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, November 3, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| First Lady Cruise | All Day | Chicago Riverwalk The Marina | |
| Andersonville Restaurant Week | Discounted | ||
| Greektown Public Art Exhibit | |||
| Monster Mash Movie Series | Discounted | 400 Theater | |
| Free admission for Illinois residents | 10:00 am to 9:00 pm | FREE | Museum of Contemporary Art |
| 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 |
Wednesday, November 4, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| First Lady Cruise | All Day | Chicago Riverwalk The Marina | |
| Andersonville Restaurant Week | Discounted | ||
| Greektown Public Art Exhibit | |||
| Monster Mash Movie Series | Discounted | 400 Theater | |
| 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 |
| World Music Wednesdays | 7:30 pm to 9:30 pm | FREE | Old Town School of Folk Music |
Thursday, November 5, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| First Lady Cruise | All Day | Chicago Riverwalk The Marina | |
| Andersonville Restaurant Week | Discounted | ||
| Greektown Public Art Exhibit | |||
| Monster Mash Movie Series | Discounted | 400 Theater | |
| 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 | |
| Forte Happy Hour | 4:00 pm to 7:00 pm | $5.00-10.00 | Forte |
| Vinyl Thursdays | 7:00 pm to 12:00 am | FREE | Hotel Zachary |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
Friday, November 6, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| First Lady Cruise | All Day | Chicago Riverwalk The Marina | |
| Andersonville Restaurant Week | Discounted | ||
| Greektown Public Art Exhibit | |||
| Chicago Cultural Center Tours | 1:15 pm to 12:00 am | FREE | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 12:00 am | $29.00 | DePaul University |
| 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 | |
| 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 |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
| B.A.D Waves Remix | 7:00 pm to 9:30 pm | $5.00-14.00 | Redline VR |
Saturday, November 7, 2026
| Event | Time | Price | Location |
|---|---|---|---|
| First Lady Cruise | All Day | Chicago Riverwalk The Marina | |
| Andersonville Restaurant Week | Discounted | ||
| Greektown Public Art Exhibit | |||
| City News Cafe Free Concert Series | FREE | City News Cafe | |
| Chistmas Around the World | 9:30 am to 5:30 pm | Museum of Science and Industry | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 12:00 am | $29.00 | DePaul University |
| Chicago RIverwalk and History Tour | 2:00 pm to 4:00 pm | FREE | Renaissance Chicago Downtown Hotel |
| 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. |
| ART on THE MART | 7:00 pm to 8:00 pm | FREE | Chicago Riverwalk The Marina |
