The 39 top-rated whiskey & bourbon cocktails in Chicago, ranked by flavor score.
The top choice is manhattan at LUXBAR (18 East Bellevue), with a flavor score of 87 out of 100 from 12 diner ratings. Flavor scores come from what real diners say in their reviews. Last updated August 27, 2026.
The Sazerac impresses with its smoothness and strong flavor, perfectly balanced with just the right amount of absinthe.
The Manhattan is praised for its well-mixed, tasty flavor and the addition of a whiskey-soaked cherry.
The Manhattan is praised for its smoothness and complexity, making it a standout choice among the cocktail offerings.
A well-balanced Manhattan made with Bulleit rye and garnished with brandy-soaked cherries earns high praise for its rich flavor.
The Manhattan features a smooth blend with cherry vanilla simple syrup and real black cherry garnish, earning high praise from many.
You can crown one per category, so choose wisely.