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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 99 Day tours in Chicago

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Discover 99 Day tours in Chicago on Trip.com, updated April 3, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From PHP 1,634.85 per person, with an average total of PHP 3,854.12. Choose the option that suits your plan.

With 10.496k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.345k reviews and a 4.7 rating.

Now on Trip.com: "Chicago: Architecture River Cruise Skip-the-Ticket Line", a 1-hour adventure in Chicago!

The next available day tour departs on April 4, 2026. Book now to secure your spot!

Chicago Day tours usually take about 1 hours — perfect for a relaxed, immersive experience!

100% of Chicago Day tours now offer English-speaking guides

April is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago River 90-Minute Architecture Tour.

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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99 results for Chicago Day tours

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Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Outstanding· 1.4k reviews· 237 booked
FromPHP 1,693.50
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Outstanding· 4.3k reviews· 178 booked
FromPHP 2,721.70
Chicago: Architecture River Cruise Skip-the-Ticket Line
Duration: 1–1.5 hrs
English
4.9/5
Perfect· 76 reviews
5% off

Limited-time sale
FromPHP 2,231.41PHP 2,348.86
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Outstanding· 13 reviews
5% off

Limited-time sale
FromPHP 4,821.57PHP 5,075.34
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromPHP 2,721.60
Chicago Loop District Food Tour with Deep Dish & Beef Sandwich
Duration: 3 hrs
English
4.9/5
Perfect· 313 reviews
FromPHP 5,140.37
iFLY Chicago Lincoln Park: First Time Flyer Experience
Duration: 1.5 hrs
English
5.0/5
Perfect· 1 review
5% off

Limited-time sale
FromPHP 7,820.21PHP 8,231.81
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Excellent· 433 reviews
FromPHP 2,721.70
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.5/5
Excellent· 53 reviews
5% off

Limited-time sale
FromPHP 1,954.22PHP 2,057.08
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromPHP 7,136.88
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromPHP 2,540.25
Lake Michigan Skyline Cruise in Chicago
Duration: 30–45 mins
English
4.5/5
Excellent· 246 reviews
FromPHP 1,965.67
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Outstanding· 1.6k reviews
FromPHP 2,963.62
Lake Michigan & Chicago River: 1.5-Hr Night Sightseeing Cruise
Duration: 90 mins
English
FromPHP 3,018.96
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Excellent· 96 reviews
5% off

Limited-time sale
FromPHP 2,603.42PHP 2,740.45
Lake Michigan & Chicago River: 1.5-Hr Sightseeing Cruise
Duration: 90 mins
English
FromPHP 2,782.33
Chicago: Westside Food Tasting Bike Tour with Guide
Duration: 4 hrs
English
5% off

Limited-time sale
FromPHP 5,682.31PHP 5,981.38
Chicago: Architecture River Cruise from Navy Pier
Duration: 75 mins
English
FromPHP 2,354.44
Small Group Max 12: Chicago Architecture and Aesthetics Tour
Duration: 1.8 hrs
English
FromPHP 2,903.14
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Outstanding· 47 reviews
5% off

Limited-time sale
FromPHP 2,429.69PHP 2,557.57
City Cruises Chicago: 75-min Speedboat Architecture Cruise
Duration: 75 mins
English
4.2/5
Very good· 5 reviews
5% off

Limited-time sale
FromPHP 3,548.37PHP 3,735.13
Chicago Downtown + Millennium Park Day Tour in the US
Duration: 5.7 hrs
English
4.5/5
Excellent· 4 reviews
FromPHP 9,072.31
Chicago: Shoreline Lake Michigan Skyline Cruise
Duration: 30 mins
English
4.8/5
Outstanding· 12 reviews
5% off

Limited-time sale
FromPHP 1,880.62PHP 1,979.6
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Excellent· 1k reviews
FromPHP 2,721.70
Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry
Duration: 4 hrs
English
FromPHP 9,442.88
Chicago: Magnificent Mile Tour With Optional 360 Chicago
Duration: 2–3 hrs
English
5.0/5
Perfect· 2 reviews
5% off

Limited-time sale
FromPHP 2,410.45PHP 2,537.32
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromPHP 7,637.79
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Excellent· 13 reviews
5% off

Limited-time sale
FromPHP 5,316.37PHP 5,596.18
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Very good· 569 reviews
FromPHP 2,124.48
The Chicago Theatre Tour Experience
Duration: 1 hr
English
5.0/5
Excellent· 26 reviews
5% off

Limited-time sale
FromPHP 1,691.24PHP 1,780.26
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Satisfied· 48 reviews
FromPHP 7,411.64
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Very good· 41 reviews
5% off

Limited-time sale
FromPHP 1,634.85PHP 1,720.9
The Art Institute of Chicago: Skip The Line Ticket + Semi-Private Guided Tour
Duration: 150 mins
English
FromPHP 5,335.94
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 17 reviews
5% off

Limited-time sale
FromPHP 4,791.09PHP 5,043.26
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off

Limited-time sale
FromPHP 2,759.50PHP 2,904.74
Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Very good· 51 reviews
5% off

Limited-time sale
FromPHP 2,762.12PHP 2,907.5

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Frequently asked questions about Chicago Day tours

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Trip.com picks

Popular Chicago Tours

Best Chicago Experiences

Popular activities

More popular destinations

Chicago: Architecture River Cruise from Navy Pier Chicago: Architecture Foundation Center River Cruise aboard Chicago's First Lady Chicago: 45 Minute Architectural Sightseeing Cruise Chicago River 45-Minute Architecture Tour from Magnificent Mile iFLY Chicago Lincoln Park: First Time Flyer Experience Chicago: Canine Cruise Chicago: Moonlight Paddle Tour on the Chicago River Chicago Favorites Ultimate Food and Walking Tour Chicago: Field Museum of Natural History Ticket or VIP Tour Chicago River 90-Minute Architecture Tour Chicago: 2-Hour Kayak Rental from Bridgeport Chicago: Classic Food & Walking Tour with Free Bike or Kayak Original Chicago Prohibition Tour Chicago: Museum of Ice Cream Entry Ticket Chicago: Loop Neighborhood Guided Walking Tour

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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 River 90-Minute Architecture Tour

Guest User2025-12-17

It was seriously so, so good ㅠ It was the highlight of my Chicago trip... This makes up almost 80 percent of my Chicago memories, and I have no regrets. The buildings are really huge and super beautiful. Make some memories there!

★

Reviews: Chicago: Architecture River Cruise Skip-the-Ticket Line

Guest User2026-03-24

This was by far one of the best experiences I have had. It was so awesome to see the river turn green for St Patrick's Day!

★

Reviews: Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck

Guest User2025-11-22

The best way to discover the city through various attractions at a discounted price!

★

Reviews: Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Guest User2024-07-19

Sue was an excellent guide and host…highly recommend. In addition to the food knowledge, Sue showed us some great architectural and unique information about the great city of Chicago.

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