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Things to Do in Chicago: Winter 2023

November 16, 2023

Let’s hear those sleigh bells ringing! The holiday season is here, which means there are a lot of great events to check out in Chicago. My favorites from past years have included festive pop-ups such as Jack Frost Winter Fest Pop-Up and local markets like Christkindlmarket. Below you will find a list of recommended things to do in Chicago this winter!

Jack Frost Winter Fest Pop-Up

  • Date: November 30, 2023 – December 31, 2023
  • Location: Fulton Market
  • Cost: Admission $18-$34 + Selected Activities
  • View my 2022 Jack Frost Winter Fest Pop-Up review here!
photo: lpzoo.org

ZooLights at Lincoln Park Zoo

  • Date: November 17, 2023 – January 7, 2024
  • Location: Lincoln Park Zoo
  • Cost: Mondays are free, other dates $7-$10 admission, possible drinks available for purchase

Christkindlmarket Chicago

  • Date: November 17, 2023 – December 31, 2023 (locations vary)
  • Location: Daley Plaza (Loop) & Gallagher Way (Wrigleyville)
  • Cost: Free admission, Food/Drink/Shop items available for purchase
  • View a recap of my past experience at Christkindlmarket here!
photo: santababybar.com

Santa Baby Christmas Bar

  • Date: November 17, 2023 – December. 31, 2023
  • Location: Bamboo Club in Wrigleyville
  • Cost: $5 cover charge on certain dates, Food & drink available for purchase
photo: universe.com

Pink Wonderland Pop-Up Bar

  • Date: December 2, 2023 – December. 30, 2023
  • Location: 324 W Chicago Ave
  • Cost: $25-$40 admission
photo: maggiedaleypark.com

Ice Skating at Maggie Daley Park

  • Date: November 17, 2023 – March 10, 2024
  • Location: Maggie Daley Park
  • Cost: $16-$22 admission, Locker rentals $3-$5, Skate aids $10

Filed Under: Chicago, Chicago Events, Lifestyle, Seasonal Tagged With: chicago events, chicago winter, things to do

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About Alyssa

Alyssa is a lifestyle writer living in downtown Chicago. Her blog, Sweating Champagne, focuses on local events & festivals, mental health awareness, travel guides, and style. She loves urban living, personality quizzes (ISTP!), reading fantasy novels, listening to music, and hanging out her two cats.

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