To The Streets! 5 Festivals You Can’t Miss


Taste of Chicago To Go 

From July through September, this year’s Taste will entail a series of pop-up events featuring cooking demonstrations, special events, and more from some of the city’s best restaurants. Come hungry and taste the good eats Chicago has to offer. 

Grant Park Music Festival 

You can show up to Chicago’s iconic Jay Pritzker Pavilion and enjoy classical entertainment all summer long from some of the country’s best musicians. The Grant Park Orchestra and Chorus, joined by special guests, will entertain concert-goers with everything from symphony pieces to Broadway show tunes.


After taking a year off, Chicago is ready to bring back one of the world’s largest and most legendary music festivals of all time. Happening July 29 – August 1, you can opt for just one day or splurge on a 4-day pass and spend the whole weekend rocking out to some of the best live performances money can buy. 

Summer Smash Festival

Celebrate the best of hip-hop August 20 – 22 at this year’s Summer Smash Festival hosted in Douglas Park. Featuring performances by A$AP Rocky, Lil Baby, Lil Uzi Vert and more, Summer Smash is THE midwest’s premier hip-hop festival. 

Glenwood Ave Arts Fest

Mark your calendars for August 20 – 22nd and experience live music, great food, and craft beer from local merchants in Chicago’s historic Roger Park Neighborhood. Art demonstrations, open studios, and work from over 120 talented artists will be featured for your enjoyment.

Written by: Lindsey LeBeda

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