City Tours in Chicago

THE 10 BEST Chicago City Tours

City Tours in Chicago

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HK$0 - HK$4,100 +
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  • The ranking of tours, activities, and experiences available on Tripadvisor is determined by several factors including the revenue generated by Tripadvisor from these bookings, the frequency of user clicks, 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.
Showing results 1-30 of 91
*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

  • andyjmacd
    25 contributions
    5.0 of 5 bubbles
    A relaxed entertaining and interesting tour around Chicago. Tour took about 1hour 45 mins at a relaxed walking pace.
    Sophia was a fantastic and enthusiastic host, who knew her stuff which made the tour all the more enjoyable
    Recommend booking up and doing the tour
    Written 17 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • sarahnity
    Sunnyvale, CA3 contributions
    5.0 of 5 bubbles
    The tour was so interesting and informative that we braved the subfreezing temperatures for (almost) the entire journey. It was great to have an indoor lounge where we could warm up and still hear the guide.
    Written 18 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • JimR
    1 contribution
    5.0 of 5 bubbles
    Heath was our guide today. It was St. Patrick's Day and there were thousands of extra people everywhere. Heath handled it like a pro. We had an excellent tour, the food was awesome, the content was great. He knew right where to get photos and we highly recommend him.
    Written 16 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • RJVFM
    Hervey Bay, Australia135 contributions
    4.0 of 5 bubbles
    Good way to see the main tourist parts of Chicago. Lots of the negative reviews seem to be people who don’t read the information properly. Even better, download the APP and you can really plan your day around bus times and location. Two day pass is definitely worth it.
    Written 29 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Beverly M
    142 contributions
    5.0 of 5 bubbles
    Even with wind chill temps in the mid-20s, this tour was totally worth it. We toured buildings and saw things we would have never seen on our own. Highlights included the Chicago Cultural Center, Palmer Hotel and Macys. We did both the Architectural and food tours. Both were great. Dave is super knowledgeable and shared so many stories.
    Written 18 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Connector56152813890
    1 contribution
    5.0 of 5 bubbles
    We had the best time! Sue was awesome. She gave a wonderful tour. It was more than just food - lots of Chicago history and fun bonus stops!
    Written 18 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • flatwoodsroad
    O'Fallon, MO11 contributions
    5.0 of 5 bubbles
    What a wonderful experience. Adam was very knowledgeable and engaging. Make sure the weather will be in your favor. Highly recommend it!
    Written 17 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • rmm r
    1 contribution
    5.0 of 5 bubbles
    Wonderful tour, and Rick is a delightful guide, knowledgeable, funny, and welcoming. He loves the city and makes you love it too. Another reviewer mentioned a problem with traveling solo, but that doesn't really make sense. I was there on my own, as was a woman from Alberta, and Rick made each of us welcome and comfortable. The city is beautiful, and the tour gives you a great overview. I recommend doing it when you arrive so you have time to see more of what you like best.
    Written 23 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Delesha W
    1 contribution
    5.0 of 5 bubbles
    Really fun and super informative. Safety was the top priority and I love that. Capt. Segway "Mike" is hilarious. Definitely recommend this experience.
    Written 31 December 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • J T
    3 contributions
    5.0 of 5 bubbles
    Great way to get a flavor of Chicago and little history. The tour guide was very knowledgeable and entertaining. This was my second boat tour, the first being nearly 20 years ago on the inner river, which was just as good.
    Written 10 January 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Hreusa
    10 contributions
    5.0 of 5 bubbles
    Our guide Ría was friendly and did a wonderful job giving us some cultural and food history. He did a good job making everyone feel comfortable. I’m so happy I went on this particular tour. I was able to try food I normally would not order at a Chinese restaurant. Our group of four has done many food tours and always walked away saying most of the food was good and some of it was meh. In this particular tour, every single dish was delicious. It was well organized. When we went into the four restaurants and one bakery, the staff was ready for us. We did not have to wait long for our dishes to be served. I highly recommend this food tour.
    Written 12 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Barbara W
    Toronto, Canada34 contributions
    5.0 of 5 bubbles
    Beautiful day and a lovely cruise. Wish it lasted longer. Narration was very informative. Best seats are in the middle so you can hear the narration. Especially hard to hear in the back.
    Written 23 October 2023
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Tyler A
    1 contribution
    5.0 of 5 bubbles
    This tour met and exceeded our expectations! Great experience at each brewery and the entire time was worry free because all the drinks and transportation is taken care of. Lots of fun! I would for sure do this again.
    Written 5 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
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