Chicago February 2025

Chicago February 2025 Events

Chicago February 2025 Events

Snuggle Up This February in Chicago

Average temperature low and high: 26° - 36°
Love is in the air, and Chicago knows how to make that magic last throughout February. Watch a live jazz show, pet some fluffy bunnies, or put your creative cap on at the Epiphany Center for the Arts. If "adventure" is your middle name, then snow tubing, ice skating, and axe throwing may be right up your alley. When you've worked up an appetite, check out the city's underground donut experience, the secret food tour, and JoJo's Candy Land. Are you hungry for more events? Don't forget to bookmark this page and stop by again next month.

Cupid's Undie Run

Cupid's Undie Run

Help find a cure for neurofibromatosis and have some fun at Cupid's Undie Run on February 22nd, 2025.

Brave the Windy City winter in your underwear for a mile-long race, then warm up at the party hosted by a local sports bar, complete with drinks, food, and entertainment.

Neurofibromatosis affects 1 in 3000 babies, causing painful tumors to grow on nerves.  These tumors can cause painful visible growths and currently have limited treatment options and no cure.  Since those suffering from neurofibromatosis can't hide the tumors, organizers of the event invite everyone to show their support by bearing it all (or at least most)!  The Undie Run, which started in 2010, has raised over 21 million dollars for research and awareness.

Sign up on their website; be sure to invite your friends and family to join, too.  Receive various prizes depending on how much you raise, and don't forget a change of clothes for the post-run celebration.

February Event Calendar

Chicago Restaurant Week

Chicago Restaurant Week

Chicago Restaurant Week is a 17-day celebration of the Windy City's award-winning culinary culture and the perfect opportunity to sample some of the area's best eateries. Starting January 19, there will be special prix fixe menus at restaurants throughout the city and nearby suburbs. The multi-course meals offer brunch, lunch, and dinner. This exciting culinary celebration kicks off with First Bites Bash, an exclusive tasting event at the city's famed Field Museum. Participants TBA in mid-December. 

Chicago Theater Week

Chicago Theater Week

Anyone interested in catching a show while visiting the Windy City will love Chicago Theater Week! Now in its 13th year, the popular event is presented by the League of Chicago Theaters in partnership with Choose Chicago and hosts over 100 performances at theaters across the city with tickets sold at discounted prices. Enjoy everything from Shakespeare to Sondheim-- there are musicals, improv, dramas, and more during this 10-day theatrical celebration! Ticket prices vary but generally range from $15-$30. participating shows and dates will be announced when tickets go on sale on January 7, 2025. 

Chicago Auto Show

Chicago Auto Show

If you are in the city between early- and mid-February, make sure you check out the Chicago Auto Show; it is the largest and longest-running auto show in North America. Held at the McCormick Place Convention Center, you will get the opportunity to see over 1000 vehicles on display by 36 manufacturers from all over the world. The 2025 ticket prices are $17 for adults, $12 for seniors aged 62 and older, and $12 for children aged 4-12, with free admission for children 3 and younger when accompanied by a paying adult​.

Cider Summit Chicago

Cider Summit Chicago

The Cider Summit Chicago is set to host its 11th annual festival on February 8, 2025, when it returns to its original home at Navy Pier's Lakeview Terrace. This year's event will continue its tradition of featuring a wide range of ciders, with over 150 selections from over 50 producers, including local, regional, and international favorites. Attendees can also enjoy mead, cider cocktails, apple spirits, and more. VIP tickets, which include a festival tasting glass, 16 tasting tickets, and express admission, will be available for $50+ taxes & fees. General Admission tickets can be purchased online in advance for $40+ taxes & fees or at the gate for $50.

Chicago Events in February

Concerts

Theater & Headliners

Sports

Nightclubs

Things to do in Chicago

Things to Do in Chicago in February

Visit the Willis Tower

Visit the Willis Tower
Complete in 1973, the Willis Tower is a 110-story, 1,450-foot skyscraper in Chicago. It held the title of tallest building in the world for nearly 25 years and was the tallest building in the Western Hemisphere for 41 years. Visit the building's sky deck on the 103rd floor to get breath-taking views of the city.

Go to a Drive-in Movie Theatre

Go to a Drive-in Movie Theatre
Drive-in movie theaters are a great way to social distance and they are popping up all over Chicago. Grab some snacks and enjoy a nostalgic evening from the safety of your car, watching a movie projected on a giant screen. Be sure to check out the blockbuster hits and classic films at ChiTown Drive-In.