Looking for free events and discounts on events in Chicago? You're in the right place. Search our free & cheap Chicago events calendar for things to do and ways to have fun in the windy city. Look at upcoming events in list view, choose a specific date, or click on the month-view to see everything happening this month at a glance.
Don't forget to also check out our guide to what's free and cheap in Chicago this week, as well as some of our popular sections like Free Museum Days in Chicago, Half-Price Tickets to Chicago Entertainment, Things to Do with Kids in Chicago, and Chicago Restaurant Deals.
Today: Friday, December 12, 2025
Tomorrow: Saturday, December 13, 2025
Sunday, December 14, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Macy's Holiday Celebrations | FREE | Macy’s | |
| Chicago Architecture Biennial | FREE | ||
| Breakfast with Tomten | 9:00 am to 11:00 am | $20.00 | Swedish American Museum |
| Chistmas Around the World | 9:30 am to 5:30 pm | Museum of Science and Industry | |
| Lincoln Park Conservatory Winter Flower Show | 10:00 am to 3:00 pm | FREE | Lincoln Park Conservatory |
| Garlfiel Park Conservatory Holiday Flower Show | 10:00 am to 5:00 pm | FREE | Garfield Park Conservatory |
| Sky Rink | 10:00 am to 8:00 pm | FREE | Peninsula Chicago |
| Winter Wonderfest | 10:00 am to 10:00 pm | Navy Pier | |
| Chicago Artisan Market | 11:00 am to 5:00 pm | $8.00-10.00 | Morgan MFG |
| Andersonv Holiday Trolley | 11:00 am to 4:00 pm | FREE | |
| WInterland at Gallagher Way | 11:00 am to 7:00 pm | FREE | |
| Christkindlmarket Chicago | 11:00 am to 9:00 pm | FREE | Daley Plaza |
| Maggie Daley Park Ice Skating Ribbon | 11:00 am to 10:00 pm | FREE | Maggie Daley Park |
| CTA Holiday Train | 2:00 pm to 7:00 pm | $2.00 | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| WInterland at Gallagher Way | 3:00 pm to 9:00 pm | FREE | Gallagher Way |
| Jack Frost Fulton Market | 4:00 pm to 10:00 pm | $21.00-66.00 | Fulton Market |
| Zoo Lights | 4:30 pm to 10:00 pm | $7.00 | Lincoln Park Zoo |
| Sauced Night Market Before Christmas | 5:00 pm to 10:00 pm | FREE | Chicago Athletic Association |
| Art on the Mart | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
Monday, December 15, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Macy's Holiday Celebrations | FREE | Macy’s | |
| Chicago Architecture Biennial | FREE | ||
| Chistmas Around the World | 9:30 am to 5:30 pm | Museum of Science and Industry | |
| Winter Wonderfest | 10:00 am to 10:00 pm | Navy Pier | |
| WInterland at Gallagher Way | 11:00 am to 7:00 pm | FREE | |
| Christkindlmarket Chicago | 11:00 am to 9:00 pm | FREE | Daley Plaza |
| Maggie Daley Park Ice Skating Ribbon | 11:00 am to 10:00 pm | FREE | Maggie Daley Park |
| CTA Holiday Train | 2:00 pm to 7:00 pm | $2.00 | |
| WInterland at Gallagher Way | 3:00 pm to 9:00 pm | FREE | Gallagher Way |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Jack Frost Fulton Market | 4:00 pm to 10:00 pm | $21.00-66.00 | Fulton Market |
| Zoo Lights | 4:30 pm to 10:00 pm | $7.00 | Lincoln Park Zoo |
| Art on the Mart | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
Tuesday, December 16, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Macy's Holiday Celebrations | FREE | Macy’s | |
| Chicago Architecture Biennial | FREE | ||
| Chistmas Around the World | 9:30 am to 5:30 pm | Museum of Science and Industry | |
| Winter Wonderfest | 10:00 am to 10:00 pm | Navy Pier | |
| Free admission for Illinois residents | 10:00 am to 9:00 pm | FREE | Museum of Contemporary Art |
| WInterland at Gallagher Way | 11:00 am to 7:00 pm | FREE | |
| Christkindlmarket Chicago | 11:00 am to 9:00 pm | FREE | Daley Plaza |
| Maggie Daley Park Ice Skating Ribbon | 11:00 am to 10:00 pm | FREE | Maggie Daley Park |
| CTA Holiday Train | 2:00 pm to 7:00 pm | $2.00 | |
| WInterland at Gallagher Way | 3:00 pm to 9:00 pm | FREE | Gallagher Way |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Jack Frost Fulton Market | 4:00 pm to 10:00 pm | $21.00-66.00 | Fulton Market |
| Forte Happy Hour | 4:00 pm to 7:00 pm | $5.00-10.00 | Forte |
| Zoo Lights | 4:30 pm to 10:00 pm | $7.00 | Lincoln Park Zoo |
| Art on the Mart | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
