Tours in Chicago

THE 10 BEST Chicago Sightseeing Tours

Sightseeing Tours in Chicago

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HK$0 - HK$4,100 +
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170 places sorted by featured
  • 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 170
*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

  • Lou B
    Novi, MI1 contribution
    5.0 of 5 bubbles
    Bobby the guide was fantastic and extremely knowledgeable. Perfect excursion on a sunny warm February day in Chicago.
    Written 27 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Journey20961064388
    1 contribution
    4.0 of 5 bubbles
    The presenter was knowledgeable and hilarious. It was a good length for a chilly day - perfect for a place to eat our take out lunch.
    Written 1 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Nathan M
    1 contribution
    5.0 of 5 bubbles
    Ty was our tour guide and he did a very nice job. He showed us around Chicago and highlighted some if it's haunted history. The stories he told were interesting and he presented them with wit. If you are looking for a ghost tour of Chicago you couldn't do better. Nice work.
    Written 2 March 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Diane G
    1 contribution
    5.0 of 5 bubbles
    This tour provided great food, and lots of great information about Chicago and the stories behind the food and the restaurant stops. Jeff was a great tour guide, and answered all our questions. The food was excellent.
    Written 22 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • RJVFM
    Hervey Bay, Australia129 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.
  • PaulaGalvin
    Kildare, Ireland727 contributions
    4.0 of 5 bubbles
    Amazing way to see the whole of the city. Incredible views! On the advice of the staff we opted to go up later than planned and we were glad we did. We got the whole experience and saw the Lakeshore, the gold Coast as well as all the well- known and iconic architectural sights!
    Written 20 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • perezg1
    Phoenix, AZ34 contributions
    5.0 of 5 bubbles
    It was really pleasant and a lot of camaraderie. I was able to meet some wonderful people. And I just wished it lasted the whole day 😆
    Written 2 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.
  • Zihan L
    1 contribution
    5.0 of 5 bubbles
    Hillary has amazing insights into architecture and history of Chicago. She is super friendly and knowledgeable. Highly recommend!
    Written 2 March 2024
    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.
  • Sungjun
    Columbus, OH1 contribution
    4.0 of 5 bubbles
    I think it’s worth it even though we couldn’t do all five. You will definitely make most of it if you have enough time to travel. Wouldn’t have been able to enjoy Chicago w/o it.
    Written 7 January 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Ejpjap
    Green Bay, WI342 contributions
    5.0 of 5 bubbles
    The tour was fun. James was a great guide. It was interesting listening to his stories. Pizza was delicious!! Can’t recommend this tour enough!
    Written 11 February 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Travelfor4_8
    Chesterton, IN80 contributions
    5.0 of 5 bubbles
    Enjoyed our tour with Haley, she was very knowledgeable and did a great job! Would recommend this tour to everyone that’s never had a chance to explore the Pedway
    Written 27 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.
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Chicago: Sightseeing Tours Information

Sightseeing Tours

168

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HK$42

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