The 100 top-rated old fashioneds in Chicago, ranked by flavor score.
The top choice is old fashioned at Miller's Pub (134 S Wabash Ave), with a flavor score of 94 out of 100 from 17 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026. How flavor scores work →
The Old Fashioned features a classic recipe with a large ice cube and rich dark cherry, praised for its smoothness and balance.
The old fashioned impresses with its smooth flavor, balanced ingredients, and signature ice cube that enhances the experience.
The Old Fashioned is praised for its smoothness, perfect balance of sweetness, and unique use of vanilla bitters.
The Ciccio Old Fashioned impresses with its unique walnut bitters, rich flavor, and perfect balance, making it a standout choice.
The old fashioned stands out for its refreshing strawberry infusion, smooth texture, and expertly crafted presentation with a large ice ball.
The old fashioned features high-quality liquor and a perfect balance of flavors, consistently impressing with its strong and well-crafted profile.
The Old Fashioned is praised for its smoothness, balanced flavor, and the use of quality bourbon with a large ice cube.
The Old Fashioned impresses with infused flavors, high-proof bourbon, and a meticulous preparation process that delights cocktail enthusiasts.
The Old Fashioned impresses with its smooth blend of flavors, including variations like smoky vanilla and chai-infused options.
The Old Fashioned features a global twist with unique variations like the Oaxaca and Manila, praised for their rich flavors.
You can crown one per category, so choose wisely.