Chicago Holiday Tour

Difficulty

easy

Duration

3–4 hours

Fitness Level

Suitable for all fitness levels as the pace is moderate and the terrain is flat urban streets

Overview

Experience the magic of Chicago’s holiday season with a guided tour through its iconic landmarks, festive markets, and local traditions. Discover why this urban winter adventure is a must for seasonal travelers.

Chicago, Illinois

Chicago Holiday Tour

Select participants and date

Date

Mon, Oct 13

Travelers

2

Adventure Photos

About This Adventure

Join the Holiday Lights Running Tour in downtown Chicago for a festive adventure! Run through the sparkling streets of the Magnificent Mile, marvel at the 110th Christmas Tree, explore the Christkindlmarket, and enjoy Macy’s stunning window displays, all while soaking in the enchanting holiday spirit and iconic architecture.

Experience the magic of Christmas in the heart of downtown Chicago with our unforgettable Holiday Lights Running Tour. Lace up your running shoes and join us on a festive journey through the dazzling streets of Chicago’s world-famous Michigan Ave (known as the Magnificent Mile), immersing yourself in the enchanting holiday spirit that fills the air during this special time of year.

Highlights Include: Chicago’s 110th Christmas Tree, Christkindlmarket, Macy’s window displays on State Street, the Magnificent Mile Lights Festival, and iconic Chicago architecture (Wrigley Building, Tribune Tower, and Water Tower).

Adventure Tips

Dress in Layers

Chicago winters are cold and windy; wear multiple layers to stay warm and comfortable during this urban walk.

Book Early for Christkindlmarket

Reserve your spot early to avoid crowds at this popular German-style Christmas market.

Carry Portable Charger

Keep your phone charged for photos and navigation throughout the tour.

Comfortable Footwear

Wear supportive shoes as this tour involves several hours of walking on city pavements.