The Obama Presidential Center in Jackson Park spans nearly 20 acres, featuring a towering, 235-foot-tall museum building, a public plaza and expansive surrounding green spaces. The center serves as a space to explore the career and legacy of President Barack Obama, as well as a vibrant community gathering space. You'll need tickets to enter, but Illinois residents get in free on Tuesdays, and children two and under are always free.
We’re probably not alone in saying that the weekend is always on our minds here at Time Out Chicago HQ. Like you (probably), we spend the workweek daydreaming about the next restaurant to obsess over and obsessively updating our concert calendars. Whether you’re museum-hopping, plotting a day trip to escape the city, or ready to ghost your original plans for something spontaneous, you’ll find plenty of ways to make the most of your weekend in Chicago.
Updated June 24, 2026: There's no excuse to sit at home this weekend because Chicago is packed with exciting things to do. From Roscoe Village Porchfest and the Chicago Pride Parade to the Obama Presidential Center and Ed Sheeran at Soldier Field, there's something for everyone. We're also excited about the (free!) Pepsi Eats Fest on Saturday, where TV star Dylan Efron will be handing out free food at Big Star in Wicker Park from 4 to 8pm.
On a budget? No problem. We've rounded up some of the best free events in Chicago, like the Grant Park Music Festival and Navy Pier fireworks, too. Keep scrolling to discover more of the best weekend events across the city.
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