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Juneteenth 2026  Β·  Flossmoor, IL

Freedom.
Joy. Community.

You Matter 2 Juneteenth Parade & Block Party

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Date
Friday, June 19, 2026
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Parade
10:00 AM – 11:00 AM
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Block Party
11:00 AM – 2:00 PM
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Location
Flossmoor, IL

Honoring Freedom.
Building Community.

In 2020, amid heightened racial tensions following the deaths of George Floyd, Breonna Taylor, and Ahmaud Arbery, South Suburban communities came togetherβ€”even during the COVID-19 pandemicβ€”to protest injustice and support the Black community. Inspired by this moment and the growing national recognition of Juneteenth, You Matter 2 Founder & CEO Destiny Watson launched the inaugural 2021 Homewood-Flossmoor Juneteenth Festival to celebrate Black culture, educate the community, and uplift Black-owned businesses.

With support from partners and sponsors, the first festival welcomed over 2,000 attendees, 83 Black-owned vendors, and 15 entertainers. Since then, it has expanded to include a parade and the Mr. and Miss HF Juneteenth Royal Court, becoming the largest Juneteenth celebration in the Chicago Southland. The festival continues to honor history, celebrate Black joy, and create a lasting space rooted in pride, culture, and community.

2021
Year of our inaugural festival
5,000+
Year 1 Attendees
150+
Black-Owned Businesses
#1
Southland Juneteenth Fest
🎺 Live Entertainment πŸͺ Black-Owned Businesses πŸ‘‘ Royal Court πŸŽ‰ Juneteenth Parade πŸ‘¨β€πŸ‘©β€πŸ‘§ Free Admission 🌟 Community Celebration

March With Us
on June 19th.

The parade is the heartbeat of our Juneteenth celebration. We invite organizations, churches, schools, dance groups, marching bands, drill teams, and community groups to march with us from 10:00 AM – 11:00 AM on Friday, June 19, 2026.

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Organizations & Nonprofits

Community groups, faith organizations, and civic associations β€” represent your mission.

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Schools & Youth Groups

Marching bands, ROTC, drill teams, and student organizations β€” young leaders welcome.

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Performers & Artists

Dancers, steppers, drummers, and cultural performers β€” bring your art to the streets.

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Parade Registration

To participate in the parade, there is a $50 participation fee that covers up to 30 people in your parade group. This fee helps cover the costs of permits, security, and other event expenses. Reserve your spot in the parade. Space is limited β€” register early! We'll confirm via email.

By registering, I understand that this is a walking only parade and vehicles of any kind will not be permitted. We'll confirm your parade registration by email. Thank you for joining the celebration!

Volunteer With
You Matter 2.

This event is powered by community. Whether you're helping set up, guiding the parade, keeping the block party fun, or packing it all up at the end β€” your time makes a real difference.

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Parade Marshal
Guide parade participants and keep the route safe and on schedule during the 10–11 AM march.
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Set Up Crew
Assist with setting up tables, chairs, tents, and other event materials.
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Cleaning Crew
Help keep the event space clean by managing trash, recycling, and tidying high-traffic areas.
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Activity Attendant
Supervise inflatable attractions and help ensure safe play for children and families.
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Breakdown Crew
Assist with event wrap-up by helping to take down tents, pack up materials, and ensure the space is clean and organized after the celebration.
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Volunteer Sign-Up

Ready to support the Juneteenth celebration? Click below to sign up to volunteer.

Sign Up to Volunteer

You’ll be taken to our volunteer registration page.

Showcase Your
Business With Us.

We are proud to highlight Black-owned and community businesses at our block party. Whether you sell food, crafts, clothing, services, or goods β€” this is your chance to put your brand in front of thousands of community members.

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Food & Beverage Vendors

Serve your specialty dishes, drinks, and treats to a hungry, celebratory crowd.

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Artisan & Retail Vendors

Clothing, art, jewelry, candles, books, and more β€” bring your shop to the block.

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Service & Resource Providers

Health services, nonprofits, financial resources β€” connect with the community.

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Why Vendor With Us?

We've hosted 83+ Black-owned vendors and thousands of attendees. This is a proven, high-traffic community event.

Vendor Interest Form

Interested in setting up at the block party? Fill out the form below and our team will follow up with details and pricing.

Submitting this form does not guarantee acceptance. Vendors will be selected based on availability and fit. We'll follow up with availability, fees, and next steps. Space is limited!

Questions?
We're Here.

Whether you have questions about the event, sponsorship opportunities, or anything else β€” we'd love to hear from you. Reach out and we'll respond as quickly as possible.

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Event Location

Location β€” Flossmoor, IL. Check our Instagram for updates!

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Follow Us on Instagram

@hfjunteenthfestival

Send a Message

We typically respond within 1–2 business days.

Your information is kept private and never shared.