December in Chicago isn’t just cold—it’s magical.

As the city dusts its skyline with snow and twinkling lights drape every street from the Loop to Lincoln Park, Chicago transforms into a winter wonderland full of holiday charm, cozy hideaways, and festive energy. Whether you're a local looking for new seasonal traditions or a visitor braving the frost for the first time, December offers something truly special around every corner—from steaming mugs of hot chocolate at historic cafés to glittering ice rinks beneath skyscrapers, and world-famous holiday markets that feel straight out of a storybook.

So bundle up, grab your gloves, and get ready: here’s your ultimate guide to making the most of Chicago this December!

Top events

  • Christkindlmarket Chicago (through Dec. 24)

  • The Nutcracker at the Joffrey Ballet (Dec. 5 – 28)

  • Winter Walk in Wilson (Dec. 5)

  • La Villita Navideña (Dec. 5):

  • St. Lucia Festival of Lights in Andersonville (Dec. 13)

  • Holiday Candlelight House Tour in Pullman (Dec. 14)

  • Winter Flower Show at Garfield Park Conservatory (through December)

  • City of Chicago Christmas Tree (through December)

  • CTA Holiday Train and Bus (through December)

  • ZooLights at Lincoln Park Zoo (through December)

  • Winterland at Gallagher Way (through December)

  • Lightscape at the Chicago Botanic Garden (through December)

  • Christmas Around the World and Holiday of Lights (through December)

  • Ice Skating Ribbon at Maggie Daley (through December)

  • A Christmas Carol at The Goodman (through Dec. 31)

  • Winter Wonderfest at Navy Pier (opens Dec. 5)

  • Illumination Tree Lights at Morton Arboretum (through December)

  • New Year’s Rockin’ Eve in Chicago (Dec. 31)

  • Navy Pier New Year’s Eve Fireworks (Dec. 31):

For more events visit: Choosechicago website


10 Free Things To Do

1. Join a historic NYE celebration

2. Go ice skating in Millennium Park

3. Experience a traditional Christmas market

4. See the official Chicago Christmas Tree

5. Be dazzled by ZooLights

6. Take advantage of free museum days

7. Visit the Chicago Architecture Biennial

8. See the winter fireworks at Navy Pier

9. Admire a winter flower show

10. Visit the Poetry Foundation

For more info visit: Choosechicago website