4 Best Speakeasies In Downtown / Loop

4 restaurants available nearby

1. Pigtail

4.6

Exceptional(113)

Price: Expensive

• Speakeasy • River North (Chicago)

Booked 13 times today

Pigtail, nestled in the vibrant River North neighborhood of Chicago, is a gem for cocktail enthusiasts. This intimate bar, located in the lower levels of Jaleo, offers an unparalleled libation experience that celebrates the fusion of exquisite jamón ibérico and expertly crafted cocktails. Revered for its innovative and drinkable creations, Pigtail has garnered rave reviews for both its atmosphere and its drinks. Patrons particularly recommend the "Melon Cloud" and "Andres & Cooper" cocktails, praising them as "phenomenal" and noting the engaging and knowledgeable bartenders who add to the experience. Whether you're starting your evening with a creative cocktail or indulging in their small plates like the divine Basque cheesecake, Pigtail promises a memorable outing with every visit.

2. Revolver

4.4

Awesome(33)

Price: Moderate

• Speakeasy • Bucktown / Wicker Park

Booked 7 times today

Co-owners LeQoinne Rice and Chris Scardina (also behind The Duplex in Logan Square) have invoked speakeasy-style concept, drink menu laden with pre-Prohibition classics like Amaretto sours and dirty martinis alongside contemporary cocktails.

3. Bordel

4.4

Awesome(31)

Price: Moderate

• Speakeasy • Bucktown / Wicker Park

Booked 16 times today

Bordel, a gem nestled in Chicago's vibrant Wicker Park, is a cocktail connoisseur's paradise. Known for its captivating Parisian speakeasy ambiance, Bordel promises an unforgettable experience with its high-quality, creative cocktails that perfectly complement the nightly cabaret shows. Patrons rave about the "delicious drinks" and the exceptional service, with one guest celebrating the "best burlesque show in town." The unique blend of burlesque, live music, and expertly crafted cocktails makes Bordel not just a bar but a destination. As one reviewer puts it, "It's all the sexy red room vibes you can handle," making every visit a spectacular adventure in Chicago's nightlife.

A photo of The Berkshire Room restaurant

4. The Berkshire Room

4.7

Exceptional(47)

Price: Moderate

• Speakeasy • River North (Chicago)

Booked 22 times today

Immerse yourself in the refined elegance of The Berkshire Room, nestled in Chicago's vibrant River North neighborhood. This upscale lounge captivates with its "retro classy" ambiance, perfect for unwinding with friends over expertly crafted cocktails. Patrons are particularly enchanted by the signature "Dealer's Choice," a bespoke experience where you select the spirit, flavor profile, and glassware, allowing the bartender to concoct a unique creation just for you. As one reviewer raves, "The cocktail mixologists are amazing and make the best cocktails in Chicago." Whether you're a local or a visitor, The Berkshire Room promises a memorable evening with its delightful cocktails and inviting atmosphere, making it a standout destination in the city's cocktail scene.

‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.

Best Speakeasies in Downtown / Loop

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4 restaurants available nearby

1. Pigtail

2. Revolver

3. Bordel

4. The Berkshire Room

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