California Clipper mixes things up a bit with its own take on a Manhattan, keeping to the traditional ingredients, but subbing out sweet vermouth for demerara and absinthe. $10.
Feeling luxurious and love Scotch? Head to the rooftop bar at the Chicago Athletic Association and grab the Hunter's Moon. It's a take on a Manhattan with Bruichladdich Scotch, Lustau Dry Amontillado Sherry and Amaro Meletti. $18.
With one of the most insanely huge whiskey collections in the city, Delilah's is a shoe-in for a Manhattan. Ask your server what would go best in the classic cocktail. They're sure to point you in the right direction, regardless of price. Price varies.
The Heavy Feather dedicates an entire night to the Manhattan. On Mondays, the Logan Square bar has four variations, including the reliable house Manhattan (offered every day) with High West Double Rye, Dolin Rouge and house bitters. It's smooth but has a distinctive rye bite with a fruity finish. You'll also find two rotating Manhattans, and you can always count on a lower priced "Blue Collar" Manhattan. $6–$12.
Longman & Eagle knows its whiskey and makes a great traditional Manhattan. Try theirs, with Wild Turkey 101 Bourbon, Punt é Mes, Angostura bitters and cherry bitters. $9.
For a take on a traditional Manhattan, head to Parson's Chicken & Fish and grab the Red Hook. Think traditional Manhattan with an added dash of fruity maraschino. $8.