Cocktails & speakeasies
Cocktails & speakeasies in Chicago
Craft drinks and speakeasies — quiet enough to talk.
Example nights
Real Chicago venues, put together by our planner. Refreshed Jul 20.
Cocktails at The Bamboo Room at Three Dots and a Dash in River North, then dinner at Hubbard Inn.
- 01The Bamboo Room at Three Dots and a DashRiver North · $$$
- 02Hubbard InnRiver North · $$
Cocktails at Sparrow in Rush & Division, then dinner at Eduardo's Enoteca in Gold Coast.
- 01SparrowRush & Division · $$
- 02Eduardo's EnotecaGold Coast · $$
Cocktails at The Alderman in Lower West Side, then dinner at Tack Room.
- 01The AldermanLower West Side · $$$
- 02Tack RoomLower West Side · $$
Top 12 venues
01
Nightcap
West Town · $$$
Rotating menus, mole cocktails you drink from bowls, wagyu tallow candles to eat with focaccia — bartenders treat drinks like theater.
02
Club X Speakeasy
Chicago Loop · $$$
1950s speakeasy energy, bartenders who remember your name. Dirty martinis, espresso martinis, old fashioneds — and the people pouring them actually care.
03
Three Dots and a Dash
River North · $$$
Tiki cocktails and steak skewers in a dim, alley-tucked Polynesian room — reserve a table or crowd the bar standing room.
04
Rose Lounge
Rush & Division · $$$
Basement speakeasy under Adalina—craft cocktails, 90s hip-hop, gothic mood. Book ahead; take the elevator down.
05
Sparrow
Rush & Division · $$
Rum-heavy cocktail bar in a 1927 art deco building. Bartenders know their stuff, spacious despite feeling intimate, open late.
06
Elixir Lounge
Lake View East · $$
Craft cocktails, low lighting, patient bartenders—the quiet option when Boystown's too loud. No food, just nuts.
07
The Meadowlark
Logan Square · $$$
Seasonal cocktail menus, knowledgeable bartenders, rotating drinks like The Moon and The Sun. Reservations help, but you'll get in.
08
Golden Years
West Town · $$$
Inventive highballs and Manhattans, frozen shots, cheeseburger-and-fries combo. Friendly bartenders, easy seat at the bar, room for 40.
09
The Office
Fulton Market District · $$$
Mezcal-forward cocktails built to your mood — bartenders explain every choice. Upscale, intimate, copper bar gleaming in the basement.
10
The Alderman
Lower West Side · $$$
Tiny, reservation-only cocktail room with creative drinks and bartenders who actually know their stuff. Cozy, not snobby — dim lighting, good music, chill vibe.
11
Revolver
West Town · $$$
12
Valedor
Wicker Park · $$$
Japanese-Mexican cocktails and tapas in a cozy, intimate space. Pour-your-own sake ceremony, fresh drinks, katsu sando.