

The 100 top-rated calamari in Chicago, ranked by flavor score.
The top choice is grilled calamari at Sal's Trattoria (2834 N Southport Ave), with a flavor score of 95 out of 100 from 33 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Grilled calamari, tender and flavorful, shines with a buttery garlic and lemon sauce, often praised as the best in town.
Calamari is praised for its perfect cooking, fresh flavors, and minimal breading, making it a standout appetizer.
Calamari is praised for its perfect light breading, tender texture, and delicious marinara sauce that keeps diners coming back.
The calamari is praised for its freshness and flavor, often highlighted as a must-try appetizer.
Calamari is consistently praised for being perfectly cooked, light, crispy, and tender, often accompanied by delicious marinara sauce.
Tender calamari stands out for its delicious flavor and perfect texture, consistently praised as the best by many diners.
Tender calamari shines with a flavorful garlic and olive preparation, praised for its freshness and authentic Mediterranean taste.
Fried calamari is celebrated for its generous portion size, perfect crispiness, and tender texture, making it a must-try appetizer.
Crispy calamari garnished with peppers and onions is praised for its flavor, though some found it greasy or underwhelming.
You can crown one per category, so choose wisely.