Chicago Downtown Highlights Private Walking Tour

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Explore the vibrant city of Chicago on a private walking tour led by a knowledgeable local guide


  • Explore Chicago's most iconic landmarks, starting at Millennium Park
  • Marvel at skyscrapers like the Wrigley Building & Tribune Tower
  • Benefit from the knowledge and expertise of Our friendly local guide


Welcome to Chicago, also known as 'The Jewel of the Midwest'! On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! You’ll discover the Windy City’s true essence: a vibrant melting pot of eccentric art, world-class food, diverse multicultural neighborhoods, and one of the most comprehensive architectural catalogs in the world. Whether you're trying to get the money shot at the famous giant mirrored bean or looking to learn a thing or two at Chicago Cultural Center, charming Chicago is a city full of surprises that has something for everyone, and it’s no wonder it’s one of the most popular tourist destinations in the United States! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate, the quirky and artistic Crown Fountain, as well as plenty of green space, gardens and sculptures. From there, your tour will begin as you start your walk through Chicago, exploring the most famous and beautiful locations in the city such as: -The Chicago Athletic Association -Cloud Gate -The Pritzker Pavilion -Marshall Field Building -The Picasso – Daley Plaza - Chicago Cultural Center -Wrigley Building, Tribune Tower and other great skyscrapers at Riverwalk -Navy Pier This half-day tour will be fully packed with famous landmarks, vintage architecture, secretly located spots and much much more! So whether you’re visiting Chicago for the first time or you're a lifelong Chicagoan looking to see a little more of your home city, we guarantee you'll have the best time exploring this wonderful city! Your guide will even act as your personal photographer for the day and help you to get some great insta-worthy snaps! For an unforgettable experience of Chicago, book your tour with us today. We can’t wait to show you around one of our favorite places!


English speaking tour guide Mineral water Wet napkins Private round-trip transportation from your hotel

Important Information

  • Times and attractions usually can be customized to fit your request (just let us know) Times above are subject to change due to local conditions

Easy cancellation

Cancel up to 24 hours in advance for a full refund


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