Best Caribbean Restaurants in Near South Side, Chicago
The 2 top-rated caribbean restaurants in Near South Side, Chicago, ranked by flavor score.
The top choice is AO Hawaiian Hideout (1315 S Wabash Ave), with a flavor score of 86 out of 100 from 987 diner ratings. Flavor scores come from what real diners say in their reviews, and only restaurants with at least 100 ratings are ranked. Last updated August 27, 2026. How flavor scores work →
Best Caribbean Restaurants across Chicago→- Ranked #11315 S Wabash Ave
Serves a diverse menu featuring Hawaiian and Asian-inspired dishes alongside a variety of tropical drinks.
- Ranked #22216 S Michigan Ave
Serves authentic Caribbean cuisine with popular dishes including jerk chicken, oxtails, and macaroni and cheese.
Scored, but not yet ranked
These 2 caribbean restaurants in Near South Side, Chicagohave a flavor score, but we haven't read 100 diner ratings for them yet. Listed A–Z.
- Not yet ranked1400 S DuSable Lake Shore Dr
- Not yet ranked1450 S Michigan Ave
Serves authentic Jamaican cuisine with specialties like jerk chicken, oxtail, and a variety of flavorful sides.