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Top Picks for Chicago Day tours

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

Trip.com offers 115 Day tours in Chicago

Q: What are the top-rated Day tours in Chicago?

Chicago: Ultimate City Attractions Bike Tour Chicago: Shoreline All Day Water Taxi Chicago in a Day: Explore Food, History, and Iconic Architecture

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Discover 115 Day tours in Chicago on Trip.com, updated September 28, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 17.30 per person, with an average total of NZD 121.97. Choose the option that suits your plan.

With 5.042k verified reviews, Day tours Chicago boast an average rating of 4.8.

This week's most popular Day tours: "Chicago Crime and Mob Bus Tour ", with 1.463k reviews and a 4.7 rating.

Now on Trip.com: "Chicago in a Day: Explore Food, History, and Iconic Architecture", a 5-hour adventure in Chicago!

The next available day tour departs on September 29, 2025. Book now to secure your spot!

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

60% of Chicago Day tours now offer English-speaking guides

September is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago Crime and Mob Bus 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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115 Results for Chicago Day tours

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Recommended

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Duration: 45 mins

4.7/5

Great· 1.4k reviews· 173 booked

FromNZD 48.47

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

Duration: 5 hrs

4.9/5

Excellent· 1.1k reviews

FromNZD 174.75

󱩳Create memories at 3 amazing photo stops, including one of the Chicago skyline

Chicago: City Minibus Tour with Optional Architecture Cruise

Duration: 2–4 hrs

4.9/5

Excellent· 14 reviews

FromNZD 84.77

󱩳Cruise along the main branch of the Chicago River full of historic buildings

Chicago by Night River and Lake Cruise

Duration: 1.5 hrs

4.7/5

Great· 14 reviews

FromNZD 77.94

󱩳Creative cocktails, wine, and beer from our fully-stocked cash bar

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

Duration: 2–2.5 hrs

FromNZD 234.31

󱩳Behold the beautiful architecture of the Museum Campus

Chicago: Ultimate City Attractions Bike Tour

Duration: 3 hrs

5.0/5

Excellent· 8 reviews

FromNZD 103.90

󱩳Enjoy a fun and fast way to get around Chicago with a water taxi day pass

Chicago: Shoreline All Day Water Taxi

5.0/5

Excellent· 1 review

FromNZD 62.21

󱩳Cruise along all 3 branches of the Chicago River

Chicago: Architecture River Cruise Skip-the-Ticket Line

Duration: 75 mins

FromNZD 82.84

Chicago Crime and Mob Bus Tour

Duration: 90–120 mins

4.7/5

Great· 1.5k reviews

FromNZD 84.82

Lake Michigan Sunset Cruise in Chicago

Duration: 90 mins

4.6/5

Satisfactory· 382 reviews

FromNZD 77.90

Chicago City Tour with Architecture River Cruise Option

Duration: 2–4 hrs

4.8/5

Great· 664 reviews

FromNZD 84.74

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

Duration: 1 hr

English

FromNZD 86.27

󱩳Enjoy one of the most popular bike tours Chicago has to offer

Chicago lakefront neighbourhood bike tour

English

FromNZD 17.30

󱩳Spot all of Chicago's top sights on a guided bike tour

Ultimate city bike tour in Chicago

English

FromNZD 19.03

󱩳Ride around Chicago as you listen to an expert guide

Signature dishes of Chicago bike tour

English

FromNZD 155.78

󱩳Today you will step into the prototype streets of Gotham City in "Batman: The Dark Knight" and feel the mystery and coldness under the Gothic architecture.

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

Duration: 3 hrs

English

FromNZD 217.34

Chicago Bus Tour: 90-Min Sunset Tour

Duration: 90 mins

English

FromNZD 85.38

󱩳Travel through Iowa's historic towns and enjoy the charming riverside scenery.

Chicago Round-trip |Dubuque Town + Galena Town

Duration: 9 hrs

English

FromNZD 178.87

Chicago: Creepy Cruise

English

FromNZD 72.71

󱩳[Wind City Tour] See the magnificent scenery of Chicago, visit classic landmarks, and feel the charm of "post-modern architectural style";

1-day tour of Chicago, USA

Duration: 5.7 hrs

English

4.5/5

Satisfactory· 4 reviews

FromNZD 259.65

Chicago: Craft Brewery Barrel Bus Tour

Duration: 225 mins

English

FromNZD 172.45

Hidden In Plain Sight: Chicago Prohibition Tour

Duration: 210 mins

English

FromNZD 77.92

Chicago Downtown: 3-Hr Guided Pizza Tour

Duration: 3 hrs

English

FromNZD 119.48

Original Chicago Prohibition Tour

Duration: 4 hrs

English

FromNZD 95.24

Scenic Chicago Night Tour

Duration: 210 mins

English

FromNZD 292.59

Chicago: Family & Food Guided Bike Tour

Duration: 4 hrs

English

FromNZD 138.53

Chicago: Food and Prohibition Architecture Guided Tour

Duration: 5 hrs

English

FromNZD 171.39

Chicago: Chinatown Food & Culture Walking Tour

Duration: 3 hrs

English

FromNZD 138.53

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Frequently asked questions about Chicago Day tours

How many Day tours are available in Chicago on Trip.com?

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What are the best Day tours in Chicago?

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What are the top-rated Day tours in Chicago?

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How can I contact Trip.com customer support?

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Reviews/Trip Moments

★

Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile

Guest User2024-10-07

Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!

★

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

Guest User2025-08-17

Rich was very welcoming and friendly from the beginning! He was very knowledgeable about the history and architecture of many of the beautiful buildings in the city. Millennium Park was a great stop too. The food choices were excellent and he provided history of the restaurants and the Chicago food. Wonderful day in the city. We learned a lot and really enjoyed the entire group. Rich was fantastic!! I would definitely recommend this tour.

★

Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise

Guest User2025-09-01

Enjoyed touring many different areas and receiving lots of educational information on Chicago (with a great sense of humor, thanks to Rick).

★

Reviews: Chicago by Night River and Lake Cruise

Guest User2025-08-07

You board a boat. You navigate the river to the gates to cross into Lake Michigan. It's a great experience, as you have to wait for the water level to rise or fall before the boat can travel to or from Lake Michigan. The view at night is incredible. Bring mosquito repellent because there are mosquitoes at night. Highly recommended.

★

Reviews:

Guest User2025-08-13

A must-do experience for getting to know the city! Our guide was very friendly and told us part of the city's history. Highly recommended. I would do it again.

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