Explore exciting events across Chicagoland this winter… from music and community celebrations to wellness and more! With so many opportunities to enjoy the season, here are a few of our top picks to check out this weekend.
Spice Things Up at DJ’s Annual Chili Cook-Off
Think your chili has what it takes? Enter this annual cook-off for a shot at trophies, cash, and serious bragging rights. Not a chef? For just $5, you can taste and judge all the entries—no cooking required.
Date: February 22
Time: 1PM
Cost: Free to Participate; $5 to Critique
Location: DJ’s Sports Bar & Grill, 214 Blackhawk Dr, Westmont
More Info: allevents.in
Spot Local Wildlife at Winter Bird Walk
Bundle up and hit the trails for a guided bird walk, where you’ll spot resident winter birds and learn about their seasonal behaviors. No experience? No problem—binoculars are provided, and all levels are welcome.
Date: February 22
Time: 8AM
Cost: Free
Location: Trailside Museum of Natural History, 738 Thatcher Ave, River Forest
More Info: fpdcc.com
Unwind at Brews & Yoga
Flow, then sip. This barrel room yoga session pairs a one-hour class with a post-workout pint in the taproom. Whether you’re a seasoned yogi or just here for the beer, it’s a great way to unwind.
Date: February 23
Time: 11AM-12PM
Cost: $20
Location: Alter Brewing Company, 2300 Wisconsin Ave, Downers Grove
More Info: eventbrite.com
Step Into Fantasy Worlds at MagicCon
Step into a world of strategy, storytelling, and spectacle at Magic Con Chicago, the ultimate gathering for fans of Magic: The Gathering and Dungeons & Dragons. Compete in tournaments, meet top creators, and browse exclusive exhibitors. Cosplayers can take the stage in a high-stakes competition, while die-hard fans can get a Magic-themed tattoo, join community panels, or unwind at Lobby Khan at Reggies. With family-friendly activities and behind-the-scenes panels, there’s something for every planeswalker.
Date: February 21-23
Time: Fri & Sat 10AM-7PM; Sun 10AM-6PM
Cost: $20+
Location: McCormick Place Lakeside Center
More Info: mcchicago.mtgfestivals.com
Savor the Sizzle at Chicago Bacon Fest
Bacon lovers, rejoice—Chicago Bacon Fest is serving up crispy, smoky, and downright delicious creations. Enjoy bacon-inspired cocktails, live music from Garrett Hicks, and photo ops with none other than Mr. Bacon Dude himself. Plus, a bacon-themed photo contest could score you tickets to other local fests. A complimentary bacon-back whiskey shot and giveaways? Say no more.
Date: February 22
Time: 12PM
Cost: $10+
Location: Old Crow Smokehouse, 3506 N Clark St
More Info: chicagobaconfest.weebly.com
Experience the UMOJA Black History Celebration
Honor Black history and culture at this event, a showcase of music, dance, and storytelling. Hosted at Homan Square Park, this free event brings the community together through artistic performances and inspiring tributes.
Date: February 22
Time: 9AM-4PM
Cost: Free
Location: Homan Square Community Center Park, 3559 W Arthington
More Info: chicagoparkdistrict.com
Discover a Gem at the West Loop Contemporary Fine Art Expo
Experience the best in contemporary fine art. This curated boutique event features over 40 invitation-only artists from across the Midwest, offering attendees the chance to purchase artwork directly from the creators. Set in the historic Plumber’s Hall, the expo blends art, architecture, and exclusive access to fair-market-value pieces.
Date: February 21-23
Time: Fri 6PM-9PM; Sat 10AM-6PM; Sun 11AM-5PM
Cost: $20+
Location: Stephen M. Bailey Auditorium, 1340 W Washington Blvd
More Info: westloopartexpos.com
Have a Good Time at Family Fun Day
Celebrate Black history with a day of dance, theater, and storytelling. Featuring a family dance class, an acting workshop, and an intergenerational Black history conversation, this event offers something for all ages. Don’t miss a special showcase by Global Girls Inc., highlighting how performance and storytelling empower young minds.
Date: February 22
Time: 11AM-1:30PM
Cost: Free
Location: 808 E 63rd St
More Info: eventbrite.com
