Private Guided Chicago City Tour

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From $425.00

1 reviews   (5.00)

Price varies by group size

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Departs: Chicago, Chicago

Ticket Type: Mobile or paper ticket accepted

Free cancellation

Up to 24 hours in advance.

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Discover Chicago's bold character through its beautiful landmarks and fascinating backstories on this thoughtfully designed tour of history, contemporary life and world-famous architecture. Guests will see iconic downtown buildings, hear lesser-known stories from the past, and step inside gorgeous interior spaces.

What's Included

Private transportation

Professional local guide

What's Not Included

Food & drink


Traveler Information

  • TRAVELER: Age: 0 - 120

Additional Info

  • Face masks required for guides in public areas
  • Gear/equipment sanitised between use
  • Hand sanitiser available to travellers and staff
  • Only guides who have received a full Covid-19 vaccination will operate in-person tours.
  • Regularly sanitised high-traffic areas
  • Social distancing enforced throughout experience
  • Transportation options are wheelchair accessible
  • Wheelchair accessible
  • Contactless payments for gratuities and add-ons
  • Face masks required for travellers in public areas
  • Guides required to regularly wash hands
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Service animals allowed
  • Suitable for all physical fitness levels
  • Transportation vehicles regularly sanitised

Cancellation Policy

All sales are final. No refund is available for cancellations.

What To Expect

We'll start your private "Detour" with a highlights drive. Your professional tour guide will show you a grand view of the magnificent Chicago skyline from Museum Campus. Then you’ll see the city’s varied architectural masterpieces, like historic skyscrapers, grand mansions, and modernist buildings. All the while, your passionate and knowledgeable tour guide will share perspectives on how the city has evolved over history.

2 hours • Admission Ticket Free

Museum Campus
Marvel at the spectacular view of downtown Chicago's world-famous skyline and pose for group photos with the city as your backdrop.

15 minutes • Admission Ticket Free

Printer's Row
Roll past the iconic Dearborn Station, learn about the industrial history of Chicago, and stop to visit some of the world's oldest skyscrapers.

25 minutes • Admission Ticket Free

Gold Coast
Take a scenic drive through the Gold Coast, an enclave of the rich and powerful for over a century. You'll spot everything from stately rowhouses to grand mansions, like the residence of the Cardinal Archbishop of Chicago.

• Admission Ticket Free

Lincoln Park
Driving up to the North Side, we'll share the unexpected origins of Chicago's famous lakefront park before showing you its beautiful landscapes and prominent attractions, including the Lincoln Park Zoo.

• Admission Ticket Free

Magnificent Mile
We'll conclude our Highlights drive by cruising down Michigan Avenue, also known as the Magnificent Mile. Home to some of the most luxurious shopping experience this side of Fifth Avenue as well as some remarkable pieces of history, like the famous Water Tower, and soaring skyscrapers, like the John Hancock Center.

• Admission Ticket Free

Wrigley Building
We'll disembark near the famous Wrigley Building, an iconic skyscraper built just beside the Mag Mile a century ago. From there we'll take in the spectacular riverfront views, learn about the fascinating layers of history surrounding the DuSable Bridge which carries Michigan Avenue across the Chicago River, and then proceed south for our walking tour.

20 minutes • Admission Ticket Free

Aqua Tower
We'll stroll through the Lakeshore East neighborhood, taking in its dense collection of architectural styles, including beloved landmarks like the Carbide and Carbon Building and the Aqua Tower. We'll pause at carefully chosen vistas to drink in the sights and learn about the differing architectural styles.

30 minutes • Admission Ticket Free

Millennium Park
We'll stroll over to Millennium Park and visit the iconic “Bean,” , a work of public art that creates fantastic photo opportunities. We'll take in surrounding attractions like Pritzker Pavilion and Crown Fountain before continuing.

20 minutes • Admission Ticket Free

Chicago Cultural Center
Depending on availability, we'll take you into one of the most beloved spaces in the city. The Chicago Cultural Center's magnificent Preston Bradley Hall is a show-stopping space, filled with incredible mosaics, chandeliers, and a soaring stained glass dome.

20 minutes • Admission Ticket Free

Macy's on State Street
The grand dame of State Street, the historic shopping district of Chicago, the old Marshall Field's is a wonder. Full of dazzling spaces and countless contributions to local history and culture, this department store amazes visitors more than a century after it opened.

15 minutes • Admission Ticket Free

Daley Bicentennial Plaza
The Chicago Civic Center, named for the longtime mayor, is home to the most famously beguiling works of art in the city: the Chicago Picasso. We'll let you see it from all angles and share some of its fascinating history.

15 minutes • Admission Ticket Free

Chase Tower
We'll pause in the plaza outside Chase Tower, right in the heart of the Loop, where we can easily see the layers of the city's architectural history laid out in front of us. Highlights include the dizzying design of Chase Tower, the beautiful simplicity of the Inland Steel Building, and one of the oldest restaurants in the city.

15 minutes • Admission Ticket Free

Marquette Building
We'll conclude at the Marquette Building, a skyscraper built in the 1890s. Full of revealing history and directly adjacent to dining, sightseeing, and more, it provides a perfect conclusion to our tour together.

15 minutes • Admission Ticket Free

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