

The 49 top-rated ice cream / shakes in Near West Side, Chicago, ranked by flavor score.
The top choice is brambleberry crisp at Jeni’s Splendid Ice Creams (908 W Randolph St), with a flavor score of 94 out of 100 from 54 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
Brambleberry Crisp features creamy vanilla ice cream blended with tart berry jam and crunchy oat pieces, creating a delightful dessert experience.
Smooth and creamy gelato with amazing flavors like pistachio and tiramisu leaves everyone eager to return for more.
Creamy ice cream with unique flavors like Orange Blossom Chiffon and gooey butter cake, served in freshly made waffle cones.
Cookie Monster combines cookie dough and Oreos in a smooth, bright blue ice cream that leaves a fun blue tongue.
You can crown one per category, so choose wisely.