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Caribbean Heritage Month2026 Highlights
A look back at the moments, events, and community that shaped Chicago Caribbean Heritage Month 2026.
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Sundays at Baseline
Every Sunday, June 20262239 S Michigan Ave, Chicago
Weekly Caribbean nightlife experience that anchored the month.
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Southside Networking
Wednesday, June 3, 2026Uncle Joe's Rum Bar & Grill, 1450 S Michigan Ave, Chicago
Caribbean entrepreneurs connected, collaborated, and celebrated on the Southside.
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Northside Networking
Wednesday, June 17, 2026D'Cuba, Chicago
Build, connect, and grow — the Northside edition brought the culture uptown.
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Parade Takeover
June 2026Chicago
Official 312Caribbean gear took over the parade route in full color.
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Chi Party Weekend
June 19–21, 2026Chicago
A 3-day Caribbean party experience — rooftop vibes, live DJs, and an all-white boat ride.
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Puerto Rico vs Jamaica Domino Showdown
Saturday, June 27, 2026Melrose Park, IL
A high-energy domino showdown for 1 year of bragging rights.
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Taste of the Caribbean Expo & Cultural Marketplace
June 27, 2026Melrose Park, IL
A cultural marketplace celebrating Caribbean flavors, vendors, and community.