Private Customized Walking Tour: Explore Chicago
28 Ratings
Discover the hidden gems of Chicago on a private walking tour with Leentje, a knowledgeable tour guide. Explore the city's art, architecture, food, and more in this customized 2-hour experience.
Duration: 2 hours
Cancellation: 1 day learn more
  • Pioneer Court - This is where it all started!
  • Marina City - The first ‘city in the city’, designed by Bertrand Goldberg
  • Millennium Park - Opened in 2004, this is the most popular park in Chicago \’and the 2nd largest green roof in the world!
  • Cloud Gate - Discover the Bean and take as many selfies as you want
  • Lurie Garden - Piet Oudolf’s hidden gem in Millennium Park
  • Crown Fountain - Cool off in Chicago’s coolest fountain
  • Calder’s Flamingo - There is more to Alexander Calder than mobiles!
  • Picasso Statue - Is it a horse? Is it a monkey? What is it exactly?
What's Included
  • CTPA Licensed Guide
What's Not Included
  • Alcoholic Beverages
  • Lunch
  • Snacks
Additional Information

Experience an exclusive two-hour strolling exploration with your Belgian-American guide, Leentje, who has called this city her home since 2014. Each tour is unique and specifically tailored for you. You can pick a language of your choice: English, French, or Dutch.

The tour can emphasize on various aspects like public art or street art, structural design, culinary delights, and numerous other focal points!

Pioneer Court
Near Apple Store entrance
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
(28 Ratings)
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1 star
Jan 22, 2024
Superb private tour! - Perfect private tour! During winterpeak of -23 degrees Celsius, my husband found some hidden gems which some real Chicagoans don’t even know about! Followed by local chicago bar/restaurants tour. Fell in love with this city thanks to Leentje! We’ll be back!
Review provided by Tripadvisor
Jan 6, 2024
Great Tour of Downtown Chicago! - Our guide Dave reached out prior to learn about what we wanted to do and see. He timely met us at our hotel and gave us a GREAT tour of downtown Chicago including lots of history, facts and places we had not considered including the Cultural Center which was beautiful. We only had a short period of time in the City so this tour really helped us get the most out of our stay.
Review provided by Viator
Sep 16, 2023
Highlights for half-day visitors - Want to spend a short time in Chicago and still visit the city's highlights? Choose a private tour of 3 hours. We had some bad luck, which meant we arrived much late for our appointment. However, Leentje made the effort to ensure that we enjoyed the most beautiful architecture and works of art in and around various buildings and of course the unmissable Millenium Park. The icing on the cake... a wonderful surprise! Just do it!
Review provided by Tripadvisor
Aug 20, 2023
Chicago goes local - Had a great guided tour! We asked Leentje to think out of the box because we had already planned several tourist attractions. Leentje did this with verve! We got to know Chicago in a way from a local. Super interesting! We also asked for some nice and tasty places to eat and we tried them all and they were top places! Leentje is the ideal guide in Chicago, highly recommended! Thanks Leentje, Jen is a great lady! We will definitely come back to guide us through Chicago with you :-) Greetings Joke and Bart
Review provided by Tripadvisor
Aug 16, 2023
Chicago - We spent a great morning with Leentje as a private guide! Highly recommended for those who want to visit Chicago in a fun way! Thanks Leentje
Review provided by Tripadvisor
Aug 5, 2023
One word: perfection! - Leentje gave us an exceptional experience! She was so accommodating...she did everything to make our lives easier... We toured downtown and Chicago's many neighborhoods and landmarks while she explained every story and detail to us. Sweet, warm, friendly, she has a very in-depth knowledge of Chicago. His love for the city is contagious! Your rating system only allows you to give 5 stars, but I would have preferred to give 10 or 20…
Review provided by Tripadvisor
Nov 8, 2022
We would highly recommend an architectural tour in Chicago with Dave. - Dave was very friendly, knowledgeable and easy going. He took us to sites we had walked by many times without knowing the history. Our 18 year old was fascinated by the tour as well.
Review provided by Viator
Oct 21, 2022
Private informational tour - Leentje was very accommodating. We had to move our tour and she was a rock star! I would recommend her to anyone.
Review provided by Viator
Jul 31, 2022
Nice tour! - We loved our tour with Leentje! She was so incredibly knowledgeable and gave us great advice on what to see and do during our stay. She made sure we had a great first day in the city and we would highly recommend her to anyone!
Review provided by Tripadvisor
Oct 11, 2021
Wonderful Chicago city tour - Leentje was so friendly, knowledgeable and provided us with such a wonderful tour. I would definitely recommend her to others.
Review provided by Viator
Select Date and Tickets
up to 6 guests
May 2024