There’s nothing more magical than downtown Chicago during the holiday season. 2-hour guided walking tour through the Chicago Loop, Millennium Park and the Magnificent Mile. This tour is brought to you, internationally recognized tour company headquartered right here in Chicago. Our entertaining guides will get your holiday spirit primed with plenty of fun facts, general knowledge, and the best of Chicago holiday decor. Did you know Rudolph the red-nosed reindeer was a story created in Chicago? You’ll see the fabulous Christmas window displays at the original Marshall Field’s department store, Chicago's city Christmas tree, the ice skating rink at Millennium Park, and the legendary Christkindlmarket, a traditional German Christmas Market. This tour is a walking tour only. No food/drinks on this particular tour.

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

Suitable for all physical fitness levels

Transportation options are wheelchair accessible

Wheelchair accessible

All of our walking tours at the present moment do allow for ADA compliant and wheelchair accessible.

Operates in all weather conditions, please dress appropriately

TripAdvisor rated Bobby’s Bike Hike its highest-level Traveler’s Choice Award each year since 2002.

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.