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, September 5, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Summerdance | FREE | Spirit of Music Garden | |
| 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 |
| German American Fest | 5:00 pm to 10:00 pm | FREE | |
| Retro on Roscoe | 5:00 pm to 10:00 pm | FREE | |
| Bubbles & Beats Happy Hour | 5:00 pm to 7:00 pm | FREE | Hotel Zachary |
| B.A.D Waves Remix | 7:00 pm to 9:30 pm | $5.00-14.00 | Redline VR |
Saturday, September 6, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Summerdance | FREE | Spirit of Music Garden | |
| Green City Market | 7:00 am to 1:00 pm | FREE | |
| Green City Market | 8:00 am to 1:00 pm | FREE | |
| Printers Row Lit Fest | 10:00 am to 6:00 pm | FREE | |
| German American Fest | 12:00 pm to 10:00 pm | FREE | |
| Retro on Roscoe | 12:00 pm to 10:00 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. |
Sunday, September 7, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Glenwood Sunday Market | 9:00 am to 2:00 pm | FREE | |
| Printers Row Lit Fest | 10:00 am to 6:00 pm | FREE | |
| German American Fest | 12:00 pm to 10:00 pm | FREE | |
| Retro on Roscoe | 12:00 pm to 10:00 pm | FREE | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
Monday, September 8, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| 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 | |
| Full Moon Jam | 7:30 pm to 10:00 pm | FREE | Chicago Full Moon Jam |
Tuesday, September 9, 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 |
