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.
Thursday, August 14, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| 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 |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Wrigleyville Night Market | 4:00 pm to 8:00 pm | FREE | Gallagher Way |
| Forte Happy Hour | 4:00 pm to 7:00 pm | $5.00-10.00 | Forte |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| Vinyl Thursdays | 7:00 pm to 12:00 am | FREE | Hotel Zachary |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Friday, August 15, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| 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 |
| Live on the Lake | 3:00 pm to 9:30 pm | FREE | Navy Pier |
| 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 |
| Bronzeville Art Trolley Tour | 6:00 pm to 9:00 pm | FREE | Southside Community Art Center |
| Glenwood Ave. Arts Fest | 6:00 pm to 10:00 pm | FREE | |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Saturday, August 16, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| 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 | |
| Chicago Air & Water Show | 10:00 am to 3:00 pm | FREE | North Avenue Beach |
| Glenwood Ave. Arts Fest | 11:00 am to 9:00 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 |
| Live on the Lake | 3:00 pm to 9:30 pm | FREE | Navy Pier |
| 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. |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
| Summer Fireworks | 10:00 pm to 10:10 pm | FREE | Navy Pier |
Sunday, August 17, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| Glenwood Sunday Market | 9:00 am to 2:00 pm | FREE | |
| Andersonville Vintage Market | 10:00 am to 4:00 pm | FREE | Andersonville Vintage Market |
| Chicago Air & Water Show | 10:00 am to 3:00 pm | FREE | North Avenue Beach |
| Hyde Park Handmade | 11:00 am to 3:00 pm | FREE | The Promontory |
| Glenwood Ave. Arts Fest | 11:00 am to 7:00 pm | FREE | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| Live on the Lake | 3:00 pm to 9:30 pm | FREE | Navy Pier |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| ART on THE MART | 7:30 pm to 8:30 pm | FREE | Chicago Riverwalk The Marina |
Monday, August 18, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| 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 | |
| Jazz in the Parks | 6:00 pm to 8:00 pm | FREE | South Shore Cultural Center |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
