Tours in Chicago

Top Tours in Chicago, IL

Chicago Tours

  • Traveller favourites
    Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
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C$0 - C$700 +
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322 places sorted by traveller favourites
Tours, activities and experiences bookable on Tripadvisor, ranked using exclusive Tripadvisor data including reviews, ratings, photos, popularity, user preferences, price, and bookings made through Tripadvisor.
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
98% of travellers recommend this experience
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$61.47
per adult
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
93% of travellers recommend this experience
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$55.08
per adult
City Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
94% of travellers recommend this experience
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$45.90
per adult
City Tours
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
91% of travellers recommend this experience
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$55.08
per adult
City Tours
3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
97% of travellers recommend this experience
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$98.34
per adult
City Tours
45 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
95% of travellers recommend this experience
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$32.79
per adult
City Tours
5 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
95% of travellers recommend this experience
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$136.39
per adult
Helicopter Tours
45 minutes
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
100% of travellers recommend this experience
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$1,113.38
per group
Bus Tours
3–4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
94% of travellers recommend this experience
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$130.62
per adult
Bus Tours
2–4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
97% of travellers recommend this experience
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$52.39
per adult
Painting Classes
1–2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
95% of travellers recommend this experience
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$52.46
per adult
Attractions & Museums
4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
95% of travellers recommend this experience
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$35.41
per adult
Segway Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
100% of travellers recommend this experience
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$100.30
per adult
Walking Tours
2 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
98% of travellers recommend this experience
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$52.46
per adult
City Tours
4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
98% of travellers recommend this experience
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$118.01
per adult
Bus Tours
3–4 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
98% of travellers recommend this experience
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$98.36
per adult
Showing results 1-30 of 322
*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

  • Chelsea G
    1 contribution
    Jack was an amazing tour guide. I’ve been coming to Chicago my whole life, but this was a very educational and entertaining tour. Some of the best views of the city.
    Written May 19, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Janice T
    Bessemer, AL16 contributions
    This tour is excellent! Tour guide could be heard clearly. Knowledgeable about all of the buildings we saw. Cold bottled water tasted great on a warm day! Would highly recommend!
    Written May 19, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • peach66
    Westwood, NJ250 contributions
    Our tour guide, Kai, was terrific! There were a lot of crazy things happening in the city at the time of our tour, which honestly kind of added to the experience and Kai kept us safe and informed. Kai is a great historian and lots of fun and funny. I learned a lot about the gangster history of Chicago and would recommend this tour for sure. I unfortunately didn’t see any ghosts (even in my photos) but one day just might have to go and stay in Room 441 of the Congress Hotel and see what happens! Thanks, Kai!!
    Written May 18, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Marie R
    1 contribution
    The people who ran the tour were great very knowledgeable.
    Only thing us I was expecting a river portion and we did not get that.
    Written May 17, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Sue H
    1 contribution
    Dylan was our guide and he was awesome. He was so knowledgeable about the area. He had a great sense of humor which made the history behind landmarks along the way come alive in such an engaging way. It was obvious he loves what he does. We enjoyed a large yummy slice of deep dish pizza, a generous portion of an Italian sliced beef sandwich, a Chicago hot dog with the works at a local tavern, and a fudge brownie at The Palmer Hotel. The food tour is a great thing to do when you first arrive in Chicago. The food is tasty, and you get a chance to walk around and get familiar with the surroundings which is helpful for the rest of your stay.
    Written May 18, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Carma F
    2 contributions
    We enjoyed the crime tour immensely. Our guide was informative and had cute, cheesy jokes. Having a couple of "get off" stops was nice.
    Written May 18, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Marie H
    Waterford, Ireland4 contributions
    We did this boat ride on May 16th at 10am our guide was Dan Jay HE WAS EXCELLENT!! The boat was in super condition.. excellent coffee with modern toilets and very clean. We love the trip … highly recommended Chicago First Lady tours. Hope to be back in America again next May 2023 and have to do the trip again!! 🍀🍀
    Written May 20, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • 1TravelingWoman
    Davie233 contributions
    The stops are hard to locate. I did not find the one for which I was looking on one day. But the next day I searched for a stop that was close to my hotel and lucked up when I saw the sign by a curb. The tour takes you all around to key tourist spots in and around downtown Chicago. The ability to get on and off any number of 12 stops for 1-fare is a bargain.
    Written December 20, 2021
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Stephen H
    Carrollton, TX2 contributions
    Although it was a little cold and windier than expected, we had a great time learning about the different buildings that make up Chicago.
    Written May 17, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Karen A
    3 contributions
    This tour was excellent. It was like a private tour since there were only 5 of us. Rich, our guide was very knowledgeable and entertaining. I definitely recommend it
    Written May 18, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • GiF70
    14 contributions
    Lovely way to watch the sunset on this beautiful city. Wrap up warm in early May, sit back, relax and enjoy. Plenty of room to move around and get some lovely photos. No commentary but we knew this before booking as clearly explained on website.
    Written May 12, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • 307leven
    Stroudsburg, PA139 contributions
    We visited the last week of April 2022. Using CityPass saved us a considerable amount of money during our stay. We only saved a little time from not standing in line during our visits because we arrived at the opening time of all the attractions and the lines were never that long - in addition, all of our visits were during the work/school week, not during the weekend. All of our tickets were downloaded on my I-phone, so it made entry easier by scanning them rather than carrying paper tickets around.

    Once you start using the CityPass tickets, you have 9 days to visit the 5 attractions allowed out of 7 or 8 choices, so you want to make sure you are in Chicago long enough to visit the attractions you wish to see. Also, as I note below, CityPass enables visitors to see extra films or exhibits for free that otherwise would cost extra with only a general admission ticket.

    First, we visited the Art Institute on a Monday - we got right in at their opening time of 11am. On Tuesday, we visited the Sky Deck at their opening time of 9am and we got right in. They require a separate ticket (no extra cost) in addition to the CityPass and you have to select a time of day for your visit. I'm sure this is necessary during the very busy times such as summer or weekends.

    On Wednesday, we visited the Field Museum and got right in with no delay at their opening time of 9am. But, with CityPass we got to see many exhibits for free that normally would cost extra with a general admission ticket. For example, we saw the Jurassic Oceans film, the Titanosaur film, underground adventure exhibit and more - all included in our Citypass that otherwise would have cost more.

    On Thursday, we visited the Shedd Aquarium and got right in with no delay at their opening time of 9am. However, similar to the Sky Deck attraction, they also require extra tickets for scanning in addition to your CityPass ticket - again at no extra cost, but you had to schedule a time of your visit to the special add on film. Our CityPass also included a special film on sharks that normally would have cost extra, but was included with our CityPass.

    On Friday, we visited the Museum of Science and Industry and got right in with almost no delay at their opening time of 9:30am. At this museum, we were allowed one free entrance to a specialty visit or film - we chose to see the Tornado film, but I had to pay extra to see the U-boat exhibit and my wife paid extra to see the coal mine exhibit. Again, you had to have a separate ticket in addition to CityPass to visit this attraction - again, it's included in the CityPass cost, but we had to disclose the time of our visit to the tornado film in advance when we purchased the ticket - whick was 12:30.
    Written May 7, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Raheam C
    1 contribution
    Sara is Great!! very professional also genuine and sweet she helped make my proposal very successful , the helicopter ride was very smooth WORK WITH SARA IF SHE IS THERE !!!!! Giver her a promotion
    Written May 16, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Maggie Anderson
    Atlanta, GA1 contribution
    My coworkers and I did the Barrel Run for an office outing and had a great experience. Planning was a breeze and they provided awesome recommendations in terms of which breweries to go to. We had a great time!
    Written May 16, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Pete
    10 contributions
    My Tour guide, Danny, was Great. He was very knowledeable and professional. Alot of interesting facts about the stops.
    Written May 19, 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
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