There's no more quintessential Chicago winter music festival than the annual Music Frozen Dancing block party outside the iconic Empty Bottle indie music venue. This year's frigid fun kicks off on February 21, 2026. Grab your warmest puffer jacket and head to Logan Square for the best outdoor … [Read more...] about Free Music Frozen Dancing Block Party
winter events
Valentine’s Day at Navy Pier
Get romantic at Chicago's iconic Navy Pier for Valentine's Day. Surround yourself with actual sparks during Navy Pier's special Valentine's Day fireworks on February 14, 2026. Head to the Lake Stage in Polk Brothers Park to view Valentine-themed fireworks at 9 pm. You can also catch … [Read more...] about Valentine’s Day at Navy Pier
Andersonville Fika Fest
Chicago's winter weather is the perfect time to practice the Swedish concept of fika ( pronounced fee-kah), which means spending downtime with coffee, cakes and getting cozy with friends. Head to Andersonville to enjoy all sorts of comforting treats during the Andersonville Fika Fest, February 7-8, … [Read more...] about Andersonville Fika Fest
Chicago Theatre Week: Discount Tickets For $15 and $30
Chicago is a legendary theater town; this is the city where improv was born and where local theaters like Steppenwolf, Goodman, and Victory Gardens regularly present nationally acclaimed productions. Every year, Chicago Theatre Week offers the chance to view an exciting range of plays, including … [Read more...] about Chicago Theatre Week: Discount Tickets For $15 and $30
Early Bird Discount Tickets for Espresso Martini Fest
Shake off the January chill by sipping on 15 different tastings of espresso martinis at the Espresso Martini Fest on January 31, 2026, in the River North neighborhood. Cocktail fans can indulge their love for trendy drinks by heading to this fest celebrating the energizing coffee … [Read more...] about Early Bird Discount Tickets for Espresso Martini Fest
Ice skating at Gallagher Way
Embrace the winter season with icy escapades at Gallagher Way. Glide around the ice skating rink, skid across the rink in ice bumper cars or learn how to play ice bocce through February 15, 2026. Whirl around in the frosty air with historic Wrigley Field in the backdrop. Admission to the rink … [Read more...] about Ice skating at Gallagher Way
Winter fun at Eataly Chicago
Grab your stylish Apres- Ski fits for Eataly's winter pop-up, Alpina. Transport yourself to the Italian Alps during this immersive culinary and music experience at Eataly's second-floor restaurant, Vino, through March 31, 2025. Taste the traditions of the northernmost regions of Italy as you … [Read more...] about Winter fun at Eataly Chicago
