Despite the winter chill, Chicago comes alive in February 2025 with an exciting array of indoor and outdoor activities.

Here are the top 10 ways to experience the Windy City’s winter charm:
Chicago Auto Show
North America’s largest auto show rolls into McCormick Place from February 8-17, showcasing the latest automotive innovations and futuristic concept cars.
This family-friendly event offers interactive exhibits and test-drive opportunities that will delight both car enthusiasts and casual visitors alike.
Valentine’s Day Celebrations
Romance fills the air with special candlelight concerts at Stan Mansion on February 13-14, featuring classical music in a stunning candlelit setting.
For a unique twist, couples can enjoy drinks in outdoor igloos at venues like Kennedy Rooftop and The Godfrey Hotel. Pricey, but worth it and will no doubt make memories.
Winter Ice Skating
Glide across the ice at iconic locations like McCormick Tribune Ice Rink near The Bean (open through February 2) or try the scenic skating ribbon at Maggie Daley Park.
These outdoor rinks offer a quintessential Chicago winter experience.
Chicago Restaurant Week
Running through February 9, this culinary celebration features over 470 participating restaurants – the largest lineup in its 18-year history.
It’s the perfect opportunity to explore Chicago’s amazing and renowned dining scene.
Cultural Experiences
The city offers numerous cultural events, including Chicago Theatre Week (February 6-16) and the opening of the “Africa Fashion” exhibit at the Field Museum (February 28).
The Lincoln Park Conservatory’s Spring Flower Show begins mid-February, offering a warm escape from winter.
Unique Winter Activities
Try outdoor curling at venues like The Gwen or Harry Caray’s Tavern, combining this winter sport with refreshing drinks.
For beer enthusiasts, don’t miss the Cider Summit Chicago on February 8. A must for any Cider aficianado!
Live Entertainment
Catch Justin Timberlake’s “The Forget Tomorrow World Tour” at the United Center on Valentine’s Day, or enjoy various Candlelight Concerts featuring tributes to popular artists throughout the month.
Lunar New Year Celebrations
Join the vibrant Lunar New Year parade in Chinatown on February 9, featuring traditional lion dances, cultural performances, and festive floats.
Food and Beverage Festivals
Sample local flavors at events like the Winter Tequila Tasting Festival (February 15) and Stan’s Donut Fest.
The Taste of Ravenswood on February 7 showcases the neighborhood’s best culinary offerings.
Sports Action
Basketball fans can catch multiple Chicago Bulls home games, including matchups against the Golden State Warriors (February 8) and Detroit Pistons (February 11-12).
Remember to book tickets in advance for these popular events, as many sell out quickly during this festive winter month.