Hamilton, writer-composer-lyricist Lin-Manuel Miranda’s biography of Alexander Hamilton as refracted through a hip-hop, pop and R&B lens, is a sprawling, stunning, singular achievement. It returns to Chicago for another run this March through April. Check the official website for the full schedule.
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.
Last updated March 23, 2026: Hunting for the best weekend plans in Chicago? From dedicated planners to last-minute adventurers, we’ve got you covered. This week’s highlights include the return of C2E2, stunning museum exhibitions and the opening of Hamilton at the CIBC Theater. We’ve also rounded up some of the best free events in Chicago, too, for good measure. Scroll down to discover the best events across the city!
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