Sightseeing Tours in Chicago

THE 10 BEST Chicago Sightseeing Tours

Sightseeing Tours in Chicago

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Showing results 1-30 of 165
*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

  • Lynne C
    2 contributions
    5.0 of 5 bubbles
    Wonderful experience! We did the 8 pm. cruise and that was the perfect time to go.
    We had a trainee guide and he did a great job!
    Written May 17, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Krasimir Stankov
    Cernusco sul Naviglio, Italy31 contributions
    5.0 of 5 bubbles
    Very nice experience ☺️. The guida was very well prepared and explained very well the story of Chicago buildings . If you go to Chicago you must do this tour.
    Written May 21, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Brooks S
    1 contribution
    5.0 of 5 bubbles
    Adam was a great tour guide! The tour was the perfect length with fun and interesting information provided throughout. We were glad to have booked this tour!
    Written May 20, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Cammie C
    Lansing, MI9 contributions
    5.0 of 5 bubbles
    So much fun. It was like a party atmosphere. Very very fun. Took my two adult daughters. Was a special trip For us !!!!!!!!
    Written May 14, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Danny6182
    London, UK66 contributions
    5.0 of 5 bubbles
    We love Greg and his fantastic tour!
    We visited this as a group of 4 friends (2 couples) and had a great experience and learning the history of Chicago with Greg a city native.
    We had a great laugh, learned loads and even got a wonderful dinner recommendation that we booked for our last night in Sedgwick area

    Thanks Greg for an amazing tour and we hope to experience another one of your tours when we are next in Chicago

    Danny and friends
    Written May 20, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Steven K
    7 contributions
    4.0 of 5 bubbles
    The views were really spectacular, and it it wasn't too crowded. The price seems comparable to other similar skyscrapers. I think it's probably worth it to go to the top of at least one building like this at some point, and additionally if you have some particular familiarity and interest in a city that has one. I don't know that you need to go to the top of every one.

    You can see way out onto Lake Michigan, as well as several landmarks in the city and the highways.

    Stepping onto the ledge is a little bit of a rush, but it's ultimately not that different from looking out the window. I couldn't imagine anyone actually paying (I think it was $40?) for a photo package from the ledge. The people downstairs didn't even seem to seriously expect anyone to get them.
    Written May 4, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Elizabeth C
    5 contributions
    5.0 of 5 bubbles
    Mike the map man was fantastic.ive lived in Chicago all my life and never took the tour. He was fantastic o thank you enjoyed this
    Written May 11, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Ronald P
    94 contributions
    4.0 of 5 bubbles
    The overall premise is a good one.

    Being able to get "on and off" at well known points gives you some assurance of accessing where you plan to go with some consistency as to the "how".

    As to "when" you can get there, the timetable/schedule is little better than a "guess". They know that traffic patterns affect consistency so there is no "guarantee" of arrival times - only the first bus of the day at each pick up point is given in their brochure. SOME points are about a half hour apart if that helps (and a bus shows up about every 30 minutes at every pick up point). The whole route is roughly 2 hours..."guess" from there if you are planning to be "on time" along the way".

    They give out earphones to plug in to jacks on the bus. This is "something" but not exactly what I expected: You get to hear music and "occasional" descriptions of what you are passing. My opinion is that they are missing a great opportunity to tell FAR more about the Chicago you get to see as you pass by.

    The price is a little high for one day but the two day price seems a bargain comparatively.

    All 3 drivers we had on our segments were friendly and kept us safe in the nightmarish traffic.

    Overall glad we used the service.
    Written May 20, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Shivalika J
    1 contribution
    5.0 of 5 bubbles
    Great tour. Your guide was very knowledgeable. Great sights. The only annoying thing was getting through lock to get to the lake. It takes a long time
    Written May 12, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Alison W
    8 contributions
    4.0 of 5 bubbles
    Having seen Chicago by boat and bicycle we wanted to see how it all fitted together from the air. 94 floors up and still buildings taller than us. The views are spectacular.
    Written May 6, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Adrian W
    1 contribution
    5.0 of 5 bubbles
    Dash was a great host and showed us around Chicago with aplomb. The full 5 hours was filled with commentary and great sites of the city, some very tasty bites and seeing things one would not ordinarily see if one just walked the city. It was a really good use of our time and will entice me back to the city again to explore further.
    Written May 19, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • AJA1996
    Portland, OR23 contributions
    5.0 of 5 bubbles
    Went with three generations and everyone in our group loved it. Our tour guide David was fantastic! The history is so interesting and the views are amazing.
    Written May 19, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Bob Marchese
    1 contribution
    5.0 of 5 bubbles
    Our guide Jay was loads of fun.
    Also he knew the city landmarks and history.
    Btw, biking was safe.
    It rained, but that served to cool us.
    It created more fun !
    Written May 20, 2024
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Helen G
    Cambridge, UK1 contribution
    5.0 of 5 bubbles
    Mike - the Captain of Segway!!! Was the most awesome guide. Great teaching and entertaining information
    Thanks from our UK gang!
    Written May 19, 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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