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Top Picks for Chicago Tours

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

Trip.com offers 94 Tours in Chicago

Q: What are the best Tours in Chicago?

1-day tour of Chicago, USA Chicago Favorites Ultimate Food and Walking Tour Lake Michigan Skyline Cruise in Chicago

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Discover 94 Tours in Chicago on Trip.com, updated September 19, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From AUD 14.96 per person, with an average total of AUD 138.09. Choose the option that suits your plan.

With 3.091k verified reviews, Tours Chicago boast an average rating of 4.8.

This week's most popular Tours: "Chicago Favorites Ultimate Food and Walking Tour ", with 1.753k reviews and a 4.8 rating.

Now on Trip.com: "1-day tour of Chicago, USA", a 5-hour adventure in Chicago!

The next available day tour departs on September 20, 2025. Book now to secure your spot!

Chicago Tours usually take about 5 hours — perfect for a relaxed, immersive experience!

72% of Chicago Tours now offer English-speaking guides

September is the perfect time to visit Chicago! Choose from Tours 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.

Search attractions or local attractions & tours

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94 Results for Chicago Tours

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Recommended

1-day tour of Chicago, USA

Duration: 5.7 hrs

English

4.5/5

Satisfactory· 4 reviews

FromAU$224.86

Chicago Favorites Ultimate Food and Walking Tour

Duration: 3 hrs

4.8/5

Great· 1.8k reviews

FromAU$127.41

Lake Michigan Skyline Cruise in Chicago

Duration: 45 mins

4.5/5

Satisfactory· 246 reviews

FromAU$48.72

Chicago Loop: Art, Skyscrapers, Millennium Park & "The Bean"

Duration: 2 hrs

5.0/5

Excellent· 6 reviews

FromAU$73.52

Chicago: Guided Food Tour + Bike or Kayak Rental

Duration: 150 mins

English

FromAU$127.33

Chicago: Food Tour + Bike or Kayak Rental

Duration: 5 hrs

English

FromAU$163.51

Art Institute of Chicago Private Expert Guided Tour

Duration: 2 hrs

FromAU$592.12

Chicago: City Minibus Tour with Optional Architecture Cruise

Duration: 2–4 hrs

4.9/5

Excellent· 14 reviews

FromAU$73.63

Chicago in a Day: Explore Food, History, and Iconic Architecture

Duration: 5 hrs

4.9/5

Excellent· 1.1k reviews

FromAU$151.33

City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise

Duration: 2 hrs

FromAU$203.51

Chicago: Shoreline All Day Water Taxi

FromAU$53.86

Chicago Downtown Walking Tour & Lake Michigan Cruise Tickets

Duration: 3 hrs

FromAU$727.88

Chicago: Magnificent Mile Tour With Optional 360 Chicago

Duration: 2–3 hrs

5.0/5

Excellent· 2 reviews

FromAU$58.66

Hidden In Plain Sight: Chicago Prohibition Tour

Duration: 210 mins

English

FromAU$67.42

Chicago: Craft Brewery Barrel Bus Tour

Duration: 225 mins

English

FromAU$149.21

Chicago: Chinatown Food & Culture Walking Tour

Duration: 3 hrs

English

FromAU$119.83

Chicago: Family & Food Guided Bike Tour

Duration: 4 hrs

English

FromAU$119.83

Chicago: Food and Prohibition Architecture Guided Tour

Duration: 5 hrs

English

FromAU$148.31

Chicago Downtown: 3-Hr Guided Pizza Tour

Duration: 3 hrs

English

FromAU$103.36

Original Chicago Prohibition Tour

Duration: 4 hrs

English

FromAU$82.40

Chicago: Downtown TV and Film Walking Tour

Duration: 2 hrs

English

FromAU$59.93

Chicago Pizza Bus Tour Ticket

Duration: 210 mins

English

FromAU$133.33

Chicago: Highlights & Attractions Walking Tour

Duration: 2 hrs

English

FromAU$74.30

Chicago Night Crimes Bus Tour: Criminals, Mobsters and Gangsters

Duration: 150 mins

English

FromAU$82.73

Chicago Crime & Mob Bus Tour: Criminals, Mobsters and Gangsters

Duration: 2 hrs

English

FromAU$73.40

Chicago: Signature Dishes Bike Tour

Duration: 4 hrs

English

FromAU$134.81

Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise

Duration: 4 hrs

English

FromAU$193.26

Chicago Round-trip |Dubuque Town + Galena Town

Duration: 9 hrs

English

FromAU$163.23

Chicago: Creepy Cruise

English

FromAU$63.18

Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

Duration: 1 hr

English

FromAU$74.83

Chicago Bus Tour: 90-Min Sunset Tour

Duration: 90 mins

English

FromAU$73.85

Signature dishes of Chicago bike tour

English

FromAU$134.74

Chicago lakefront neighbourhood bike tour

English

FromAU$14.96

Ultimate city bike tour in Chicago

English

FromAU$16.46

Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour

Duration: 3 hrs

English

FromAU$187.99

Chicago: Culture & Architecture Guided Tour

Duration: 150 mins

English

FromAU$73.39

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Frequently asked questions about Chicago Tours

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

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Reviews/Trip Moments

★

Product reviews: 1-day tour of Chicago, USA

Guest User2024-07-02

The master is super good, punctual and kind. The experience is great, the overall is awesome, the service is very good, and the price is high.

★

Product reviews: Chicago Favorites Ultimate Food and Walking Tour

Guest User2025-09-01

Jessica was an amazing guide — entertaining, knowledgeable, and full of fun stories that brought the city and its food to life. Every stop was delicious, and she made the whole experience engaging and memorable. Highly recommend this tour to anyone looking for great food and a great time! Thanks so much Jessica!

★

Product reviews: Lake Michigan Skyline Cruise in Chicago

Guest User2024-09-13

Every seat on the boat brought exceptional views! The recorded tour guide gave wonderful information and facts about the scenery

★

Product reviews: Chicago Loop: Art, Skyscrapers, Millennium Park & "The Bean"

Guest User2025-04-05

This tour of the Chicago Loop was excellent. The guide was friendly and knowledgeable, sharing fun and fascinating facts about the city. I learned so much and enjoyed every minute.

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