Calendar of events in Chicago, IL in December 2020. 58 Things to Do in Chicago in December By Jason Foumberg, John Hardberger, Britt Julious, Graham Meyer, Catey Sullivan, and Lauren Warnecke Published Dec. 1, 2017 Book your tickets online for the top things to do in Chicago, Illinois on Tripadvisor: See 326,669 traveler reviews and photos of Chicago tourist attractions. Polar Express Photo Credit: Chicago Polar Express. 11. What to do in December in Chicago. Fun things to do, holiday events and music, Christmas lights and markets, and New Year’s Eve parties. It's the final month of the year, so make the most of the remaining days by filling them with the best things to do in Chicago this December. Eventful provides the most popular Chicago events, concerts, movies, comedy, nightlife, family events, and more. RECOMMENDED: Events calendar for Chicago in 2020. From special events to seasonal attractions, celebrate the holidays with the 10 Best Things to Do in December in Chicago. Explore Chicago’s Landmarks. This free activity puts you in the holiday spirit, gives you a glimpse into life in ChiTown, and maximizes your time in the city. Find what to do today, this weekend, or in March. Visit top-rated & must-see attractions. December is a magical time to visit Chicago. This post covers the best things to do in Chicago this December, including, free, family-friendly, as well as nighttime activities, all updated for 2019. We have reviews of the best places to see in Chicago. While exploring Chicago, make sure you see these top landmarks: Of the best things to do in Chicago during December, strolling around the city is my absolute favorite. November 23 – December 29 @ Chicago Union Station. Find things to do in Chicago, IL in December. If you’re looking for things to do in Chicago in December with your kids, visit the Amtrak station to enjoy a magical holiday train ride that offers hot chocolate, cookies, and storytelling. See our list of 50+ things to do in Chicago in December, including shows, free attractions, holiday lights, and ice skating.