Northalsted Market Days is one of the largest street festivals in the Midwest, welcoming 100,000 people to the streets of Northalsted (formerly known as Boystown) for an LGBTQ-friendly summer celebration of music, food and dance. You can expect a long list of performers across five stages—check out the Northalsted Market Days website for a complete 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.
Updated August 5, 2026: August is here, and with only a handful of summer weekends left, it's wise to make the most of each one. This weekend offers no shortage of ways to spend your days, from the annual Northalsted Market Days to the Bud Billiken Parade and Andersonville Vintage Market. And if you're hoping to keep your budget low, we've rounded up some of the best free events in Chicago, like Live on the Lake concerts at Navy Pier and free movie screenings in the parks. Keep scrolling to discover more of the best weekend events across the city.
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