Adventurous Things to Do in Chicago

Top Adventurous Things to Do in Chicago, IL

Best Adventurous Things to Do in Chicago

  • Traveller favourites
    Things to do ranked using Tripadvisor data including reviews, ratings, photos, and popularity.
  • Traveller ranking
    Highest rated attractions on Tripadvisor, based on traveller reviews.
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41 places sorted by traveller favourites
Showing results 1-30 of 41

What travellers are saying

  • Amanda C
    Gold Coast, Australia1,647 contributions
    If you're a new visitor to Chicago, or have never taken the trip up to the Skydeck, it's a great way to get your bearings in Chicago.
    There's an awesome view of Lake Michigan to you can see exactly how huge it is and great 360 degree views of the entire City.
    Definitely worth visiting.
    Written 30 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • gemmap81
    Liverpool, UK129 contributions
    Been up to the top of lots of big famous buildings around the world. First to have one of these so had to have a go. Extra charge on top of entrance fee though which makes it a bit overpriced.
    Written 30 December 2019
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Selina S
    Chicago, IL2 contributions
    We did the Heist Escape Room and had so much fun. There were so many unique puzzles that we were all able to contribute. This is a great team building experience and would highly recommend.
    Written 28 October 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Karen S
    1 contribution
    Had a great time escaping with jewels from the Bank. Almost didn’t make it. Thanks to game master Chris for a great time.
    Written 25 November 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • pamela s
    Illinois8 contributions
    The guide was very knowledgeable about Chicago and the city's history. The museum campus tour was great fun with some of the most beautiful views of the city and the lake.
    Written 14 September 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Steve C
    Mountain View, CA1 contribution
    This was an absolute blast with Captain Mike (AKA Captain Segway) leading our small group of four. We checked off all of the big names of things to see up close but from the outside. We'd have short breaks at each site where Mike would tell us its deep and lesser know stories. He made it fun by letting us guess some facts about an item of interest, or quiz us later on things he told us.

    On our next Chicago trip, another Segway Experience is a Must Do!
    Written 22 August 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Dorota Gessek
    2 contributions
    Thanks to Patrycja and Iza witch provided professionalism combine with unbelievable knowledge the trip to Patagonia was unforgettable experience. Every detail of the trip was planned meticulously, which allowed me to enjoy and admire this magnificent part of the world.
    Written 12 November 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Sarah Horn
    Chicago, IL15 contributions
    Went for my husband's birthday. Fun competing against each other. We had someone who works there show us the basics and kept score for us. They have league's, my husband will most likely be joining one :).
    Written 5 March 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Mike L
    1 contribution
    Although the show takes place in a small hotel ballroom, Dennis makes you feel as though you are old friends and guests in his home. He provides an engaging, intimate setting of wonder and amazement. The show is true esacpe from reality that's relaxing and will make you happy.
    Written 18 October 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • James Meador
    1 contribution
    Magic Penthouse really hit the spot after a long workday! I went solo and was immediately introduced to fun, like-minded people. I was transported into a world of multiple live, simultaneous shows. It was a feast for the senses and the hosts treating me like a VIP make me feel like an included part of the overall experience. The venue was a colorful and lively Latin American theme, with top notch drinks and the plentiful food was super on point. The acts combined humor, skill, and world class magic knowledge. I honestly can't say enough about how impressed I was. I would highly recommend this entertainment concept with no reservations. If you haven't visited already, get your tickets now!
    Written 20 November 2021
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Mazzy M
    1 contribution
    John was a great instructor and axe throwing was super fun with him! By the end, my friend and I were pros!
    Written 6 August 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Natalie K
    Willowbrook, IL32 contributions
    This was my first escape room in person. In the past, I have done a home made escape room and a virtual escape room. We went with a group of campers who really enjoyed the experience. Our room was the dollhouse room and I absolutely loved it. I loved the nostalgic 80s vibes and it was a little creepy with all the dolls without being too scary. We unfortunately did not finish it in time but we were very close! Would highly recommend it. The staff were very friendly!
    Written 20 August 2022
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Paula R
    8 contributions
    Fun and interesting part of the city! I never knew about! Margaret was very entertaining and knowledgeable!
    Written 1 February 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • Aliandkan
    Nashville, TN1 contribution
    It was our first time, we made it out with a bit of help. Definitely will return. Staff was very friendly.
    Written 13 November 2020
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.
  • shirleyb608
    Cambridge, New Zealand7 contributions
    Just got off my Segway with Mike as our tour guide. It was wonderful in spite of a little rain. Mike was a great tour guide and Segway instructor! Would recommend this tour to see the Museum District of Chicago! Lots of fun!
    Written 8 September 2019
    This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews.