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.
Saturday, September 26, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Greektown Public Art Exhibit | |||
| Chicago Summer Free Museum Days | FREE | ||
| City News Cafe Free Concert Series | FREE | City News Cafe | |
| Randolph Street Market | 10:00 am to 5:00 pm | $14.00 | Randolph Street Market |
| Fall Fest | 10:00 am to 5:00 pm | FREE | Lincoln Park Zoo |
| 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. |
| Movies at Gallagher Way | 6:00 pm to 10:00 pm | FREE | Gallagher Way |
| World Music Festival Chicago | 7:00 pm to 9:00 pm | FREE | Chicago Cultural Center |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
Sunday, September 27, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Greektown Public Art Exhibit | |||
| Chicago Summer Free Museum Days | FREE | ||
| City News Cafe Free Concert Series | FREE | City News Cafe | |
| Fall Fest | 10:00 am to 5:00 pm | FREE | Lincoln Park Zoo |
| Randolph Street Market | 10:00 am to 5:00 pm | $14.00 | Randolph Street Market |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| Jazz N on the Steps | 4:00 pm to 6:00 pm | FREE | St. Moses The Black Parish |
| Movies at Gallagher Way | 6:00 pm to 10:00 pm | FREE | Gallagher Way |
| World Music Festival Chicago | 7:00 pm to 9:00 pm | FREE | Chicago Cultural Center |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
Monday, September 28, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Greektown Public Art Exhibit | |||
| Chicago Summer Free Museum Days | FREE | ||
| Under The Picasso Noontimes | 10:30 am to 1:30 pm | FREE | Daley Plaza |
| Happy Hour | 3:00 pm to 6:00 pm | Canal Street Eatery | |
| Full Moon Jam | 6:00 pm to 10:00 pm | FREE | Chicago Full Moon Jam |
| Movies at Gallagher Way | 6:00 pm to 10:00 pm | FREE | Gallagher Way |
| World Music Festival Chicago | 7:00 pm to 9:00 pm | FREE | Chicago Cultural Center |
Tuesday, September 29, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Greektown Public Art Exhibit | |||
| Chicago Summer Free Museum Days | FREE | ||
| Free admission for Illinois residents | 10:00 am to 9:00 pm | FREE | Museum of Contemporary Art |
| Under The Picasso Noontimes | 10:30 am to 1:30 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 |
| Movies at Gallagher Way | 6:00 pm to 10:00 pm | FREE | Gallagher Way |
| World Music Festival Chicago | 7:00 pm to 9:00 pm | FREE | Chicago Cultural Center |
Wednesday, September 30, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| Greektown Public Art Exhibit | |||
| Chicago Summer Free Museum Days | FREE | ||
| Under The Picasso Noontimes | 10:30 am to 1:30 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 |
| 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 |
| Movies at Gallagher Way | 6:00 pm to 10:00 pm | FREE | Gallagher Way |
| World Music Festival Chicago | 7:00 pm to 9:00 pm | FREE | Chicago Cultural Center |
