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.
Tuesday, August 19, 2025
| Event | Time | Price | Location |
|---|---|---|---|
| Sicily Nights | All Day | Eataly | |
| 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 |
| Tuesdays on the Terrace | 5:30 pm to 8:00 pm | Discounted | Museum of Contemporary Art |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| Millennium Park Film Series | 6:30 pm | FREE | Jay Pritzker Pavilion |
Wednesday, August 20, 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 | |
| Under The Picasso Noontimes | 12:00 pm to 1:00 pm | FREE | Daley Plaza |
| Andersonville Farmers Market | 3:00 pm to 7:00 pm | FREE | |
| 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 |
| Adler at Night | 4:00 pm to 10:00 pm | FREE | Adler Planetarium |
| Free Live Jazz Shows | 5:00 pm to 8:30 pm | FREE | The Ritz Carlton Chicago |
| SummerDance | 6:00 pm to 8:00 pm | FREE | Spirit of Music Garden |
| Summer Fireworks | 9:00 pm to 9:10 pm | FREE | Navy Pier |
Thursday, August 21, 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 |
| House Music Conference | 1:00 pm to 4:00 pm | FREE | Chicago Cultural Center |
| 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 22, 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 |
| House Music Festival | 1:00 pm to 9:00 pm | FREE | Millennium Park |
| 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 |
| 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 23, 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 | |
| House Music Festival | 1:00 pm to 9:00 pm | FREE | Millennium Park |
| 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 |
