Food & Drink
3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 96% of travelers
96% of reviewers gave this product a bubble rating of 4 or higher.
from
$85
per adult
THE 10 BEST Chicago Walking Tours
Walking Tours in Chicago
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$0 - $500 +
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Experiences you don’t want to miss
Products in this shelf are the top products picked from the current list and based on the existing sort
151 places sorted by featured
- Our Featured sort order ranks tours, activities, and experiences by several factors including the revenue generated by Tripadvisor from these bookings, your individual user browsing history and preferences while using Tripadvisor, the frequency of user clicks generally, and the volume and quality of customer reviews. Occasionally, newly listed offerings may be prioritized and appear higher in the list. The specific placement of these new listings may vary.
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$29
per adult
Food & Drink
5 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 98% of travelers
98% of reviewers gave this product a bubble rating of 4 or higher.
from
$101
per adult
Halloween
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 97% of travelers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$75
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 99% of travelers
99% of reviewers gave this product a bubble rating of 4 or higher.
from
$35
per adult
Food & Drink
3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 98% of travelers
98% of reviewers gave this product a bubble rating of 4 or higher.
from
$89
per adult
Museums
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$74
per adult
Food & Drink
3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 96% of travelers
96% of reviewers gave this product a bubble rating of 4 or higher.
from
$80
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$35
per adult
Food & Drink
90–120 minutes
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 99% of travelers
99% of reviewers gave this product a bubble rating of 4 or higher.
from
$68
per adult
Historical Tours
1–2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$30
per adult
Historical Tours
1 hour
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 90% of travelers
90% of reviewers gave this product a bubble rating of 4 or higher.
from
$30
per adult
Food & Drink
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 96% of travelers
96% of reviewers gave this product a bubble rating of 4 or higher.
from
$69
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 99% of travelers
99% of reviewers gave this product a bubble rating of 4 or higher.
from
$30
per adult
Historical Tours
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$195
per group
Food & Drink
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 94% of travelers
94% of reviewers gave this product a bubble rating of 4 or higher.
from
$36
per adult
Architecture Tours
1 hour
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$27
per adult
Crime Tours
90–120 minutes
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 95% of travelers
95% of reviewers gave this product a bubble rating of 4 or higher.
from
$34
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$215
per adult
Historical Tours
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$133
$106
per adult
Architecture Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 97% of travelers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$35
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$44
per adult
Historical Tours
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$40
$30
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$49
per adult
Historical Tours
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 97% of travelers
97% of reviewers gave this product a bubble rating of 4 or higher.
from
$50
per adult
Historical Tours
2 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 95% of travelers
95% of reviewers gave this product a bubble rating of 4 or higher.
from
$36
per adult
Food & Drink
2–3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
Recommended by 100% of travelers
100% of reviewers gave this product a bubble rating of 4 or higher.
from
$69
per adult
Architecture Tours
3 hours
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$220
per adult
Historical Tours
1 hour
Free cancellation
Not sure? You can cancel this reservation up to 24 hours in advance for a full refund.
from
$30
per adult
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Showing results 1-30 of 151
*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 travelers are saying
- Lisa B4 contributionsTerrific walking tour. Perfect combination of Chicago’s history, architecture, and signature foods. Mickie our guide was informative and funny. Kept us entertained for more than 3 hours. I would highly recommend this tour!Written September 14, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Brant B1 contributionTy was a great guide: clearly very knowledgeable and passionate about the city’s architecture. Ty was patient with the group and made sure all were gathered and could hear the explanations.Written September 15, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- sofcuegirlEcuador27 contributionsDefinitely recommend doing this tour. It was a great way to get to know the city. I had an awesome guide (Dave) , very knowledgeable, great sense of humor. The tour was dynamic, fun and filled with great sites. The food part was delicious and he offered a lot of tips for different restaurants and food options to go to for the rest of my Chicago stay. Tried them all and were awesome!Written September 15, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- P K32 contributionsGreat tour with George. Excellent storytelling skills and well thought out stops in Chicago. Don't miss it if you’re in the city.Written September 15, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Luanne L8 contributionsAdam was humorous and very knowledgeable. All of us including my 10 years old enjoyed this incredible tour with rich architectural history and learning the birth of the Chicago. We definitely won’t be walking into the building Adam took us if we just walking around by ourselves. Highly recommended to anyone who visits Chicago.Written September 14, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Mark W3 contributionsDanny our guide was great - he kept us engaged the whole tour with his awesome story telling!! It was like a city tour plus a food tour all in one.Written September 9, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- M S1 contributionOur tour guide Joel could find a way to show off drying paint in a way that’s informative, entertaining, and fun. The combination of his knowledge and enthusiasm made us want to stay longer. He didn’t just know about the art - he tied it all to Chicago history and biographical history in the context of American and art history and the interests of our group.Written September 14, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- NancyDelano, MN49 contributionsGreat tour choice. Plenty to fill you up and very nice variety of food selections were made for us. I highly recommend this tour. Next time visiting we plan to do again.Written September 2, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Sandra V10 contributionsThis was alot of fun for all ages!!! The tour guides were funny and really nice!!
The walk was not bad it's definitely a nice stroll through the city.Written September 15, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews. - Clsw1 contributionWhat a fantastic walking tour on a beautiful September day! Our guide, Larry, was not only knowledgeable about the architecture but entertained us with some humorous anecdotes about Chicago. His stories made our leisurely walk even more enjoyable and I look forward to taking some of the other tours, as well. Also, the gift shop is top notch!Written September 13, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Compass213048731011 contributionBest tour guide, great knowledge of the area, kept it upbeat and interesting. 100% wanna go again! Would of loved a chance to buy one of their shirts.Written September 6, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- cruisingpandaLanham, United States31 contributionsThis tour was great. Dash our tour guide is very passionate about the city of Chicago. The food stops were good. We even took the train. I would recommend this tour.Written September 5, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
- Clare D1 contributionThank you so much to our guide Maureen. We had such a lovely time and saw so much beauty and even as lifelong Chicagoans new aspects of old favorites. It was a great tour!Written September 14, 2024This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
