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Chicago Holiday Walking Tour

Discover the festive spirit of Chicago on a 2-hour walking tour featuring iconic holiday lights, VIP access to Christkindlmarket, and a lively local guide.

Chicago
2 hrs
4.56Rating:
1 provider liveLast updated: April 7, 2026

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Cumulative distribution showing how many tours score at or below each rating on each provider platform in Chicago.

Provider Scores

Viator logo
5.00
5 reviews

Important Information

  • Service animals allowed
  • Public transportation options are available nearby
  • Infants and small children can ride in a pram or stroller
  • All areas and surfaces are wheelchair accessible
  • Operates in all weather conditions, please dress appropriately
  • Minimum numbers apply. There is a possibility of cancellation after confirmation if there are not enough guests to meet requirements. In the event of this occurring, you will be offered an alternative or full refund

Experience the magic of Christmas in Chicago with a 2-hour guided walking tour that immerses you in the city's festive spirit. Journey through the Chicago Loop, Millennium Park, and the Magnificent Mile, where millions of lights illuminate the streets. Marvel at Macy’s iconic holiday windows and Chicago’s official Christmas tree. Enjoy VIP access to the Christkindlmarket, bypassing the lines to explore this beloved German holiday market. With a lively local guide, uncover fun facts and cultural insights, like the creation of Rudolph the Red-Nosed Reindeer in Chicago. This tour is perfect for those seeking a festive adventure in the Windy City. Book now to create unforgettable holiday memories.

Pros

  • Stroll beneath millions of lights on the Magnificent Mile
  • Enjoy VIP access to Christkindlmarket
  • Marvel at Macy’s iconic holiday windows
  • Experience Millennium Park's festive transformation
  • Admire Chicago’s soaring Christmas tree
  • Discover State Street's festive shops

Includes

  • Walk beneath millions of glittering lights as the Magnificent Mile glows for the season
  • Skip the Lines—enjoy festive, VIP front-of-line access to Christkindlmarket’s holiday magic
  • Stroll through Millennium Park as it sparkles with lights and joyful holiday energy
  • Watch skaters glide under the skyline as Millennium Park transforms into a holiday wonder
  • Experience State Street’s festive shops bursting with lights, décor, and holiday cheer
  • See Chicago’s soaring Christmas tree glowing with festive lights—pure holiday magic
  • See the Wrigley Building glow with festive lights—an elegant icon shining bright for Christmas
  • Join a lively local guide who brings Chicago’s holiday spirit to life with every story
  • Marvel at Macy’s iconic holiday windows—sparkling scenes that capture pure Christmas joy

Excludes

  • Optional gratuity: $6 per person (or more) suggested guide gratuity (via Cash, Venmo and PayPal)
  • Hotel pickup and drop-off
  • This is purely a walking tour, no food or drink offered on this tour
$44.99
4.56Rating:

Tour Highlights

  • Stroll beneath millions of lights on the Magnificent Mile
  • Enjoy VIP access to Christkindlmarket
  • Marvel at Macy’s iconic holiday windows
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