
Free & cheap
10 free things to do in Chicago this September 2026
This month, enjoy live jazz in the heart of downtown, tour a Chicago neighborhood with a friendly local, and browse the city’s longest-running outdoor market…


This month, enjoy live jazz in the heart of downtown, tour a Chicago neighborhood with a friendly local, and browse the city’s longest-running outdoor market…

While summer may be winding down, there’s no shortage of music festivals, art walks, cultural events, and more throughout September in Chicago. The month kicks…

Chicago has something to offer every season of the year, but fall is particularly magical. The leaves turn golden in Millennium Park, a crisp breeze…

You’ve found “the one.” You’ve bought the ring. Now all you have to do is plan the perfect spot to ask that once-in-a-lifetime question. In…

Chicago’s nearly 600 parks and 26 miles of lakefront make it easy to enjoy the great outdoors in the middle of the city. Families can…

Chicago is home to awe-inspiring museums, iconic architecture, and world-famous sites — and you can explore them all without leaving your living room with virtual…

The pop-up phenomenon has been taking Chicago by storm. These limited-edition experiences span almost every industry, from retail to restaurants to full-on museums. And the…


