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From the bustling streets of Bronzeville to the lively parks of Hyde Park, the Chicago Southsider Summer Festival & Event Guide – August 2023 will be your trusted companion. Explore the rich tapestry of cultures that make up our city as you indulge in mouthwatering cuisine, sway to the rhythm of diverse musical beats, and witness awe-inspiring performances that will leave you breathless.
Whether you’re a lifelong local or a curious visitor, this guide will be your passport to a month filled with joy, discovery, and celebration.
Chicago Southsider would like to thank our contributor, Sunny Rock, for compiling the events for July 2023. If you like our work or want to support the mission of Chicago Southsider, you can subscribe to our weekly newsletter and share this article with your network.
2023 Chicago Southsider Festival Guide
Lollapalooza
Wednesday-Sunday, August 3-6th, 2023
Location: Grant Park
Cost: Varies – Buy tickets here
Learn more here
2nd Annual Bronzeville Neighborhood Jazz Festival
Saturday, August 5, 2023
Location: South Dr. Martin Luther King Junior Dr. Chicago, IL
Cost: FREE
Reserve spot here and learn more here
Taste of Chicago
Saturday, August 5, 2023
Location: Marquette Park
Learn more here.
Bud Billiken ParadeÂ
Saturday, August 12, 2023
Location: The parade goes along Dr. Martin Luther King Drive (East 35th-55th Streets)
Learn more here.
Night Out in the Parks – Southside Jazz Coalition – Celebrating Vonski
Tuesday, August 8th, 2023
Location: Jesse Owens Park
Cost: Free
Learn more here.
Deeply at Dusk at South Shore Cultural Center
Wednesday, August 8, 2023 – 7:30-8:30 pm
Location: 7059 South Shore Dr. Chicago, IL 60649
Night Out in the Parks – Southside Jazz Coalition – Celebrating Vonski
Tuesday, August 15th, 2023 – 5-7 pm
Location: Bessemere Park
Cost: Free
Learn more here.
South Chicago Dance Theatre Season 6 – Night Out in the Parks
Friday, August 18, 2023 – 6 pm
Location: Winnemac Park
Cost: FREE
Learn more here.
17th Annual Brownsville Art District Trolley Tour 2023
Friday, August 18, 2023: 6-9 pm
Location: Gallery Gouchard: Bronzeville Chicago, IL
Spaces: Blanc Gallery, Bronzville Artists Lofts, Faie Afrikan Art,Gallery Gouchard, Southside Community Arts Center
Cost: FREE – Reserve spot here.
Learn more here.
Chicago Air and Water Show
Saturday, August 19th – Sunday, August 20th, 2023 (August 18th – Practice)
Location: North Avenue Beach
Cost: FREE
Learn more here
Jazzin on the Steps – 4th SundaysÂ
Sunday, August 27, 2023 – 4-6:30 pm
Location: St. Moses The Black Parish – 331 East 71st St
Featuring: The Chicago Horns
Cost: FREE
Learn more here
Night Out in the Parks – Southside Jazz Coalition – Celebrating Vonski
Tuesday, August 29th, 2023 – 5-7 pm
Location: South Shore Cultural Center
Cost: Free
Learn more here.
Chicago Jazz Festival
Thursday-Sunday, August 31-Sept 3, 2023
Location: Millenial Park
(Entrances = Michigan Ave/Washington St., Michigan Ave/Madison St., Randolph St. & Monroe St)
Cost: FREE
Learn more here.
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What festivals are you attending this summer? Did we miss a festival? Comment below and let us know!
