The 14 top-rated quesadillas in Uptown, Chicago, ranked by flavor score.
The top choice is quesadillas (all varieties) at Kie-Gol-Lanee Uptown (5004 N Sheridan Rd), with a flavor score of 92 out of 100 from 40 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Best Quesadillas across Chicago→Fresh and warm tortillas filled with flavorful meat receive high praise, with many enjoying the rich, authentic flavors.
Huitlacoche quesadillas feature nutty corn smelt in thick blue corn tortillas, praised for their unique flavor and generous stuffing.
Quesadillas are praised for their flavor and freshness, but some found them greasy or lacking in variety.
Quesadillas offer good flavor and generous portions, but some found them average compared to standout dishes like chilaquiles.
Quesadillas are praised for their gooey texture and flavor, though some found them overly greasy and lacking seasoning.
You can crown one per category, so choose wisely.