s Most Iconic Food", a 2-hour adventure in Chicago!

The next available day tour departs on October 3, 2025. Book now to secure your spot!

Chicago Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!

70% of Chicago Experiences now offer English-speaking guides

October is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Bite into Chicago: Discover the City’s Most Iconic Food.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

Search attractions or local attractions & tours

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46 Results for Chicago Experiences

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Recommended

Big Bus Chicago Hop-on Hop-off Bus Tour

English

5.0/5

Excellent· 1 review· 36 booked

FromINR 3,211.67

Chicago: 90-Minute Architecture Tour on the Lake & River

Duration: 90 mins

FromINR 3,987.21

Chicago River 45-min architecture cruise

Duration: 45–60 mins

English

FromINR 1,241.84

Skyline lake boat tour from Navy Pier

Duration: 45 mins

English

5.0/5

Excellent· 1 review

FromINR 1,615.28

The Chicago Theatre Tour Experience

Duration: 1 hr

English

FromINR 2,660.57

Chicago Odyssey dinner cruise

English

FromINR 17,679.27

Bite into Chicago: Discover the City’s Most Iconic Food

Duration: 2 hrs

4.7/5

Great· 82 reviews

FromINR 6,783.96

Chicago Seadog: Lakefront Speedboat Tour

Duration: 30 mins

FromINR 3,790.71

Chicago: Premier Dinner Cruise on Lake Michigan

Duration: 150 mins

FromINR 15,620.29

Big Bus Chicago: Hop-on Hop-off Bus Tour

Duration: 2 hrs

English

FromINR 3,987.21

Chicago: Food and Prohibition Architecture Guided Tour

Duration: 5 hrs

English

FromINR 8,770.82

Chicago: Canine Cruise

Duration: 90 mins

English

FromINR 3,724.17

Lake Michigan: Premier Brunch or Lunch Cruise

Duration: 2 hrs

FromINR 10,778.46

Chicago: Guided Food Tasting + Bike Tour

Duration: 4 hrs

English

FromINR 8,770.82

Chicago: Family & Food Guided Bike Tour

Duration: 4 hrs

English

FromINR 7,086.52

Chicago: Food Tour + Bike or Kayak Rental

Duration: 5 hrs

English

FromINR 9,670.15

Chicago: Premier Dinner Cruise on the Chicago River

Duration: 150 mins

FromINR 18,394.18

Chicago Full Day Bike Rental

Duration: 24 hrs

English

4.3/5

Good· 6 reviews

FromINR 2,660.19

Architecture cruise on the Chicago River from Navy Pier

Duration: 75 mins

English

FromINR 2,569.71

Chicago ultimate food experience

Duration: 120 mins

English

FromINR 6,652.68

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Frequently asked questions about Chicago Experiences

How many Experiences are available in Chicago on Trip.com?

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What are the top-rated Experiences in Chicago?

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Reviews/Trip Moments

★

Reviews: Big Bus Chicago Hop-on Hop-off Bus Tour

Guest User2025-09-21

The app was very convenient as it told me where the bus was. It said the bus was every 30 minutes, but it seemed to come a little earlier.

★

Reviews: Skyline lake boat tour from Navy Pier

Guest User2025-06-25

When booking on line and getting tickets emailed, information about which doc the boat is on would be great. We live out of state and had no idea which boat it was, where the doc is located we missed our time for departure. Luckily my tickets were honored for a later time.

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