Home Food Chicago Southsider Summer Festival and Event Guide – June 2023

Chicago Southsider Summer Festival and Event Guide – June 2023

Explore Chicago's summer festivals and events celebrating food, history, music, and culture. Subscribe to Chicago Southsider at www.chicagosouthsider.beehiiv.com to unlock more events.

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Chicago Vegandale Summer Festival
Vegandale Festival in Chicago. Photo Credit: Rhinehart Media Group

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From music festivals to cultural events, there’s never a dull moment on the South Side of Chicago. If you’re traveling to Chicago or live here in the city, you’ll have a chance to experience festivals and events all summer long.

We’ve put together a list of events that can help you get a taste of the city this summer. You’ll also find a few events located in other parts of the city to give you an opportunity to explore what Chicago has to offer.

Get ready to experience the beat, the flavor, and the soul of the South Side like never before. 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

76th Annual 57th St Art Fair

Saturday, June 3rd and Sunday, June 4th, 2023

Location: Hyde Park – 57th St between Woodlawn & Kenwood Ave

Cost: Free

Learn more about the 57th St Art Fair here.


Chicago Blues Festival

Thursday, June 8th – Sunday, June 11th, 2023

Millennium Park: Randolph & Monroe St Entrances

Cost: FREE

Learn more here.


South Chicago Dance Theatre 

Saturday, June 10th, 2023

Auditorium Theatre: 50 E Ida B. Wells Dr. Chicago, IL 60605

Cost: Varies

Learn more here.


Chicago Vegandale Festival 2023 featuring Rick Ross

Saturday, June 10th, 2023

Location: Grand Park, Butler Field – 100 S. Lake Shore Dr. Chicago, IL 60603

Cost: Varies

Learn more here.


Thai Festival

Saturday, June 10 – Sunday, June 11th, 2023

Location: Irving Park Rd – Thorek Hospital Parking Lot; 851 Irving Park Rd Chicago, IL 60613

Learn more here


17th Annual Brownsville arts, District Trolley Tour

Friday, June 16, 2023

Location: Gallery Gouchard – Bronzeville Chicago, IL

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

Cost: FREE

Learn more here


Bronzville’s 2023 Juneteenth Celebration – Strengthening the Roots

Saturday June 17, 2023 12-6:00 pm

Cost: FREE

Learn more here


Deeply Rooted Dance Theater – Ruth Page Civic Ballet

June 17th, 2023: Saturday at 2 pm

Location: Ravinia – 418 Sheridan Rd. Highland Park, IL 60035

Cost: Varies

Learn more here


Hyde Park Summer Fest

Saturday, June 17th & Sunday June 18th, 2023

Location: Hyde Park/Midway Plaisance – 59th Street & Ellis Ave

Featuring: Clipse, 2 Chainz, Lil Kim, Tobe Nwigue, Uncle Waffles, Rob Glasper & others

Learn more here


The Southside Jazz Coalition Presents Juneteenth

Monday, June 19, 2023

Location: Compassion Baptist Church – 2650 East 95th St

Cost: FREE

Learn more here


Make Music Chicago

Wednesday, June 21, 2023

Location: Bessemer Park – 8390 S Muskegon 

Cost: FREE

Learn more here


Chicago Blues Revival – Bronzeville Blues Community Concert Series

Saturday, June 24th, 2023

Location: Muddy Waters Mojo Museum – 4339 S. Lakepark Ave

Cost: FREE (All ages)

Learn more here


2023 Ida B. Wells Festival – Celebrating Bronzeville

The Light of Truth B Wells Nat’l Monument 

Saturday June 24, 2023 – 9-4 pm

Location: 3729 S Langley Ave Chicago, IL 6065

Cost: FREE

Learn more here


Jazzin on the Steps – 4th Sundays

Featuring: The Chicago Horns

Sunday, June 25, 2023 – 4-6:30 pm

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

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