The 29 top-rated quesadillas in Near West Side, Chicago, ranked by flavor score.
The top choice is quesadillas (all varieties) at Chilango Mexican Street Food (1437 W Taylor St Ste 1), with a flavor score of 88 out of 100 from 71 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026.
The quesadillas are praised for their generous size, cheesy filling, and fresh ingredients, making them a satisfying choice.
The steak quesadilla is praised for its ooey, gooey cheese, juicy steak, and flavorful toppings, making it a favorite.
The chicken quesadilla is praised for being cheesy, meaty, and flavorful, often enjoyed with delicious sauces and fresh ingredients.
Shrimp quesadillas, resembling fried empanadas, impress with their flavorful shrimp, beans, and cheese in a light sauce.
You can crown one per category, so choose wisely.