6 Can’t-Miss Upcoming Summer Events in Chicago, IL

There are many events happening in Chicago every month of the year, but the late summer month of August is even more packed. If you’re not sure where to start, here are six events taking place in August 2017. Each is worth planning ahead for, so make time for whichever ones catch your interest.


From August 3-6, one of the biggest musical events in the United States is coming to Chicago’s Grant Park. Featuring smash-hit stars like Chance the Rapper, the Killers, Blink 182, Run the Jewels, and dozens more, this is one event a music lover can’t afford to miss. If you want more music, consider the Millennium Park Summer Music Series as well, taking place on Monday and Thursday evenings from August 3-17.

Wrigleyville Summerfest

The 14th annual Wrigleyville Summerfest is free to attend, but donations go to supporting the Wrigleyville community, home of the Chicago Cubs. On August 6 and 7, visitors can enjoy live music, games, and beer on tap, all within some of the most historic and beautiful neighborhoods in Chicago. A percentage of all donations goes toward organizations like Lakeview Pantry and the Chicago Coalition for the Homeless.

Chicago Hot Dog Fest

This is the biggest event in the world honoring the hot dog, and 2017 is its fifth year running. Visit at the crossing of Lincoln Park and W. LaSalle Drive near the Chicago History Museum from August 11-13. Over 30,000 people are expected to attend this party, with over 35,000 hot dogs served over the three days in every way imaginable. There will be historians, gourmands, and even best-selling authors who all share a strong love for the classic American hot dog.

Retro on Roscoe

Also held from August 11-13, Retro on Roscoe features three huge stages for live entertainment and a wide section of tree-lined streets full of antique vendors, artists, and samples from local restaurants. It’s named for the Retro’s Antique Car Show, which has dozens of classic flagship and muscle cars on display competing for prizes. The entire celebration raises funds to support community improvements in the Roscoe area.

Clark After Dark

Hosted by the United Service Organizations of Illinois, Clark After Dark is an afternoon-to-night block party on August 17 on Clark St. This event celebrates American military service members and their familiesĀ and features an impressive lineup of bands, plus crafts, artwork, and food from local vendors.

Taste of Greektown

Fans of Greek cuisine should check out this event from August 25-27 on S. Halsted St. This Hellenic pride festival returns for the 28th year in a row, and offers live Greek bands and entertainment, kid-friendly games and activities, and of course lots of authentic Greek food and spirits. If you’re a big eater, consider entering the gyros eating contest.

You can see other great events coming to Chicago near the end of the summer here. Chicago is a lively city with something to check out nearly every day of the summer, even as the hottest season comes to a close. Plan something fun with friends or family before the temperatures drop.

Image via Flickr by Mari Freixes

Leave a Reply

Your email address will not be published. Required fields are marked *