Tours in Chicago

Top Sightseeing Tours in Chicago, IL

Sightseeing Tours in Chicago

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    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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HK$0 - HK$4,100 +
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127 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
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
HK$281.61
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
HK$603.37
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
HK$337.93
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
HK$836.78
per adult
Helicopter Tours
45 minutes
Free cancellation
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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
HK$6,831.03
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
HK$801.38
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
HK$321.44
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
HK$615.36
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
HK$724.06
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
HK$603.45
per adult
Segway 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
HK$603.45
per adult
Walking Tours
2–3 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
HK$929.63
per adult
Bus Tours
120–150 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
HK$418.39
per adult
Showing results 1-30 of 127
*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

  • K M
    2 contributions
    Heidi was very knowledgeable. Stories were entertaining and informative. She made it fun!! Be prepared to walk. There were Some steps. We did stop a few times during the tour for short rests. Enjoyed it very much.
    Written 15 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • carmenrumbeck
    Boulder, CO3 contributions
    Perfect if you have a limited time in Chicago to learn, see and taste a variety of well known structures and cuisine this beautiful city has to offer. Always helps with an enthusiastic and knowledgeable guide
    - Dillion was fantastic! Begin with a classic deep dish in one of the more popular pizza establishments, then move on at an easy pace while taking in spectacular architectural views and public art. The hot dog was delicious. I could have had two. Come hungry, enjoy Chicago beer along the way and don't forget to tip your guides. Thank you.
    Written 14 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Allison M
    1 contribution
    It's a great tour. You get to learn city history in a relaxing way. Would recommend to anyone....first time visiting the city or the 100th. I've taken them a few times and loved each experience.
    Written 16 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • MichalleR
    San Francisco, CA28 contributions
    Lovely way to spend an afternoon in Chicago. I really appreciated the tour guide nerding out on all the architecture and history. He clearly knew his stuff! The weather was spotty, but was able to go downstairs for some hot chocolate :)
    Written 16 May 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 20 December 2021
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Robert F
    10 contributions
    This tour was a great way to get a taste of Chicago food, scenery, history, and experience different areas of the city in one day. Lara was our guide and she did a great job making the tour personable and friendly but while also giving the group tons of info on her hometown history, facts and tidbits. I also appreciated that she took the group to several great spots you would miss in other less intimate tours.

    You definitely hit a lot of the highlights of the city over the 5 hours (which seemed long at booking but you cover a lot of ground and it was a perfect amount of time) and probably log at least 3-4 miles of walking. That may seem like a lot but the tour is well paced and never felt rushed. Also work up an appetite for the majority of the food that comes towards the tail end of the tour.

    My favorite food spot was for the Chicago dog and Italian beef. So tasty and a hole in the wall spot you’d likely just walk by otherwise.

    Great tour to get a taste of Chicago!
    Written 15 May 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 12 May 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 7 May 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 16 May 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 16 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Dennis G
    1 contribution
    Jillian provided a fantastic experience for us! We had a little gap in our schedule and this was an excellent way to spend half a day sightseeing. Having a curated experience handling tickets, parking, navigation and such took all of the stress out of our day!
    Written 9 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Adele L
    2 contributions
    The experience was fun and exciting. Jake, Porter and Captain Swag were fantastic at doing their jobs and making the ride enjoyable.
    Written 15 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Jennifer C
    Chicago, IL3 contributions
    We had a trip with my parents and in-laws from California and it was the best decision to show them our hometown. Our tour guide Rick was amazing and highly recommend him as your guide. The tour was fun, great commentary and learned so much about our Chicago city.
    Written 11 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Arthur P
    Leawood, KS1,260 contributions
    Even though my wife & I are originally from Chicago, we have never taken a boat tour on Lake Michigan to see the Chicago skyline until our recent trip back.

    We went to Navy Pier and bought tickets to the Lake Michigan tour aboard the Shoreline Sightseeing boat. Very reasonably priced (a little over $27 per person).
    The total tour was about 45 minutes. The weather was perfect and the view was beautiful.
    Written 30 October 2021
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • ktrsstiffin
    Skokie, IL5 contributions
    Spirit of Chicao is a great cruise ship. 1. Clean, quiet and smooth running ship. 2. Excellent, efficient and polite staff. 3. The lunch buffet was well stocked and delicious. 4. Our cocktails were perfect. 5. Desserts were 4 stars. 6. The music was modern for the 20 year olds and enjoyable for everyone else. 7. Views of the lake and sky line are spectacular.
    Written 8 September 2019
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
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