Home Food Chicago Southsider Summer Festival & Event Guide – July 2023

Chicago Southsider Summer Festival & Event Guide – July 2023

Don't miss out on events and festivals taking place in Chicago in July.

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Vegandale Chicago Southsider 2023
Photo Credit: Chicago Southsider

As the temperature rises and summer embraces the city, the South Side of Chicago comes alive with electrifying music, mouthwatering delicacies, and a strong sense of community. This guide is your passport to navigating the diverse tapestry of neighborhoods that make up the South Side, ensuring you don’t miss a single beat of the summer festivities. We’ve also sprinkled in other events taking place in the city, so that you can plan accordingly.

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

The 29th African/Caribbean International Art Festival of Life

Saturday, July 1 – Tuesday, July 4, 2023

Location: Washington Park Field House

55th Street & Cottage Grove

Learn more here.


NASCAR Chicago Street Race

Saturday, July 1 – Sunday, July 2, 2023

Location: Grant Park

Learn more here.


Chosen Few DJs

Saturday, July 8, 2023

Location: Jackson Park 63rd Street & Hayes Drive Chicago, IL 60637

Cost: Varies – Buy Tickets here.

Learn more here.


Roscoe Village Burger Fest

Friday, July 7-9, 2023

Location: Belmont & Damon – 2000 W Belmont Ave, Chicago, IL 60618

Learn more here.


Square Roots Festival

Friday, July 7- Sunday, July 9, 2023

Location: Lincoln Square – on Lincoln Ave, between Montrose & Wilson

Cost: FREE (suggested donations are $10 per adult, $5 per child or $20 per family)

Learn more here.


First Monday Jazz 

Monday, July 10, 2023

Location: Green Line Performing Arts Center – 329 East Garfield Blvd

Featuring: Chuck Webb & Guru Tonic

Cost: FREE – Get tickets here.

Learn more here.


Windy City Smokeout

Thursday, July 13- Sunday, July 16, 2023

Location: United Center Parking Lot C

Cost: Varies – Get tickets here.

Learn more here.


Bronzeville Summer Nights 2023

Friday, July 14th, 2023

Location:Various Locations

Learn more here.


15th Annual Millenium Art Festival

Friday, July 14th – Sunday, July 16th, 2023

Location:Michigan Ave & E. Lake Street

Cost: FREE

Learn more here.


Taste of Chicago

Saturday, July 15, 2023

Location: Pullman Park

Cost: FREE

Learn more here.


Deeply Rooted Dance Theatre – Deeply at Dusk at Palmer Park

Wednesday, July 19, 2023

Location: Palmer Park – 201 East 111th St Chicago, IL 60628

Cost: FREE

Learn more here.


17th Annual Bronzeville Art District Trolley Tour 2023

Friday, July 21, 2023

Location: Gallery Gouchard – Bronzeville Chicago, IL

Spaces: Blanc Gallery, Bronzville Artists Lofts, Faie Afrikan Art,Gallery Gouchard, Southside Community Arts Center

Cost: FREE – Reserve tickets here.

Learn more here.


Pitchfork Music Festival

Friday, July 21 – Saturday, July 23, 2023

Location: Union Park

Cost: Varies – Buy tickets here.

Learn more here.


Chicago Race Riot of 1919 Commemoration Project

Saturday, July 22, 2023

Location: Parking lot – West 35th Street & South State State Chicago, IL 60616

Learn more here and register.

Flyer for Chicago Race Riot Commemorative Project event

Tacos y Tamales Festival

Friday, July 21st – Sunday, July 23, 2023

Location: S Peoria St & West 16th St

Cost: FREE (suggested donation of $10)  

All ages – Learn more here.


Jazzin on the Steps – 4th Sundays – Featuring The Chicago Horns

Sunday, July 23, 2023

Location: St.Moses The Black Parish – 331 East 71st St

Cost: FREE

Learn more here.


2nd Annual Words of Wonder Literary Festival

Saturday, July 29, 2023

Location: Dr. Conrad Worrill Track & Field Center – 10201 S Cottage Grove Ave Chicago, IL 60628

Cost: FREE

Reserve spot here.


35th Annual GhanaFest

Saturday, July 29, 2023

Location: Washington Park

Cost: $20 gate donation

Learn more here.


Chicago Truck Food Festival

Saturday, July 29 – Sunday, July 30, 2023

Location: South Loop – 1700 S Wabash Ave, Chicago, IL 60616

(Moved from June-July, due to NASCAR)

Learn more here.


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