Chicago in February: Things to Do

The best things to do in Chicago in February.

Updated June 14, 2019

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February is a time of indoor activities (read: it’s freaking cold), romance, and fun. Celebrate these drinking holidays and events in February.

Chicago Restaurant Week 

Chicago Theater Week

Cupid's Undie Run - a 'brief' run for charity where participants sport their favorite undies while braving the cold.

Retro Ski Lodge Block Party

Chicago Auto Show 

Black Creativity at Museum of Science and Industry

Chinese New Year Parade in Chinatown 

Black History Month offerings at DuSable Museum of African-American History

Ice Skating at Millennium Park and other parts of the city

Pisco Sour Day – 1st Saturday in February

Ice Skating Bar Hop Have Broken Shaker cocktails, skating, beer at Parson's Chicken & Fish

Dreamcatcher Workshop Cocktails + make your own dreamcatcher

February 14th Karaoke, Literature, Bevvs, and Charity @Beauty Bar, Chicago Zine Fest

Mardi Gras 

February 18th at 6:30PM Cocktails + Crochet

National Margarita Day – February 22

February 27th Naperville Winter Ale Fest

February 27th Polar Beer Festival

  • Sample winter ales, proceeds will benefit the Illinois Craft Brewers Guild

National Kahlua Day – February 27

Open that Bottle Night - February 27, 2016 (last Saturday of February)

February 27th Frost Fest Craft Beer Festival

February 27th Cider Summit Chicago at Navy Pier's Grand Ballroom

  • Over 140 ciders, including regional favorites and international classics from countries such as England, Scotland, France, and Spain

  • Win free tickets here!