A Fun Filled Guide to Chicago in Winter

PRACTICAL WANDERLUST

Chicago has so much to offer during winter, and this guide will help you embark on an amazing getaway tailored to your interests.

Come along with us as we explore some of our favorite things about spending time in Chicago during winter - it's sure to be an adventure that'll keep you excited all season long!

Go to a Christmas Market

One of the best things to do in Chicago in the winter is to soak up Holiday cheer at its two European-inspired Christmas markets! Grab a fresh pretzel or a bratwurst and a mug of Glühwein and stroll underneath the sparkling Christmas lights

Admire twinkling holiday lights

You know what gets me hyped for Christmas? Heading to Zoo Lights at the Lincoln Park Zoo!

Eat Famous Chicago Food

Deep dish pizza and Chicago dogs are on the menu! Just don't make a rookie mistake and order your hot dog with ketchup - how embarrassing.

Sing the Blues

Since 1968 Lincoln Park’s Kingston Mines has been giving Chicago the gift of talented Blues music. Sip your drink and snack on classic bar food and Southern favorites as you immerse yourself in the music!

Improv or Comedy Show

Chicago is the city where many famous comedians found their voices and launched their careers! There are dozens of other places to see the up-and-coming Chicago talent.

Sip Cocktails at a Swanky Bar or Dive Bar

Chicagoans seem to love in equal parts their glitzy nights out and their hole-in-the-wall neighborhood pubs. To get a true sense of Chicago you should drink at both.

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