10 editor picks in Chicago.
10 bars in Chicago, editor-picked for bars open late. Bars serving past 23:00. All bars in Chicago.
The Office in Chicago is the speakeasy beneath The Aviary on Fulton Market: a 15-seat reservation-only basement room with rare-spirit flights and caviar.
TipBook six weeks out via the Tock system. The Pappy Van Winkle pour is the room's biggest draw.
The Aviary in Chicago is the Achatz-Kokonas modernist cocktail bar above Next on Fulton Market, with edible-ice cocktails and a service script all its own.
TipBook the In the Rocks cocktail (cracked-ice presentation tableside); it is the room's defining drink and the value-per-dollar move.
Au Cheval in Chicago is the West Loop diner-bar on Randolph with one of the country's most-mentioned cheeseburgers, plus duck-heart hash and a bar-front.
TipThe bar accepts walk-up only; sit there if you can't book. The single-with-egg cheeseburger is the menu's defining order.
Billy Sunday in Chicago is Matthias Merges's Logan Square cocktail bar on Logan Boulevard, with a 100-bottle amaro back bar and Prohibition-era American.
TipOrder off the amaro list, not the cocktail list, if you want the real value. The lesser-known Italians cost the same as a beer.
Longman & Eagle in Chicago is the Logan Square whiskey bar-and-restaurant on Kedzie Avenue, with a 250-bottle whiskey list, a Michelin Bib Gourmand and inn.
TipThe Bib Gourmand dinner room is the right pairing for the whiskey list. Sit at the bar if walk-up and order the wild-boar sloppy joe.
The Green Mill in Chicago is the Uptown jazz club on Broadway since 1907, an Al Capone hangout in the 1920s, with live jazz seven nights a week and a $10.
TipThe Sunday night Uptown Poetry Slam (open mic, 21:00) is the original poetry slam since 1986, hosted by Marc Smith.
Matchbox in Chicago is the four-foot-wide West Town cocktail bar on Milwaukee Avenue, a 30-seat triangle serving stiff classic cocktails since 1995.
TipOrder an Old Fashioned. The slim bartender pour is the house standard; do not ask for it differently.
Sportsman's Club in Chicago is Heisler Hospitality's Ukrainian Village bar on Western Avenue, with a rotating cocktail menu, pop-up kitchens and a tree-lined.
TipThe back patio is the move from May through October. Walk-up; the indoor bar fills first on cold nights.
The Whistler in Chicago is the Logan Square cocktail bar on Milwaukee Avenue from Paul McGee, with nightly live music (jazz, soul) and rotating seasonal.
TipCover is $5 at the door for the back room music; the bar room is free. Wednesday is the strongest jazz night.
Queen Mary Tavern in Chicago is the Wicker Park cocktail bar on Division Street with a maritime theme, navy-blue panels and a fish-and-chips counter.
TipThe fish-and-chips kitchen opens at 17:00 from the back room; the bar opens an hour earlier for cocktails only.
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