DANCEHALL 101

Chicago & Beyond

Events

Concerts, parties, and live shows — the best Caribbean events in Chicago and beyond.

Stay tuned for upcoming events. From dancehall nights to reggae concerts, cultural festivals to community gatherings — we bring the Caribbean experience to Chicago.

FeaturedFestival

7th Annual One Love Music Festival

DateSunday, September 6, 2026
Details10AM – 10PM
VenueStiner Pavilion on the Beach
AddressWaukegan, IL

NEW LOCATION! Live Music · Food & Drinks · Vendors · Kids Zone · Community Resources · Vibes All Day! Sounds by DJ Ghetto Story from Chicago & Various DJs. FREE Jerk Chicken · FREE Admission. Presented by VIP & Chi-Party Live Radio Show. More info & vendor opportunities: 312-725-6636 · #OneLoveWaukegan

7th Annual One Love Music Festival event flyer
FeaturedCarnival

Chicago Caribbean Carnival

DateSaturday, August 15, 2026
Details10AM – 9PM · Parade Starts at 12PM
Venue1130 Midway Plaisance
AddressChicago, Illinois

Road Parade · Masquerade Bands · Food · Arts & Crafts · Vendors. One City. One Culture. One Carnival. For more info: [email protected] · 224-857-3790 · www.chicagocaribbeancarnival.org

Chicago Caribbean Carnival event flyer
Featured90s Party

Bad Like Di 90's

DateSaturday, August 22, 2026
DetailsDomino Tournament in the Day · Pre Order Food on Sale
VenueILU Club of Chicago
Address14421 Greenwood Rd, Dolton, Illinois

St. Catherine Link Up — Spanish Town, Portmore & Linstead. Music by City Rock Movements · Mighty Prestige Sound · DJ Poyo · Styles International. Presented by TAC Entertainment.

Bad Like Di 90's event flyer
FeaturedIndependence

Jamaica Independence Celebration

DateSunday, August 9, 2026
DetailsGates Open 3PM
VenueThe Prairie Lawn
Address6227 S Prairie Ave, Chicago, IL

Team Lenky presents the Annual Jamaica Independence Celebration — 3 Big Sound in One Lawn! Featuring 3 Powerhouse Sound Systems: Rock Stone International · Class One Sound · Q-ality Sound. FREE Admission · Food & Refreshment on Sale · Security GP Style.

Jamaica Independence Celebration event flyer
FeaturedCultural Fest

Selassie Fest

DateComing Soon
DetailsNoon – Midnight
Venue6227 S Prairie Ave
AddressChicago, IL

Ras Tafari Inc. presents Selassie Fest — honoring our founding fathers Chucky & Fishman. Your legacy lives on. Hosted by Field Marshall. Sponsored by Jerky Jerk & Tropical Jerk Caribbean Grill. One Love · One People · One Destiny.

Selassie Fest event flyer
FeaturedLadies Night

Iconic Ladies Night Out

DateSaturday, August 8, 2026
Details8PM – 2AM
VenueJerky Jerk Restaurant
Address7300 N. Western Ave, Chicago, IL 60645

99% Gyal Song — a ladies night like no other. Music by Raymus Live, DJ Poyo & Bad BBC Chargie. Presented by Working Choppa Entertainment.

Weekly

Dancehall Fridays

Every Friday · Chicago, IL

The weekly dancehall party you can't miss. Live DJs, Caribbean vibes, and the best crowd in the city.

Festival

Reggae Summer Fest

August 2026 · Chicago, IL

An outdoor celebration of reggae music, Caribbean food, and culture. Featuring live performances and vendors.

Special Event

Caribbean Carnival Night

September 2026 · Chicago, IL

Carnival-themed night with soca, dancehall, and Caribbean cuisine. Costumes encouraged.