(800) 814 COOL Questions? Call Us Now!

Chicago Downtown Private Guided Walking Tour

New To The Site! Chicago, USA

Loading Options

2 to 3 hours (approx.)
Mobile ticket
Instant confirmation

Overview

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.

What's Included

  • Private Walking Tour of Downtown Chicago’s Iconic Landmarks and Hidden Gems
  • 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 2H option)
  • Entry/tickets to any attractions
  • Food and drinks
See 3 moreSee 4 more

Meeting Location

Meeting point

East Superior Street
Chicago, IL 60611, USA

Show on Google Maps

Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

The Peninsula Chicago

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.
Read more

10 minutes • Admission Ticket Free

Holy Name Cathedral

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

20 minutes • Admission Ticket Free

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.
Read more

20 minutes • Admission Ticket Free

DuSable Bridge

As you cross the DuSable Bridge, once a key crossing during Prohibition times, take in panoramic river views while your guide shares captivating tales from Chicago’s tumultuous past.
Read more

10 minutes • Admission Ticket Free

American Writers Museum (Pass By)

Pass by the American Writers Museum, a tribute to America’s literary legends, and conclude at the grand Millennium Monument in Wrigley Square—an elegant tribute to Chicago’s centennial.
Read more

The Chicago Theatre

Extend your route beyond the Millennium Monument to include the legendary Chicago Theatre, where dazzling marquees and old-world glamour echo decades of entertainment history.
Read more

30 minutes • Admission Ticket Free

Marshall Field And Company Building

Pause at the historic Marshall Field and Company Building, a marvel of commercial architecture and innovation, then admire the ornate Chicago Cultural Center, home to the world’s largest Tiffany glass dome—a hidden gem few visitors discover.
Read more

30 minutes • Admission Ticket Free

Cloud Gate

Finally, stand before Cloud Gate, affectionately known as “The Bean,” where the city’s skyline bends and dances in polished steel. It’s the perfect finale to a tour that reflects both the timeless grandeur and modern vibrancy of Chicago. Elevate your city experience with the insight and intimacy only a Private Guide can provide.
Read more

1 hour • Admission Ticket Free

Show 6 more stops

Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Infants are required to sit on an adult’s lap
  • Please check your email the day before the tour for important details from Rosotravel, your tour operator.
  • The itinerary depends on the selected option.

Frequently Asked Questions

(6)

Q: What is the cancellation policy for the Chicago Downtown Private Guided Walking Tour?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (CDT). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-368349P425


Loading Options

Similar Tours & Activities

Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago

Spectacular Fireworks Sail - Private Charter - Navy Pier, Chicago

7
 2 hours  Free Cancellation  Instant Confirmation
from
$566.82

Chicago Creepy Cruise

Chicago Creepy Cruise

 1 hour 30 minutes  Free Cancellation  Instant Confirmation
from
$45

4 Hours of Chicago City Tour Sedan

4 Hours of Chicago City Tour Sedan

New To The Site!
 4 hours  Hotel pickup offered  Free Cancellation  Instant Confirmation
from
$640

Chicago Seadog River & Lake Architectural Tour
Likely to Sell Out

Chicago Seadog River & Lake Architectural Tour

 1 hour 15 minutes  Instant Confirmation
from
$44.03

Travelers Who Bought This Tour Also Bought

Chicago River 90-Minute Architecture Tour
Likely to Sell Out

Chicago River 90-Minute Architecture Tour

 1 hour 30 minutes  Free Cancellation
from
$45

Chicago Lake and River Architecture Tour
Likely to Sell Out

Chicago Lake and River Architecture Tour

 1 hour 30 minutes  Free Cancellation
from
$45

Chicago River 45-Minute Architecture Tour from Magnificent Mile
Likely to Sell Out

Chicago Crime and Mob Bus Tour
Likely to Sell Out

Chicago Crime and Mob Bus Tour

 90 to 120 minutes  Free Cancellation  Instant Confirmation
from
$49

What's Included

Activity name

  • Private Walking Tour of Downtown Chicago’s Iconic Landmarks and Hidden Gems
  • 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)
  • 5-Star Licensed Guide fluent in your chosen language
  • Extended walking route to the Chicago Theatre, Cultural Center, and Cloud Gate (in the 2H option)
  • Entry/tickets to any attractions
  • Food and drinks

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • 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!

Report Product Issue

Activity name

Language
Currency

Site Settings

Activity name

Currency

Activity name

Free Cancellation

Activity name

100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (CDT).

Sorting, ranking, and search results

Activity name

City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

If you see a Badge of Excellence label, the award is based on average review ratings, share of bookings with a review, and number of bookings through City Boat Tours over a 12-month period.

The importance of any one factor over any other in a sort order varies, and the balance is constantly being reviewed and adjusted. We're always updating our systems and testing new ways to refine and improve your results to make them as relevant as possible to meet your needs.