Chicago in January: Things to Do

Chicago’s Best January Events

Updated February 14, 2019

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January is a good time to welcome in the New Year with a Chicago Handshake, or take a shot from a Shotski. Other popular winter activities in Chicago include outdoor winter sports like ice skating and curling. For those who prefer to stay cozy indoors, there are also plenty of bars and restaurants with fireplaces to saddle up to.

National Bloody Mary Day – January 1

Following your New Year’s Eve celebrations, you’ll be on the hunt for Chicago’s best Bloody Mary.

National Drinking Straw Day – January 3

Drinking straws have been in the news lately, and were a voter referendum in the November 2018 election. Many Chicago bars and restaurants have opted for eco friendly straw options as a result.

January 7, Lego animation workshop, The Book Cellar

chicago ice skating.jpg

January 11 National Hot Toddy Day, Milk Day

January 15: Strawberry Ice Cream Day

January 16: International Hot & Spicy Food Day

National Hot Buttered Rum Day – January 17

National Coffee Break Day – January 20

January 24th: Shelter Shiver fundraiser for ALIVE Rescue @North Ave Beach

  • Complimentary appetizers and juice / sodas will be served along with drink specials for all participants at the Joe's Bar after party.

National Beer Can Appreciation Day – January 24

National Irish Coffee Week – 4th week in January

January 25 National Irish Coffee Day, Burns Night

National Chocolate Cake Day – January 27

January 29th, 7 - 11 PM Doodles + Drinks at Cafe Integral

January 29th: Urban Initiatives' 10th Anniversary Soccer Ball @Morgan Manufacturing

  • food stations, drinks, dancing, and an auction all to benefit Urban Initiatives' sports-based youth development programs

January 31 Brandy Alexander DayNational Hot Chocolate Day