I have been searching for a Caribbean restaurant in Chicago and this one came highly recommended. Being from the islands I was looking forward to a real taste of home, but I was totally disappointed. Firstly, they had the audacity to call their soup appetizer Bahamian ... obviously these people have never experienced real Bahamian food. The Jamaican chicken was good, but not as flavorful as traditional Jamaican chicken ... they were fried/baked and not grilled. The main course was not memorable. A poor representation of Caribbean food.

Calypso provides pretty good food at a pretty reasonable price. The decor in the restaurant is a little strange (bright yellow!) but aside from that, I enjoy the food. The service is very hit or miss but most of the waitstaff is friendly.

This is the second time I've been to Chicago, and both times Citysearch has delivered a great Caribbean food restaurant. I took a group of twelve hungry hombres looking for some jerked chicken and Calypso delivered bigtime. The jerked wing appetizers could have been a little hotter for my taste, but they had a great flavor, and the conch & shrimp fritters were awesome. We sipped on our Calypso Ritas, mojitos, and Red Stripe beer, while waiting for the second course. The jerked ribs, blackened tilapia, and Ropa Vieja were all perfect. Perfect meal before going out to listen to some great Chicago blues. Thumbs up on the food, service, prices, and the location. I'll be back the next time I'm in the windy city.

We have been to this restaurant three times and we are always satisfied with the whole experience. I am no expert on Caribbean food, so I do not know how authentic it actually is. However, the entrees I have tried have all been delicious. The appetizers are also great. My favorite is the plaintain chips with guacamole and black bean dip. My second favorite is the coconut shrimp (don't listen to the other people-- they really are good). Usually in this city when you order shrimp, you get those little bitty frozen things, but theirs are jumbo & delicious. As for entrees, they are known for their jjerk chicken, which is really good. I have tried their tilapia and grouper, which are excellent. You usually a few fried sweet plantains with the food, which are great. The sides are really good, too. I do not know how good the dessert is, since I usually fill up on the delicious entrees and appetizers. I would highly recommend this place for dinner. The prices are very reasonable & the atmosphere is great. This is one of the best places to dine in Hyde Park.

This is place rocks. I'm african so the spices always work for me, but I took my caucasian pastor there too, and he LOVED it! The setting is very welcoming, the food is finger-licking delicious and affordable too, and I enjoy the music.
You have to go there.