

The 50 top-rated shakes & malts in West Town, Chicago, ranked by flavor score.
The top choice is milkshakes (all varieties) at Black Dog Gelato (859 N Damen Ave), with a flavor score of 93 out of 100 from 35 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
The malted vanilla is praised for its creamy texture and nostalgic flavor reminiscent of a fluffy milkshake.
The Thai Iced Tea milkshake and peanut butter shake receive rave reviews for their rich, creamy texture and unique flavors.
Thick, creamy milkshakes in amazing flavors like cinnamon apple pie and strawberry banana leave everyone craving more.
The Mamey milkshake is creamy and delicious, praised for its smooth texture and balanced sweetness, making it a favorite.
Thick, creamy milkshakes in unique flavors like butterscotch and salty caramel pretzel consistently impress with their rich taste and texture.
The Oreo milkshake is thick and loaded with flavor, while the strawberry shake features fresh strawberries that enhance its deliciousness.
Thick, flavorful milkshakes like chocolate and Oreo receive high praise for their deliciousness and generous portions.
The horchata milkshake is praised for its perfect balance of sweetness, creamy texture, and delightful hints of cinnamon and banana.
You can crown one per category, so choose wisely.