Walking tours in Chicago

Top Walking Tours in Chicago, IL

Walking 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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Price
HK$0 - HK$4,100 +
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89 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
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
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
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
Walking Tours
2 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$241.38
per adult
Walking Tours
1 hour
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$217.24
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.
99% 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
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
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$313.79
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.
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$241.38
per adult
Private and Luxury
2–3 hours
Free cancellation
Not sure? You can cancel this booking up to 24 hours in advance for a full refund.
96% 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$414.37
per adult
Private and Luxury
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$482.76
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.
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$214.59
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.
92% 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
Walking Tours
1–2 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$241.38
per adult
Showing results 1-30 of 89
*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

  • 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.
  • 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.
  • Carpetalla
    None, Italy15 contributions
    Was great was able to eat alot and jannie the tour guild was nice,energetic,knowledgeable and personable.
    Tip: if you do the 1130a tour DO NOT EAT BREAKFAST(maybe 1 snack). You will be stuffed by the time you end the tour if you eat breakfast.
    Written 15 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Alexandria C
    1 contribution
    I wasn't able to see wht attractions GO Pass covers until after purchase. The Sky Deck is only Tu-Th. which was a main reason 4 purchase ♡ed it tho!
    Written 1 September 2021
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Michael M
    Chapel Hill, NC3 contributions
    Joe is an excellent guide with a love of art and enthusiasm for sharing it. I loved his style of letting us select a work for him to share details and history of the work. He continues to learn about the museum and installations.
    Written 6 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • ray
    Long Island, NY1 contribution
    This tour was fantastic and very informative. Amanda was our Docent and she is organized, personable and well versed in this topic. We learned and saw a lot. Definitely recommend.
    Written 5 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Nordiegyrl
    Las Vegas, Nevada, United States29 contributions
    If you love food, take this tour! We had so much fun with our guide Denise! She was full of all kinds of great tidbits about the city and lots of movie references. There is no possible way to leave this tour and still be hungry. A great way to get to know some history of the city and try the most iconic foods.
    Written 29 April 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • David A
    Bentonville, AR155 contributions
    Gary’s first tour as the lead guide! Good job Gary! Very easy to Uber here, not near a Metro. Nice house (Typical FLW Chicago Prairie, we prefer Darwin Martin House in Buffalo as ‘The best FLW Prairie’) with a quality restoration. Super welcoming staff in gift shop and over the phone. Great to contrast with Driehaus Museum as another style of ‘Post Chicago Fire’ construction and way of life.
    Written 7 March 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Ruth G
    1 contribution
    This was a wonderful tour. Got to see insides of buildings we usually walk past. Our guide, Kylie, was wonderful, knowledgeable, energetic, interesting, friendly and fun. Also learned the difference between a high rise and a sky scraper, and characteristics of different architectural styles.
    Written 16 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Terri S
    Lewiston, Minnesota11 contributions
    Our guide was very knowledgeable and had many interesting stories about the history of the individual restaurants. Easy walks between restaurants with just enough time to digest and be ready to eat again. Everyone in my family thought this interesting with good food.
    Written 23 October 2021
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Raquette Bound
    New Jersey53 contributions
    We enjoyed an incredibly informative and fun tour with Joe on May 14,2022. Joe showed us a wide range of work, and his deep knowledge and appreciation of the work and their artists enhanced the experience beyond measure. Our only regret is that the tour ended; and we will definitely do it again on our next visit to Chicago.
    Written 15 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • Rhonda
    8 contributions
    My colleague and I decided to spend a weekend in Chicago in between 2 weeks of meetings, booked this tour and John was our guide. What a fantastic experience! We loved the passion that he has for this city as as 3rd generation Chicago-an and we LOVED the treats and are now lifelong fans of Chicago popcorn. Thank you John for a wonderful afternoon. Rhonda and Fiona
    Written 7 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • yuko k
    1 contribution
    Great tour for intro to Chicago architecture. Mitch did an excellent job and kept a good pace, but not too fast. Really puts city in perspective and explains the why of architecture. Very informative and perfect amount of info.
    Written 16 May 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
  • C K
    Manchester, UK9 contributions
    This was out first time in Chicago and we wanted to join a tour that gave a good introduction to the city, but that also showed this insight from a local, which this
    Written 25 April 2022
    This review is the subjective opinion of a Tripadvisor member and not of TripAdvisor LLC.
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