Exploring Chicago's Hidden Gems: A Guide to the Top Speakeasy Bars

By Bounce the Line 2 min read
Exploring Chicago's Hidden Gems: A Guide to the Top Speakeasy Bars

Chicago's nightlife is renowned for its diverse array of hidden speakeasy bars, each offering a unique experience steeped in history, mystery, and exceptional mixology. Here's a roundup of the top speakeasy bars in the Windy City:

  1. The Drifter: Located in the basement of the Green Door Tavern, The Drifter is a historic speakeasy that oozes vintage charm. The menu, printed on tarot cards, includes classic and unique craft cocktails. Signature drinks include the balanced Old Fashioned, the playful Tarot Card Cocktails, and the non-alcoholic RhuBarbie World​​.
  2. Bordel | Cabaret & Cocktail Bar: In West Town, Bordel is a blend of a speakeasy and bordello, complete with live shows and DJs. Their World Famous Spanish Coffee, ignited in flames for dramatic effect, and a modern take on the Appletini, are must-tries​​.
  3. Brando’s Speakeasy: A blend of vintage and modern, Brando's on S Dearborn St is known for its karaoke and cocktails. The cocktail menu includes drinks like #2 (a tequila-based drink with mango and jalapeno) and #9 (a strawberry and banana flavored drink with tequila)​​.
  4. The Milk Room: Tucked away in the Chicago Athletic Hotel, The Milk Room is a cozy speakeasy focusing on rare and vintage spirits. It's renowned for its classic cocktails and exclusive Tasting Flights, offering a journey through the nuances of aged whiskies or vintage rums​​.
  5. The Office: Below The Aviary in Fulton Market, The Office is an intimate speakeasy serving classic cocktails and vintage spirits. The Dealer’s Choice option is particularly popular, allowing patrons to enjoy customized cocktails based on their preferences​​.
  6. Pigtail: A concept by Chef José Andrés, Pigtail in Jaleo Chicago combines jamón ibérico with cocktail craftsmanship. The Sunomono and Black Hole Sun are standout drinks, offering a blend of unique ingredients and flavors​​.
  7. Osito’s Tap: A Latin-accented speakeasy, Osito's Tap is nestled behind a liquor store and offers a relaxed and intimate setting. Signature cocktails include La Luna Parada and Primo Blanco, combining premium spirits with Latin inspiration​​.
  8. The Violet Hour: An iconic destination in Wicker Park, The Violet Hour is known for its seasonally rotating cocktail list and extensive spirits selection. The space, hidden behind an ever-changing mural, offers a mix of well-crafted classics and creative concoctions​​​​.
  9. Nine Bar: Chinatown's first speakeasy, Nine Bar stands out with its Asian-inspired menu. Cozy and vibrant, it’s perfect for a low-key hangout or a lively weekend with DJ sets​​.

Each of these speakeasies offers a unique slice of Chicago's rich history and cocktail culture, making them must-visit destinations for both locals and tourists seeking a taste of the city's hidden nightlife.