Guided tour

Chicago: Downtown Highlights Walking Tour

Activity provider: WeVenture (National)

Chicago: Downtown Highlights Walking Tour

Activity provider: WeVenture (National)

From US$ 39 per person

Discover the outstanding architecture and inspiring public art of the Windy City on a guided excursion. Check out the must-see spots in downtown Chicago, such as the City Hall and Millennium Park.

About this activity

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Duration 2.5 hours
Check availability to see starting times.
Live tour guide
Wheelchair accessible
Private group available


  • Marvel at the Chicago skyline as you walk through the Loop and the River Walk.
  • Learn how Chicago got its famous nicknames: “Second City” and “Windy City”
  • Experience the beauty of the city skyscrapers' innovative architecture
  • Snap a silly photo of your distorted reflection on the famous Cloud Gate 'bean'
  • Discover some unique hidden gems and local favorites at the hands of a local
Full description

Explore the vibrant downtown district of Chicago in the company of a local guide. Take a walking tour through the modern architecture and colorful street art, learn the history behind the city's renowned buildings, and gaze at the biggest must-sees including Cloud Gate, better known as "The Bean".

Step into the city center with your local guide and become surrounded by the soaring architecture of iconic buildings, such as the Wrigley Building. Get an up-close look at the famous Chicago Bean for the chance to snap some Instagram-worthy photos.

Take in views of the Chicago River and even stroll along the River Walk if the weather allows. Allow your guide to show you some local-favorite hidden gems and enjoy a delicious surprise treat.

  • Tour guide
  • Snack
  • Tips

Select participants and date



Meeting point

Meet your guide at The Chicago Theater under the marquee.

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Important information

What to bring

  • Comfortable shoes
  • Comfortable clothes
  • Weather-appropriate clothing

Know before you go

  • This tour runs year-round and will proceed rain or shine unless the weather constitutes a dangerous situation
  • In the event of road or attraction closures, your guide will do their best to work around the obstacles or take your tour to alternate locations
Customer reviews

Overall rating

5 /5

based on 1 reviews

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Dash was a very good tour guide - he was highly knowledgeable about the architecture and history of downtown Chicago, and his enthusiasm made it even better! He took me inside buildings that I would have never assumed to go inside. I felt as though I was really being shown around by a local expert

September 14, 2022

Product ID: 424400