ChicagoDay tours
ChicagoDay tours

Top Picks for Chicago Day tours

Discover 117 Day tours in Chicago on Trip.com, updated September 19, 2025, with experiences lasting from 1 to 9 hours. Find the perfect adventure for your day!

From NZD 17.00 per person, with an average total of NZD 132.31. Choose the option that suits your plan.

With 9.215k verified reviews, Day tours Chicago boast an average rating of 4.7.

This week's most popular Day tours: "Chicago River 90-Minute Architecture Tour", with 4.344k reviews and a 4.7 rating.

Now on Trip.com: "Chicago Round-trip |Dubuque Town + Galena Town", a 9-hour adventure in Chicago!

The next available day tour departs on September 20, 2025. Book now to secure your spot!

Chicago Day tours usually take about 9 hours — perfect for a relaxed, immersive experience!

71% of Chicago Day tours now offer English-speaking guides

September is the perfect time to visit Chicago! Choose from Day tours available day tours, including seasonal favorites like Chicago River 90-Minute Architecture Tour.

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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117 Results for Chicago Day tours

  • Chicago Round-trip |Dubuque Town + Galena Town

    Chicago Round-trip |Dubuque Town + Galena Town

    Duration: 9 hrs
    English
    From185,22 NZD
  • Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    Chicago architectural sightseeing cruise (departing from Michigan Avenue or Navy Pier) 83929

    Duration: 1 hr
    English
    From85,02 NZD
  • Chicago River 90-Minute Architecture Tour

    Chicago River 90-Minute Architecture Tour

    Duration: 90 mins
    4.7/5
    Great· 4.3k reviews· 134 booked
    From76,55 NZD
  • Chicago: Culture & Architecture Guided Tour

    Chicago: Culture & Architecture Guided Tour

    Duration: 150 mins
    English
    From83,33 NZD
  • Chicago River 45-Minute Architecture Tour from Magnificent Mile

    Chicago River 45-Minute Architecture Tour from Magnificent Mile

    Duration: 45 mins
    4.7/5
    Great· 1.4k reviews· 165 booked
    From47,63 NZD
  • Chicago Favorites Ultimate Food and Walking Tour

    Chicago Favorites Ultimate Food and Walking Tour

    Duration: 3 hrs
    4.8/5
    Great· 1.8k reviews
    From144,57 NZD
  • Lake Michigan Sunset Cruise in Chicago

    Lake Michigan Sunset Cruise in Chicago

    Duration: 90 mins
    4.6/5
    Satisfactory· 362 reviews
    From76,55 NZD
  • Lake Michigan Skyline Cruise in Chicago

    Lake Michigan Skyline Cruise in Chicago

    Duration: 45 mins
    4.5/5
    Satisfactory· 246 reviews
    From55,29 NZD
  • Millennium Park self-guided walking audio tour in Chicago

    Millennium Park self-guided walking audio tour in Chicago

    Duration: 30 mins
    From25,50 NZD
  • Art Institute of Chicago Private Expert Guided Tour

    Art Institute of Chicago Private Expert Guided Tour

    Duration: 2 hrs
    From671,88 NZD
  • Chicago in a Day: Explore Food, History, and Iconic Architecture

    Chicago in a Day: Explore Food, History, and Iconic Architecture

    Duration: 5 hrs
    4.9/5
    Excellent· 1.1k reviews
    From171,72 NZD
  • Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour

    Chicago Film and Television Tour: Skyscraper Fantasy Light and one-day tour

    Duration: 3 hrs
    English
    From213,57 NZD
  • Chicago lakefront neighbourhood bike tour

    Chicago lakefront neighbourhood bike tour

    English
    From17,00 NZD
  • Ultimate city bike tour in Chicago

    Ultimate city bike tour in Chicago

    English
    From18,70 NZD
  • Chicago Bus Tour: 90-Min Sunset Tour

    Chicago Bus Tour: 90-Min Sunset Tour

    Duration: 90 mins
    English
    From83,63 NZD
  • Signature dishes of Chicago bike tour

    Signature dishes of Chicago bike tour

    English
    From153,07 NZD
  • 1-day tour of Chicago, USA

    1-day tour of Chicago, USA

    Duration: 5.7 hrs
    English
    4.5/5
    Satisfactory· 4 reviews
    From255,15 NZD
  • Chicago: Creepy Cruise

    Chicago: Creepy Cruise

    English
    From71,25 NZD
  • Hidden In Plain Sight: Chicago Prohibition Tour

    Hidden In Plain Sight: Chicago Prohibition Tour

    Duration: 210 mins
    English
    From76,34 NZD
  • Chicago: Guided Haunted Tour

    Chicago: Guided Haunted Tour

    Duration: 1 hr
    English
    From44,10 NZD
  • Original Chicago Prohibition Tour

    Original Chicago Prohibition Tour

    Duration: 4 hrs
    English
    From93,53 NZD
  • Chicago Downtown: 3-Hr Guided Pizza Tour

    Chicago Downtown: 3-Hr Guided Pizza Tour

    Duration: 3 hrs
    English
    From117,03 NZD
  • Chicago: Craft Brewery Barrel Bus Tour

    Chicago: Craft Brewery Barrel Bus Tour

    Duration: 225 mins
    English
    From168,94 NZD
  • Chicago: Chinatown Food & Culture Walking Tour

    Chicago: Chinatown Food & Culture Walking Tour

    Duration: 3 hrs
    English
    From135,68 NZD
  • Chicago: Guided Food Tour + Bike or Kayak Rental

    Chicago: Guided Food Tour + Bike or Kayak Rental

    Duration: 150 mins
    English
    From144,16 NZD
  • Chicago: Family & Food Guided Bike Tour

    Chicago: Family & Food Guided Bike Tour

    Duration: 4 hrs
    English
    From135,68 NZD
  • Chicago: Food and Prohibition Architecture Guided Tour

    Chicago: Food and Prohibition Architecture Guided Tour

    Duration: 5 hrs
    English
    From167,92 NZD
  • Chicago: Food Tour + Bike or Kayak Rental

    Chicago: Food Tour + Bike or Kayak Rental

    Duration: 5 hrs
    English
    From185,61 NZD
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Reviews/Trip Moments

Reviews: Chicago River 90-Minute Architecture Tour
Guest User2025-07-20
Please change speakers on the top deck. It's ear splittingly loud if you are unfortunate to sit anywhere near it. 90 decibels for a 90 minute cruise resulted in ears ringing all night. The tour guide himself was fantastic though. If you upgrade your speakers to higher fidelity ones rather than jbl you won't require such high volume.
Reviews: Chicago River 45-Minute Architecture Tour from Magnificent Mile
Guest User2024-10-07
Beautiful views! Very informative. So many fun facts you will learn. We definitely recommend when you’re in Chicago. Staff did a great job. Thank you!
Reviews: Chicago Favorites Ultimate Food and Walking Tour
Guest User2025-09-01
Jessica was an amazing guide — entertaining, knowledgeable, and full of fun stories that brought the city and its food to life. Every stop was delicious, and she made the whole experience engaging and memorable. Highly recommend this tour to anyone looking for great food and a great time! Thanks so much Jessica!