App

Customer support

AED

Find bookings

Top picks for Chicago Day tours

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

Trip.com offers 113 Day tours in Chicago

Q: What are the best Day tours in Chicago?

Chicago: Mob and Crime Bus Tour Chicago City Day Tour Flyover in Chicago: An Immersive Flying Theatre Experience

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

Chicago's Original Dazzling Architectural Interiors Tour Chicago Murder Mystery Tour Chicago in a Day: Food, History & Architecture Walking Tour

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

Get help anytime, anywhere within 30 seconds Contact customer support

Q: Can I change or cancel my booking?

Change and cancellation policies vary by attractions and tours. Please check the product details page for more information.

Q: How can I get discounted prices?

Ticket prices may vary between weekdays and weekends, as well as during peak and off-peak seasons. When booking with Trip.com, you can also use Trip Coins to get extra savings. For more tips on booking discounted tickets, please visit Trip.com for the latest information.



Discover 113 Day tours in Chicago on Trip.com, updated January 8, 2026, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From AED 98.78 per person, with an average total of AED 212.67. Choose the option that suits your plan.

With 14.692k verified reviews, Day tours Chicago boast an average rating of 4.8.

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: Mob and Crime Bus Tour", a 1-hour adventure in Chicago!

The next available day tour departs on January 9, 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

January 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.

Search attractions or local attractions & tours



Trip.comChicago

Day tours

Day tours

Top Picks

Available Today

Available Tomorrow

113 results for Chicago Day tours

Sort by

Recommended

Chicago: Mob and Crime Bus Tour
Duration: 1.5 hrs
English
4.7/5
Great· 50 reviews
5% off
Limited-time sale
FromAED 170.46AED 179.44
Chicago City Day Tour
Duration: 5.7 hrs
English
4.5/5
Excellent· 4 reviews
FromAED 551.02
Flyover in Chicago: An Immersive Flying Theatre Experience
Duration: 30 mins
English
4.9/5
Excellent· 96 reviews
5% off
Limited-time sale
FromAED 132.29AED 139.26
Chicago's Original Dazzling Architectural Interiors Tour
Duration: 2 hrs
English
5.0/5
Excellent· 8 reviews
5% off
Limited-time sale
FromAED 121.77AED 128.18
Chicago: City Minibus Tour with Optional Architecture Cruise
Duration: 2–4 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromAED 170.29AED 179.26
Original Chicago Architecture Interiors Tour: Dazzling Interiors
Duration: 2 hrs
English
4.9/5
Excellent· 1.5k reviews
FromAED 128.58
Chicago: Field Museum of Natural History Ticket or VIP Tour
English
4.7/5
Great· 40 reviews
FromAED 106.20
Chicago Crime and Mob Bus Tour
Duration: 90–120 mins
English
4.7/5
Great· 1.6k reviews
FromAED 180.00
Chicago River 90-Minute Architecture Tour
Duration: 90 mins
English
4.7/5
Great· 4.3k reviews· 166 booked
FromAED 165.31
Chicago Murder Mystery Tour
Duration: 2 hrs
English
5.0/5
Excellent· 55 reviews
FromAED 128.58
Chicago River 45-Minute Architecture Tour from Magnificent Mile
Duration: 45 mins
English
4.7/5
Great· 1.4k reviews· 193 booked
FromAED 102.86
Chicago: Ultimate City Attractions Bike Tour
Duration: 3 hrs
English
4.9/5
Excellent· 9 reviews
5% off
Limited-time sale
FromAED 205.24AED 216.05
Chicago Explorer Pass: 2 to 7 Attractions including SkyDeck
English
4.7/5
Great· 12 reviews
5% off
Limited-time sale
FromAED 292.22AED 307.61
Chicago: Secret Interiors Architecture Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 205 reviews
5% off
Limited-time sale
FromAED 124.70AED 131.27
Chicago Lake and River Architecture Tour
Duration: 90 mins
English
4.6/5
Excellent· 1k reviews
FromAED 165.31
Chicago in a Day: Food, History & Architecture Walking Tour
Duration: 4.5 hrs
English
5.0/5
Excellent· 18 reviews
5% off
Limited-time sale
FromAED 344.43AED 362.56
Downtown Chicago: Architecture Highlights Guided Tour
Duration: 90 mins
English
FromAED 98.78
Chicago Walk: Prohibition, Architecture & Hidden Gems
Duration: 2.5 hrs
English
5.0/5
Excellent· 7 reviews
5% off
Limited-time sale
FromAED 205.24AED 216.05
Chicago: History and Architecture Guided Kayak Tour
Duration: 2 hrs
English
5.0/5
Excellent· 1 review
5% off
Limited-time sale
FromAED 225.59AED 237.47
Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise
Duration: 4 hrs
English
FromAED 473.99
Chicago Architecture: A Walk Through Time
Duration: 90 mins
English
FromAED 110.24
Architecture of the Magnificent Mile
Duration: 90 mins
English
FromAED 128.61
Chicago: Architecture River Cruise from Michigan Avenue
Duration: 1 hr
English
FromAED 179.22
Chicago: Culture & Architecture Guided Tour
Duration: 150 mins
English
FromAED 216.78
Chicago: Food and Prohibition Architecture Guided Tour
Duration: 5 hrs
English
FromAED 327.40
Chicago: Architecture Boat Tour with Drinks
Duration: 1.5 hrs
English
4.7/5
Great· 44 reviews
FromAED 154.24
City Cruises Chicago: 75-min Speedboat Architecture Cruise
Duration: 75 mins
English
4.2/5
Good· 5 reviews
FromAED 227.04
Chicago: 90 Minute Architecture Sightseeing Cruise
Duration: 90 mins
English
FromAED 164.63
Chicago: Museum of Ice Cream Entry Ticket
Duration: 1.5 hrs
English
4.4/5
Good· 40 reviews
5% off
Limited-time sale
FromAED 113.11AED 119.07
Chicago Favorites Ultimate Food and Walking Tour
Duration: 3 hrs
English
4.8/5
Great· 1.9k reviews
FromAED 312.16
Chicago: Taste of Chinatown Food and Cultural Walking Tour
Duration: 3 hrs
English
5.0/5
Excellent· 16 reviews
5% off
Limited-time sale
FromAED 295.87AED 311.45
Lake Michigan Sunset Cruise in Chicago
Duration: 90 mins
English
4.6/5
Excellent· 433 reviews
FromAED 165.28
Chicago Mobs and Haunts Walking Tour
Duration: 90–120 mins
English
FromAED 124.88
City Cruises Chicago: Brunch, Lunch, or Dinner River Cruise
Duration: 2–2.5 hrs
English
4.9/5
Excellent· 11 reviews
5% off
Limited-time sale
FromAED 328.32AED 345.6
Medieval Torture Museum Ticket with Audio Guide and Ghost Hunting
Duration: 90 mins
English
4.8/5
Great· 569 reviews
FromAED 131.60
Chicago: Gangsters and Ghosts Guided Walking Tour
Duration: 2 hrs
English
4.9/5
Excellent· 246 reviews
5% off
Limited-time sale
FromAED 128.33AED 135.09
Iconic Action Film and Movie Locations 1 Day Tour in Chicago
Duration: 5.6 hrs
English
FromAED 433.40
Delicious Donuts & City Sights: Chicago's Original Donut Tour
Duration: 2 hrs
English
4.9/5
Excellent· 890 reviews
FromAED 257.10
Small-Group Tour of Chicago Neighborhoods: North and South Side
Duration: 270 mins
English
4.5/5
Excellent· 48 reviews
FromAED 459.11
Chicago: Hop-on Hop-off Sightseeing Tour by Open-top Bus
English
4.6/5
Excellent· 91 reviews
5% off
Limited-time sale
FromAED 156.65AED 164.9





Explore top experiences

See what other travelers love, based on ratings and bookings

Travel photography (2)Wi-Fi & SIM cards (26)City pass (8)Visas (2)Cultural experiences (3)Local cuisine (5)Food & drink (5)Food & drink (5)Boat experiences (3)Sports experiences (1)Outdoor experiences (1)Transport (2)

Frequently asked questions about Chicago Day tours

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



What are the best Day tours in Chicago?



What are the top-rated Day tours in Chicago?



How can I contact Trip.com customer support?



Can I change or cancel my booking?



How can I get discounted prices?



Trip.com Picks

Popular Chicago Tours

Best Chicago Experiences

Popular Activities

Chicago: Highlights & Attractions Walking Tour Chicago: Museum of Ice Cream Entry Ticket Chicago River 90-Minute Architecture Tour Chicago: 2-Hour Kayak Rental from Bridgeport Chicago Favorites Ultimate Food and Walking Tour Chicago: Loop Neighborhood Guided Walking Tour Chicago Loop District Food Tour with Deep Dish & Beef Sandwich Chicago: Moonlight Paddle Tour on the Chicago River Chicago River 45-Minute Architecture Tour from Magnificent Mile 'Spray Paint & Sip' urban art workshop in Chicago Chicago: Field Museum of Natural History Ticket or VIP Tour Millennium Park self-guided walking audio tour in Chicago Original Chicago Prohibition Tour Chicago: Architecture River Cruise from Michigan Avenue Chicago: Guided Highlights Tour + SkyDeck + Architecture Cruise

Chicago Connectivity Solutions Chicago Group Tours Chicago Yacht Charter Chicago Boat Tickets Food & Drink in Chicago Chicago Day Tours Chicago Local Tour Guides Chicago Walking Tours Chicago Travel Essentials Water Activities in Chicago Chicago Surfing Chicago City Pass Chicago Activities Chicago Sports & Adventure Boat Experiences in Chicago Guangzhou Spa & Massage Shanghai Spa & Massage Hainan SIM Card China Bus Tickets Phu Quoc Island SIM Card Istanbul Spa & Massage Georgia SIM Card Shenzhen Spa & Massage Shanghai Activities Sri Lanka SIM Card The Wake Up Club Adult Show Ticket Phuket 1-day tour of Chongqing Wulong Fairy Mountain + Three Natural Bridges + Longshuixia Fissure Gorge Mutianyu Great Wall With English Speaking Driver Service Terracotta Army Tickets Beijing Mutianyu Great Wall 1-day tour · Daily departures at 8/9/10 AM · Round-trip ticket + admission ticket Forbidden City Ticket with Optional Private Guide Bus Shared Tranfer From Huanglongjiuzhai Railway Station to Jiuzhaigou|Tikect is available Private Forbidden City Tour with English Speaking Guide 2026 Wisteria Story - Ashikaga Flower Park + Ibaraki Nemophila Fields 1-day Tour Including Admission Ticket 6996 Show,79 Show,89 Show,99 Show Pattaya Ticket

Reviews/Trip Moments

★

Reviews: Chicago: Mob and Crime Bus Tour

Guest User2025-11-30

I really enjoyed the content, however, the guide spoke very fast. She was friendly, but for foreigners, she could have been slower… I think they could add a stop with some kind of drink or food during the tour…

★

Reviews: Chicago City Day Tour

Guest User2024-07-02

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

★

Reviews: Flyover in Chicago: An Immersive Flying Theatre Experience

Guest User2025-12-21

It was very cool and exciting. I would add more Chicago themed attractions. MJ (Micheal Jordan) is a huge staple in Chicago and he nor the entire South Side was featured. The actual journey was a lot shorter than I expected.

★

Reviews: Chicago's Original Dazzling Architectural Interiors Tour

Guest User2025-12-24

Spencer is amazing! so knowledgeable and a true chicagonean. I love all the stops, truly beautiful

★

Reviews: Chicago: City Minibus Tour with Optional Architecture Cruise

Guest User2025-10-13

Avery was very knowledgeable and he shared his information with everyone on the tour. I would consider taking this tour again.

★

Reviews: Original Chicago Architecture Interiors Tour: Dazzling Interiors

Guest User2025-11-17

Very pleasant walking tour led by our knowledgeable guide, Burt, who showed us 10 historic Chicago buildings, starting with the Wrigley building down to the Palmer Hotel. The weather was great, so the streets were crowded and very noisy, but hey, this is Chicago! We saw several beautiful interiors as well.

