The 14 top-rated ice cream / shakes in Loop, Chicago, ranked by flavor score.

The top choice is apple pie ice cream at Kilwins Ice Cream - Chocolate - Fudge (310 S Michigan Ave Ste B), with a flavor score of 90 out of 100 from 6 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →