Things to Do in Chicago January 2024 - Your Ultimate Chicago Lifestyle Guide

Winter Wonders: Embrace the Best of Chicago This January!

Ah, January in Chicago! As the city wraps itself in a blanket of snow, there's an undeniable magic in the air. It's a time when even the frostiest days sparkle with promise, and the Windy City becomes a playground for winter enthusiasts and culinary adventurers alike. As a fellow Chicagoan, I share your zest for the season. There's something special about crunching through the freshly fallen snow, and the thrill of ice skating under the city lights is unmatched. But let's not forget the culinary journey - last year's Restaurant Week was a whirlwind of flavors, and I can't wait to dive into this year's offerings. Join me as we explore the best of Chicago's January events, each one a reason to love our city a little more.

Photo courtesy of Chicago Electric Boats

1. Hot Tub Boating on the River (Ongoing): Imagine cruising down the Chicago River, but with a twist! Rent a Hot Tub Boat and enjoy the city skyline while staying warm and cozy. This unique experience is perfect for those looking to relax in style. Spots fill up fast, so make sure to book your reservation in advance…

2. Ice Skating Extravaganza (Ongoing, Various Locations): Glide into the winter spirit at various ice skating rinks across Chicago. Whether you're a beginner or a seasoned skater, the city's rinks offer a magical backdrop for some winter fun.

3. Chicago Boat Show (January 10th - 14th, South Loop): Set sail into the New Year at the Chicago Boat Show. Explore the latest in marine technology, boats, and accessories. It's a maritime enthusiast's dream!

4. Chicago Cubs Convention (January 12th - 14th, Streeterville): Baseball fans, unite! The Chicago Cubs Convention is your chance to meet your favorite players, get autographs, and engage in baseball-themed activities.

5. NA Day; Non-Alcoholic Festival (January 13th, West Loop): Celebrate sobriety at NA Day, a festival dedicated to non-alcoholic fun. Enjoy a variety of entertainment and activities that prove joy doesn't require alcohol.

6. Free Family Day at the Museum of Contemporary Art (January 13th, Gold Coast): Kid friendly and free! Immerse yourself in contemporary art with your family. The Museum offers a day of free admission, interactive art activities, and engaging exhibits.

7. Chicago Travel & Adventure Show (January 13th - 14th, Rosemont): Ready for your next adventure? The Chicago Travel & Adventure Show brings together travel experts, exotic destinations, and cultural performances under one roof.

8. Tomorrow Never Know Music Festival (January 17th - 21st, Various Locations): Experience the pulse of Chicago's music scene at this eclectic festival featuring a lineup of local and international artists.

9. First Bites Bash (January 18th, South Loop): Kick off the Chicago Restaurant Week with First Bites Bash, a tasting event featuring bites from top chefs across the city. Btw: Did you know that the Chicago Lifestyle Team is doing a giveaway for 2 tickets to First Bites Bash? Yes! Head to our Instagram here for all the details!

10. Chicago Restaurant Week (January 19th - February 4th, Citywide): Foodies, rejoice! For two weeks, enjoy special menus and prices at some of Chicago's finest restaurants. A culinary journey not to be missed!

Restaurant Week

Our favorite time of year to have access to try over 350 restaurants at a discounted rate for a multi course meal. Say YUM!

11. Polar Adventure Days (January 20th, South Loop): Put on by the Chicago Park District, we invite you to embrace the chill with Polar Adventure Days. Activities include sled-dog demonstrations, ice sculptures, and winter wildlife viewing.

12. Disney’s 100: The Exhibition (Until January 22nd, West Town): Celebrate a century of Disney magic. This exhibition is a treat for Disney fans of all ages, showcasing rare artifacts and immersive experiences.

13. Chicago Polar Bear Plunge Fundraiser (January 27th, Gold Coast): Take a chilly dip for a good cause at the Polar Bear Plunge. Brave souls jump into Lake Michigan to raise funds for local charities. There are a couple of these a year, but this one benefits local Chicago families in need.

As the snowflakes dance through the January sky, Chicago reveals its winter soul, a blend of frosty charm and warm hearts. From gliding over ice to savoring the city's culinary delights, each event is a thread in the rich tapestry of our Chicago life. Whether you're wrapping up for a snowy stroll or gearing up for a restaurant marathon, there's no better place to be this January than right here, in our beloved Chicago. So, let's lace up our skates, ready our appetites, and dive into the season – after all, this is our city at its most wondrous. Stay warm, stay adventurous, and let's make this January in Chicago one to remember!