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Top Tours in Chicago, IL

Chicago Tours

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    Tours, activities and experiences bookable on Tripadvisor, ranked according to revenue made by Tripadvisor on those bookings, plus the number of page views by Tripadvisor users, and the quantity and quality of reviews
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BEST SELLER

1. Chicago Architecture River Cruise

4,302
By Shoreline Sightseeing
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$69.19
per adult
Reserve
BEST SELLER

2. 90-Minute Chicago River Architecture Tour

1,110
By Wendella
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 92% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$57.70
per adult
Reserve
BEST SELLER

4. Chicago Lake and River Architecture Tour

344
By Wendella
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 91% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$57.70
per adult
Reserve
BEST SELLER

5. Gangsters and Ghosts Tour in Chicago

2,489
By Chicago Gangsters and Ghosts Tours
City Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 94% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$48.08
per adult
Reserve

6. Chicago Favorites Ultimate Food & Walking Tour

357
By Bobby's Bike Hike Chicago
City Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 95% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$109.89
per adult
Reserve

9. Chicago Crime and Mob Bus Tour

1,131
By Chicago Crime Tours and Experiences
Bus Tours
90–120 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 90% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$63.20
per adult
Reserve
SPECIAL OFFER

10. Chicago in a Day: Food, History and Architecture Walking Tour

206
By Intrepid Urban Adventures - Chicago
City Tours
5 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$133.63
per adult
Reserve
LIKELY TO SELL OUT*

11. 45-Minute Chicago River Architecture Tour from Magnificent Mile

147
By Wendella
City Tours
45 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 91% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$37.09
per adult
Reserve

13. 2-Hour Guided Segway Tour of Chicago

178
By Segway Experience of Chicago
Segway Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 98% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$89.30
per adult
Reserve

16. Chicago Gangster and Food Walking Tour

62
By Chicago Gangsters and Ghosts Tours
Walking Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 96% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$103.04
per adult
Reserve

18. Best of Chicago Small Group Tour with Skydeck + Shoreline Cruise

31
By See Sight Tours USA
Bus Tours
4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$295.37
per adult
Reserve

21. Chicago River Boat Architecture Tour

483
By Chicago River Boat Architecture Tours
Coffee Cruises
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 96% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$81.06
per adult
Reserve

22. Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

303
By Bobby's Bike Hike Chicago
City Tours
4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 99% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$123.63
per adult
Reserve

23. Chicago Lakefront and Museum Campus Small Group Tour

169
By Absolutely Chicago Segway Tours
Segway Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 99% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$105.07
per adult
Reserve

24. Chicago's Chinatown Food and Walking Tour

85
By Bobby's Bike Hike Chicago
City Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 94% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$109.89
per adult
Reserve

25. Chicago Architecture Walking Tour: Dazzling Interiorsâ„¢ of the Loop

434
By Inside Chicago Walking Tours
City Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 99% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$48.08
per adult
Reserve
LIKELY TO SELL OUT*

28. Underground Donut Tour: Chicago's First Donut Tour

434
By Underground Donut Tour
Walking Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 99% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$75.56
per adult
Reserve
LIKELY TO SELL OUT*

29. Chicago Small-Group City Tour with Optional Architecture River Cruise

309
By See it All Chicago Tours
Bus Tours
2–4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 97% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$64.50
per adult
Reserve

30. Skip-the-Line Art Institute of Chicago Exclusive Guided Museum Tour

63
By Babylon Tours Chicago
Walking Tours
2–3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
Recommended by 100% of travellers
This number is based on the percentage of all Tripadvisor reviews for this product that have a bubble rating of 4 or higher
from
C$158.73
per adult
Reserve
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Showing results 1-30 of 377
*Likely to sell out: Based on Viator’s booking data and information from the provider from the past 30 days, it seems likely this experience will sell out through Viator, a Tripadvisor company.

What travellers are saying

  • Ritu C
    1 contribution
    Wonderful river tour of Chicago's rich architecture and history
    We had a lovely Chicago architecture river cruise with Don the Docent and it was a wonderful overview of not only the architecture of the city with different time periods and genres of architecture, but also a accompanying history of Chicago that displayed how the city has become what it is today. I would definitely reccomend it to anyone who is here for a day, we used city pass and it was worth it. We did it at 8:30pm in June so there was some day light when we began and later got a beautiful sight of the buildings lighting up.
    Review of: Chicago Architecture River Cruise
    Written June 6, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Keri B
    3 contributions
    River Tour
    Highly recommend if you’re looking for a unique way to experience and explore the city, loved that they include some notes on history of the city as well. Our tour guide was amazing and did such a great job considering he was new + super young, we loved every minute of it.
    Review of: 90-Minute Chicago River Architecture Tour
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Jordana
    Toronto, Canada4 contributions
    Good but wish we went down the river
    The cruise takes you only a short ways down the Chicago River and then most of the tour is out on Lake Michigan. The view is beautiful, but I honestly hoped there would be more actually cruising down the river and seeing all the buildings lit up from a closer view. Also going out into the lake means it was much colder and windier! Still a lovely view though!
    Review of: Chicago Sunset Cruise
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Anthonia N
    1 contribution
    Awesome Joe
    The views, history and personality of the tour guide (Joe) was awesome. It almost nearly made up for the very rude rep who picked up the phone when we called to clarify parking instructions before the 12:45pm tour. She has no business handling phones, rude and condescending, rather than being patient for 1min to clarify an information that she gave in a rush.
    Review of: Chicago Lake and River Architecture Tour
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Adela H
    2 contributions
    Loved it!
    Tour guide was animated and passionate about the stories! We also went to places that I normally wouldn’t have gone to so I thought that was an added bonus. Great overall! Also LOVED the stop at the Palmer House!
    Review of: Gangsters and Ghosts Tour in Chicago
    Written June 6, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Gina G
    Shaker Heights, OH1 contribution
    Classic Chicago tastes and sights
    Tour was well organized and made many great food stops. Our tour guide was so friendly and knowledgeable. Highly recommend
    Review of: Chicago Favorites Ultimate Food & Walking Tour
    Written June 2, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Renan
    Rome, Italy148 contributions
    The best tourist attraction in Chicago. Trust me!
    Absolutely amazing! Just don't forget your sunglasses ahhaha our guide Hillary was fantastic, super fun and informative
    Review of: Chicago Architecture Boat Tour
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Climber51032884525
    Rugby, UK1 contribution
    Review of Big Bus Tour
    It did its job. It showed us the sights of Chicago which is what we wanted. It was okay nothing to rave about.
    Review of: Big Bus Chicago Hop-On Hop-Off Tour
    Written June 3, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Treva R
    Lawrenceville, GA3 contributions
    Mobsters and Criminals ALL OVER Chicago
    Michael, and his dad jokes, really made this tour! I loved visiting places mobsters and criminals walked, dined, and indulged in their day! I was sad when the tour ended!
    Review of: Chicago Crime and Mob Bus Tour
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • David D
    Brisbane, Australia1 contribution
    My take on the architecture food &history walking tour
    David was very knowledgable regarding Chicago's history and its achitectuer and food. Great personality, friendly and engaging. Loved the back ground story on the founding peopele of the ciry and the lives and how they built with a vision for the future and showcasing it at the world fair.

    Again the information David was abel to recall was amazing and also in regards to origins of Chicago's food.
    Review of: Chicago in a Day: Food, History and Architecture Walking Tour
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Melissa N
    1 contribution
    Easy, short and nice!
    Easy to find. Be early if you want a specific seat, but all seats seemed good. Boat was nice, had bathrooms and a bar. Tour and Narration were great. It was nice you could get up if you wanted didn't need to stay in your seat the whole time. No issues. Would do it again!
    Review of: 45-Minute Chicago River Architecture Tour from Magnificent Mile
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • William H
    1 contribution
    Short and sweet
    Nice short ride out just far enough to see the skyline and back in. Crew was great, boat was nice. Total ride was only 1:10.
    Review of: Skyline Tour Aboard 148 Ft. Schooner Windy - Chicago's Official Tall Ship
    Written June 3, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Passenger55045374736
    1 contribution
    Well worth the time and money.
    The Segway Tour was AWESOME! We love Chicago, but really hadn't ever explored Grant Park south to Soldier Field. Great discoveries of art, sculptures, paths, wildlife. Our guide Mike was terrific. I'd highly recommend this as an outing!!!!!
    Review of: 2-Hour Guided Segway Tour of Chicago
    Written June 5, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • MVSanDiego_Traveler
    San Diego, CA43 contributions
    Good value, very convenient!
    The Shedd Aquarium and Skydeck are included, but you need to make reservations for these. I also visited the Art Institute of Chicago, Field Museum, and Museum of Science and Industry for the three additional attractions. It's easy to manage your CityPass with the phone app. Do the math and save yourself some money!
    Review of: Chicago CityPASS
    Written May 29, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • TJMac_10
    Belfast, UK300 contributions
    Chilled out boatride
    Nice to see Chicago Skyline from the water. You would never think Lake Michigan was a lake it is so large. Lovely peaceful cruise in the sunshine with commentary about the history of the city. The commentary was good and clear and easy to hear as I find a lot of them to be muffled or too quiet so you struggle to hear.
    Review of: Lake Michigan Skyline Cruise in Chicago
    Written May 31, 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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Chicago Tours Information

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