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The Chicago Winter Tour

606 Tours Chicago

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No Added Fees At Checkout


The Chicago Winter Tour is the perfect way to see all that Chicago has to offer during the holiday season. We will take you beyond the downtown loop to explore some of the great neighborhoods that make up this amazing and diverse city. The Chicago Tour will help you see the city without worrying about the logistics or the effort of planning. Winter in the city is a magical time. We will explore the Loop, Chinatown, and Wrigleyville. Some stops on the tour will include the European Christkindlmarket at Wrigley, the underground pedway system, the historic holiday windows at Marshall Fields (now Macy's), and some of the city's best holiday decorations. Together we will see the city by going off the beaten path for a more authentic experience. Each tour will include all food and drinks (listed in the itinerary below) and a CTA day pass.

*Note: Winter tours scheduled Jan. 3-5 will NOT include the Christkindlmarket. However, an alternate winter experience will be implemented into the tour.

About This Deal

This is a typical itinerary for this product

Stop At: Millennium Park, 201 East Randolph Street, Chicago, IL 60601-6530

We will stop for a quick photo opportunity at the Cloud Gate (aka "The Bean") or the park's famous Christmas tree.

Duration: 15 minutes

Stop At: Chicago Cultural Center, 78 E Washington St, Chicago, IL 60602-4801

Opened in 1887, this building is a Chicago Landmark building. We will admire the architecture, which includes the largest Tiffany-stain glass dome in the world.

Duration: 15 minutes

Stop At: Chicago Pedway, Chicago, IL

We will take a short walk through Chicago's Pedway, a system of underground tunnels, linking several of the city's downtown skyscrapers, restaurants, bars, civic buildings, and shops.

Duration: 15 minutes

Stop At: Macy's on State Street, 111 N State St, Chicago, IL 60602-1659

This National Historic Landmark was once home to Marshall Field's department store, one of the largest department stores in the world. We will use the underground pedway to guide us to this location, where we will then come up to the street level to admire the traditional holiday windows. This is a quintessential holiday tradition in Chicago.

Duration: 20 minutes

Stop At: Wrigley Field, 1060 W. Addison St., Chicago, IL 60613-4566

No holiday in the city is complete without a stop at a holiday market. Here we will enjoy the Christkindlmarket at Wrigley Field's Gallagher Way. We will enjoy either hot chocolate or mulled wine, as well as a dessert. You will have around 20-30 minutes to shop before heading back into downtown.

Duration: 45 minutes

Stop At: Palmer House Hilton Historic Lobby, 17 E Monroe St, Chicago, IL 60603-5608

Historic Hotel in downtown Chicago.

Duration: 20 minutes

Stop At: Chicago Chinatown, 318 W Cermak Rd, Chicago, IL 60616-1916

Lunch and tea in Chiantown.

Duration: 1 hour

Additional Information

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • Near public transportation
  • Infant seats available
  • Travelers should have a moderate physical fitness level
  • This experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund
  • This experience requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund
  • This tour/activity will have a maximum of 12 travelers
  • Chicago Public Transit Day Pass
  • Small Group Guide
  • Lunch in Chinatown
  • Tea in Chinatown
  • Dessert
  • Hot Chocolate or Mulled Wine at Christkindlmarket

  • Gratuities

Departure Point
Chicago Athletic Association, 12 S Michigan Ave, Chicago, IL 60603, USA

Departure Time
10:00 AM

4 hours

Return Details
Returns to original departure point

Voucher Info
You can present either a paper or an electronic voucher for this activity.

The tour identified in this promotion is made available through Viator. Groupon is not affiliated with or sponsored by the 606 Tours Chicago in connection with this deal. Please contact Groupon customer service for all inquiries related to this offer. Inquiries placed to Viator will be directed back to Groupon.

This offer is not eligible for promo codes.

Fine Print

  • Voucher valid only for date and time listed; may not be exchanged or redeemed for other dates.
  • Purchaser name and phone number must be provided at checkout; this information will be shared with Viator and the tour operator for purposes of order fulfillment.
  • Groupon promo codes may not be used for this offer. Groupon voucher Terms of Sale and Extraordinary Event Policy do not apply.
  • See Viator voucher terms under "Viator Vouchers" here.
  • Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services. Offer is not eligible for our promo codes or other discounts.