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Hidden Gems: Where to Find the Best Speakeasies in Chicago

With its rich history of Prohibition-era bootlegging and secret drinking establishments, Chicago is a city known for its speakeasies. These clandestine bars offer a unique and intimate atmosphere, transporting patrons back to the Roaring Twenties. If you’re looking to experience the thrill of stepping into a hidden gem and sipping on expertly crafted cocktails, then Chicago is the place to be. Here are some of the best speakeasies in the city that you must visit.

The Drifter

Tucked away beneath the bustling Randolph Street in River North, The Drifter is a true hidden gem. This speakeasy takes its guests on a journey back in time with its vintage décor and immersive experience. The menu is filled with innovative cocktails that pay homage to the Prohibition era, each crafted with precision and flair. Keep an eye out for their live entertainment, which ranges from burlesque shows to magic acts, adding an extra layer of excitement to your visit.

The Violet Hour

Located in Wicker Park, The Violet Hour is a Chicago institution when it comes to speakeasies. This upscale cocktail lounge exudes elegance and sophistication, with its dimly lit interior and plush seating. The bartenders at The Violet Hour are true artists, concocting creative and delicious drinks that will tantalize your taste buds. Be sure to try their signature cocktails, such as the Juliet & Romeo, a refreshing mix of gin, mint, cucumber, and rosewater.

The Office

Nestled within The Aviary in the West Loop, The Office is a speakeasy that exudes exclusivity and luxury. This intimate bar offers a reservation-only experience, ensuring a personalized and unforgettable visit for each guest. The Office boasts an extensive selection of rare and vintage spirits, making it a haven for whiskey and cocktail connoisseurs. The ambiance is sophisticated yet cozy, perfect for a special night out or a celebratory toast.

Untitled Supper Club

Situated in River North, Untitled Supper Club is a unique speakeasy that combines live music, dining, and cocktails under one roof. This multi-level venue offers a variety of experiences, from intimate jazz performances to lively dance parties. The cocktail menu at Untitled is extensive and diverse, featuring classic concoctions alongside innovative creations. Whether you’re looking for a quiet evening of sipping cocktails or a night of revelry, Untitled has something for everyone.

The Back Room

Located in the heart of Wicker Park, The Back Room is a speakeasy that channels the spirit of Chicago’s Prohibition past. This cozy bar is known for its extensive whiskey selection and expertly crafted cocktails. The Back Room’s intimate setting and vintage décor create a warm and inviting atmosphere, perfect for a night of relaxation and indulgence. Be sure to try their Old Fashioned, a classic cocktail that never disappoints.

In Conclusion: Uncovering Chicago’s Hidden Drinking Destinations

Chicago’s speakeasy scene is a true reflection of the city’s rich history and vibrant culture. From upscale cocktail lounges to cozy hidden bars, there is no shortage of unique and exciting speakeasies to explore. Whether you’re a seasoned cocktail enthusiast or just looking for a memorable night out, be sure to visit these hidden gems and experience the thrill of stepping back in time to the Prohibition era. Cheers to uncovering Chicago’s best-kept secrets!