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5 to Try: Classic Cocktails 5 to Try: Classic Cocktails RSS

By Maura York, Chicago City Editor

Forget the low-carb beer and go retro instead. From a classic martini to a timeless Manhattan, find the best 1950s-era cocktails in Chicago.

5 to Try

  1. Jilly's

    1007 N Rush St, Chicago, IL
    With its extensive list of single malt Scotches, specialty whiskeys and cognacs, this Rush Street bar is about as classic as you can get.

  2. Coq d'Or

    140 E Walton Pl, Chicago, IL
    Four-ounce executive martinis (gin or vodka) have never gone out of style at the Drake Hotel's Prohibition-era bar.

  3. Matchbox

    770 N Milwaukee Ave, Chicago, IL
    Retro libations made with fresh ingredients, like gimlets with hand-squeezed lime juice, are specialities of this intimate West Town bar.

  4. Signature Lounge

    875 N Michigan Ave, Chicago, IL
    The Hancock Building's 96th floor bar boasts one of Chicago's best views, and superlative sidecars.

  5. The Bar at The Peninsula

    108 E Superior, Chicago, IL
    An inspired update of the classic martini bar within an upscale hotel.

More Spots for Cocktails

  1. Tini Martini

    2169 N Milwaukee Ave, Chicago, IL
    Snug Bucktown/Logan Square bar that features rum drinks--and a full dance floor on weekends.

  2. Martini Ranch

    311 W Chicago Ave, Chicago, IL
    River North lounge with a stable of lush libations, such as peanut butter cup and dreamsicle versions of its namesake drink.

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