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ChicagoExperiences
ChicagoExperiences

Top Picks for Chicago Experiences

Discover 40 Experiences in Chicago on Trip.com, updated September 14, 2025, with experiences lasting from 1 to 5 hours. Find the perfect adventure for your day!

From NZD 23.77 per person, with an average total of NZD 126.67. Choose the option that suits your plan.

With 79 verified reviews, Experiences Chicago boast an average rating of 4.8.

This week's most popular Experiences: "Bite into Chicago: Discover the City’s Most Iconic Food", with 78 reviews and a 4.7 rating.

Now on Trip.com: "Bite into Chicago: Discover the City’s Most Iconic Food", a 2-hour adventure in Chicago!

The next available day tour departs on September 15, 2025. Book now to secure your spot!

Chicago Experiences usually take about 2 hours — perfect for a relaxed, immersive experience!

75% of Chicago Experiences now offer English-speaking guides

September is the perfect time to visit Chicago! Choose from Experiences available day tours, including seasonal favorites like Bite into Chicago: Discover the City’s Most Iconic Food.

Your trip, worry-free! All day tours are run by licensed suppliers with verified reviews, and many include free cancellation before departure.

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40 Results for Chicago Experiences

  • ChicagoExperiences

    Chicago River 45-min architecture cruise

    Duration: 45–60 mins
    English
    FromNZD 23.77
  • ChicagoExperiences

    Big Bus Chicago Hop-on Hop-off Bus Tour

    English
    23 booked
    FromNZD 61.48
  • ChicagoExperiences

    The Chicago Theatre Tour Experience

    Duration: 1 hr
    English
    FromNZD 51.13
  • ChicagoExperiences

    Chicago Seadog: Lakefront Speedboat Tour

    Duration: 30 mins
    FromNZD 72.62
  • ChicagoExperiences

    All kinds of translators, Guide , chartered private charter, photographers, business escorts, medical accompaniment, travel guides, customization throughout the United States

    FromNZD 25.88
  • ChicagoExperiences

    Skyline lake boat tour from Navy Pier

    Duration: 45 mins
    English
    5.0/5
    Excellent· 1 review
    FromNZD 30.92
  • ChicagoExperiences

    Spirit of Chicago dinner cruise

    English
    FromNZD 198.25
  • ChicagoExperiences

    Chicago Odyssey dinner cruise

    English
    FromNZD 331.92
  • ChicagoExperiences

    Chicago Premier Lake Michigan brunch cruise

    Duration: 120 mins
    English
    FromNZD 176.00
  • ChicagoExperiences

    Bite into Chicago: Discover the City’s Most Iconic Food

    Duration: 2 hrs
    4.7/5
    Great· 78 reviews
    FromNZD 129.85
  • ChicagoExperiences

    Architecture cruise on the Chicago River from Navy Pier

    Duration: 75 mins
    English
    FromNZD 49.19
  • ChicagoExperiences

    Big Bus Chicago: Hop-on Hop-off Bus Tour

    Duration: 2 hrs
    English
    FromNZD 76.38
  • ChicagoExperiences

    Chicago: Guided Food Tour + Bike or Kayak Rental

    Duration: 150 mins
    English
    FromNZD 144.26
  • ChicagoExperiences

    Chicago: Premier Dinner Cruise on Lake Michigan

    Duration: 150 mins
    FromNZD 299.23
  • ChicagoExperiences

    Chicago: Food and Prohibition Architecture Guided Tour

    Duration: 5 hrs
    English
    FromNZD 168.03
  • ChicagoExperiences

    Chicago: Canine Cruise

    Duration: 90 mins
    English
    FromNZD 71.60
  • ChicagoExperiences

    Lake Michigan: Premier Brunch or Lunch Cruise

    Duration: 2 hrs
    FromNZD 183.25
  • ChicagoExperiences

    Chicago: Chinatown Food & Culture Walking Tour

    Duration: 3 hrs
    English
    FromNZD 135.76
  • ChicagoExperiences

    Chicago: Guided Food Tasting + Bike Tour

    Duration: 4 hrs
    English
    FromNZD 168.03
  • ChicagoExperiences

    Chicago: Family & Food Guided Bike Tour

    Duration: 4 hrs
    English
    FromNZD 135.76
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Reviews/Trip Moments
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Product reviews: Skyline lake boat tour from Navy Pier
Guest User2025-06-25
When booking on line and getting tickets emailed, information about which doc the boat is on would be great. We live out of state and had no idea which boat it was, where the doc is located we missed our time for departure. Luckily my tickets were honored for a later time.

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