Chicago is home to a legendary theater and arts scene that few American cities can rival. From Broadway shows at the grand stages of the Chicago Loop to improv productions crafted by hard-working local acting troupes in hole-in-the-wall theaters, Chicago lives and breathes the performing arts. Our real estate agents are excited to share some of the shows they're most looking forward to in early 2026.
Patrons of the theater should mark their calendars for these exciting upcoming productions in January and February. This list includes shows that are part of the venerated Chicago Theatre Week.
Don't let the cold hold you back — these weekend events are worth layering up for. See what's happening near you.
Satisfy your sweet tooth at Sokol Spirit Pancake Breakfast.
This community pancake breakfast combines a classic comfort-food spread with a lively, social atmosphere. Guests can sit down to a hearty morning meal before heading upstairs for the FlapJack Volleyball Tournament, a co-ed blind-draw competition to add an active twist to your day.
Date: Jan. 25
Time: 7:30 a.m.–11 p.m.
Cost: $8+
Location: Sokol Spirit,...
Don't let the cold hold you back — these weekend events are worth layering up for. See what's happening near you.
Have fun at Winterfest.
Chevy Chase Country Club hosts this family-friendly winter celebration packed with indoor and outdoor activities designed for all ages. The afternoon includes a hands-on craft area, a princess show with a meet-and-greet, carriage rides, and themed games like penguin egg hunts.
Date: Jan. 25
Time: 1–3 p.m.
Cost: $2
Location: Chevy Chase Country Club, 1000 N. Milwaukee Ave., Wheeling
Don't let the cold hold you back — these weekend events are worth layering up for. See what's happening near you.
Sip your way through the Winter Whiskey Tasting Festival.
Chicago's winter whiskey scene heats up with this seasonal tasting festival bringing together more than 20 whiskies from craft, small-batch, and international distillers. Sample a wide range of styles while chatting with whiskey ambassadors on hand to guide each pour. The festival also supports Bear Necessities, with additional tasting cups benefiting pediatric cancer research.
Date: Jan. 24
Time: 2:30 p.m.–5 p.m.
Cost: $13+
Chicago is one of America's most exciting food cities. In this diverse culinary paradise, cutting-edge fine-dining establishments and iconic diners are held in equal esteem, and multicultural cuisines are served alongside classic Midwestern fare.
No dining event in the Windy City is more anticipated than Chicago Restaurant Week. It's one of our real estate agents' favorite opportunities to explore the incredible dining options in Chicagoland.
Now in its 17th year, Chicago Restaurant Week 2026 will take place from January 23 through February 8. For this 17-day celebration of Chicago's culinary scene, particip...