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Chicago Downtown Private Guided Walking Tour

How to Get Around
Digital
180 minutes
English

Uncover Chicago’s bold spirit through its iconic landmarks, from the Gothic Holy Name Cathedral to the gleaming Cloud Gate. Hear untold stories of resilience, art, and innovation. Optional: see the Chicago Theatre, Cultural Center, and Tiffany glass dome.

Tour is available in following language: English French & Spanish

Choose one of our excellent tour options tailored to your needs and interests:

2-hour: Downtown Visit Downtown Chicago to see landmarks like Holy Name Cathedral, Tribune Tower, and the Wrigley Building. Uncover stories of resilience and architectural beauty.

3-hour: Downtown, Chicago Theatre, & Cloud Gate Visit Downtown Chicago and see the Chicago Theatre, Cultural Center’s Tiffany dome, and Cloud Gate. Extend your walk through rich history and iconic views.

This fun and history-filled tour will take you through the architectural wonders and cultural landmarks of Downtown Chicago. With a Licensed Private Guide, you'll uncover the stories behind iconic sites.

Options

2-hour: Downtown ENG

2-hour: Downtown SPA, FRE

3H:Downtown,ChicagoTheatre&Clo

3H:Downtown,Theatre&CloudGate

2-hour: Downtown ENG

Duration: 2 hours: Visit Downtown Chicago to see landmarks like Holy Name Cathedral, Tribune Tower, and the Wrigley Building.
,: Uncover stories of resilience and architectural beauty.
Expert-Guide: Official 5-Stars Guide who is an Expert in this kind of tours. Guide speaks fluently in chosen language - USCH001.

From$205Per Person

What's included in Chicago Downtown Private Guided Walking Tour

(Subject to Option Inclusions)

Itinerary

Meet your guide In front of The Peninsula Chicago, 108 E Superior St, Chicago, IL 60611, United States. Please do not enter the hotel, it is only a meeting point and the staff is not informed about the tour.

Holy Name Cathedral

Begin at the magnificent Holy Name Cathedral, a Gothic Revival masterpiece rebuilt after the Great Chicago Fire, symbolizing faith and resilience.

Richard H. Driehaus Museum

Follow your guide along charming streets lined with architecture from the Gilded Age, stopping by the exquisite Richard H. Driehaus Museum, an ornate mansion reflecting the opulence of the 19th century. Learn fascinating facts about the Tribune Tower, adorned with stones from world monuments, and admire the bright white façade of the Wrigley Building, a striking icon of the city skyline.

Inclusions

  • Private Walking Tour of Downtown Chicago’s Iconic Landmarks and Hidden Gems
  • 5-Star Licensed Guide fluent in your chosen language
  • Fascinating insights into Chicago’s architecture, history, and culture
  • Insider tips on the best local attractions and hidden gems
  • Extended walking route to the Chicago Theatre, Cultural Center, and Cloud Gate (in the 3H option)
  • - (number of attractions depends on the selected option)
  • Extended walking route to the Chicago Theatre, Cultural Center, and Cloud Gate (in the 2H option)
  • Entry/tickets to any attractions
  • Food and drinks
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Infants are required to sit on an adult’s lap
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels
  • Please check your email the day before the tour for important details from Rosotravel, your tour operator.
  • The itinerary depends on the selected option.
  • This is a moderate 1-2 miles walking tour, including some uneven surfaces or steps. The guide will adapt the pace to your group. Wear comfortable shoes and dress for the weather – the tour runs rain or shine!
  • To ensure a personalized experience for all guests, our private tours are limited to 25 people per guide. Larger groups will be provided additional guides.
  • Entrance tickets, food and drinks are not included in the price, but your guide will gladly recommend attractions and eateries to enhance your visit.
  • Have a special request or need accessibility support? Let us know in advance—we’re happy to help!

Meet

Pickup and Dropoff

You will make your own way to the meeting points

Meeting / End Points

  • Meet your guide In front of The Peninsula Chicago, 108 E Superior St, Chicago, IL 60611, United States. Please do not enter the hotel, it is only a meeting point and the staff is not informed about the tour.

Redeem

Ticket Redemption

Direct access

Information for the customer (Know before you go) • Please check your email the day before the tour for important details from Rosotravel, your tour operator. • The itinerary depends on the selected option. • This is a moderate 1-2 miles walking tour, including some uneven surfaces or steps. The guide will adapt the pace to your group. Wear comfortable shoes and dress for the weather – the tour runs rain or shine! • To ensure a personalized experience for all guests, our private tours are limited to 25 people per guide. Larger groups will be provided additional guides. • Entrance tickets, food and drinks are not included in the price, but your guide will gladly recommend attractions and eateries to enhance your visit. • Have a special request or need accessibility support? Let us know in advance—we’re happy to help!

Operator

New York City Tours