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.
Today: Thursday, September 28, 2023
Tomorrow: Friday, September 29, 2023
Saturday, September 30, 2023
| Event | Time | Price | Location |
|---|---|---|---|
| Kids Bowl Free | All Day | FREE | Waveland Bowl |
| Chicago Lake Cruise | $20.00 | Monroe Harbor | |
| Lincoln Square Ravenswood Apple Fest | 9:00 am to 6:00 pm | FREE | |
| Fall Fest | 10:00 am to 5:00 pm | FREE | Lincoln Park Zoo |
| Jack Frost Winterfest | 11:00 am to 11:00 pm | Goose Island | |
| West Town Art Walk | 12:00 pm to 8:00 pm | FREE | |
| World Music Festival | 1:00 pm to 7:00 pm | FREE | Humboldt Park |
| Island Party Hut Fall Fest | 1:00 pm to 8:00 pm | $5.00 | Island Party Hut |
| St. Benedict Oktoberfest | 1:00 pm to 10:00 pm | St. Benedict Parish | |
| Free tour of city's oldest house | 1:00 pm | FREE | Clarke House Museum |
| 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 |
| Canto Latino Festival | 3:00 pm to 6:00 pm | FREE | Harrison Park |
| Jack's Pumpkin Pop Up | 4:00 pm to 11:00 pm | $22.00 | Goose Island |
| Hopewell Brewing Tour | 5:00 pm | $10.00 | Hopewell Brewing Co. |
| World Music Festival | 6:00 pm to 12:30 am | FREE | Chicago Cultural Center |
| Chicago Shakespeare in the Parks | 6:30 pm to 8:00 pm | FREE |
Sunday, October 1, 2023
| Event | Time | Price | Location |
|---|---|---|---|
| Maxwell Street Market | 9:00 am to 3:00 pm | FREE | Maxwell Street Market |
| Lincoln Square Ravenswood Apple Fest | 9:00 am to 6:00 pm | FREE | |
| Fall Fest | 10:00 am to 5:00 pm | FREE | Lincoln Park Zoo |
| St. Benedict Oktoberfest | 1:00 pm to 7:00 pm | St. Benedict Parish | |
| Lincoln Park Blues and Gangster Tour | 2:00 pm to 4:00 pm | FREE | DePaul University |
| Jack's Pumpkin Pop Up | 4:00 pm to 11:00 pm | $22.00 | Goose Island |
Monday, October 2, 2023
| Event | Time | Price | Location |
|---|---|---|---|
| Under The Picasso | 12:00 pm to 1:00 pm | FREE | Daley Plaza |
| Jack's Pumpkin Pop Up | 4:00 pm to 11:00 pm | $22.00 | Goose Island |
Chicago on the Cheap is a member of Living on the Cheap, a network of websites published by frugalistas, journalists and consumer advocates. Find practical advice on saving money on groceries, travel and shopping, plus tips from our experts on how to live the good life for less at 