November 18th – December 24th – Christkindlmarket is a Christmas market held annually at Daley Plaza.Here’s our shortlist on what to see and do this holiday season. Explore traditional German-style Christmas Markets, take in a festive parade, visit Boystown for some festive fun nights out and shop till you drop on the Magnificent Mile. Christmas Markets and New Year Fireworks 2022Ĭhicago is a magical city during the Holiday Season.