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.
Friday, May 23, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Under The Picasso Noontimes | 12:00 pm to 1:00 pm | FREE | Daley Plaza |
| Chicago Cultural Center Tours | 1:15 pm to 12:00 am | FREE | |
| Chicago RIverwalk and History Tour | 2:00 pm to 4:00 pm | FREE | Renaissance Chicago Downtown Hotel |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Forte Happy Hour | 4:00 pm to 7:00 pm | $5.00-10.00 | Forte |
| Bubbles & Beats Happy Hour | 5:00 pm to 7:00 pm | FREE | Hotel Zachary |
| Belmont-Sheffield Music Festival | 5:00 pm to 10:00 pm | FREE | |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Saturday, May 24, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Green City Market | 7:00 am to 1:00 pm | FREE | |
| Green City Market | 8:00 am to 1:00 pm | FREE | |
| Chicago RIverwalk and History Tour | 2:00 pm to 4:00 pm | FREE | Renaissance Chicago Downtown Hotel |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| Revolution Brewing Tours | 2:00 pm to 4:45 pm | $10.00 | Revolution Brewing |
| The Paper Machete | 3:00 pm to 5:00 pm | FREE | The Green Mill |
| Hopewell Brewing Tour | 5:00 pm | $10.00 | Hopewell Brewing Co. |
| Mole De Mayo | 5:00 pm to 10:00 pm | FREE | |
| Belmont-Sheffield Music Festival | 5:00 pm to 10:00 pm | FREE | |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Sunday, May 25, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Belmont Sheffield Music Fest | 11:00 am to 10:00 pm | FREE | |
| Mole De Mayo | 12:00 pm to 10:00 pm | FREE | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Monday, May 26, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Belmont Sheffield Music Fest | 11:00 am to 10:00 pm | FREE | |
| Under The Picasso Noontimes | 12:00 pm to 1:00 pm | FREE | Daley Plaza |
| Mole de Mayo | 12:00 pm to 9:00 pm | FREE | |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery |
Tuesday, May 27, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Free admission for Illinois residents | 10:00 am to 9:00 pm | FREE | Museum of Contemporary Art |
| Under The Picasso Noontimes | 12:00 pm to 1:00 pm | FREE | Daley Plaza |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Forte Happy Hour | 4:00 pm to 7:00 pm | $5.00-10.00 | Forte |
