Our Locations

    Vintage Nightlife is a tavern group in the Chicago area specializing in unique atmospheric driven concepts centered around entertainment and craft cocktail creation. 

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    Brando's Speakeasy
    343 S. Dearborn St, Chicago, IL
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    King Of Cups
    2238 N. Lincoln Ave, Chicago, IL
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    Esmeralda's Lounge
    2539 W. Division, Chicago, IL
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    Brando's Speakeasy
    343 S. Dearborn St, Chicago, IL
    King Of Cups Logo White
    King Of Cups
    2238 N. Lincoln Ave, Chicago, IL

    Brando's Speakeasy

    Chicago’s staple for karaoke and cocktails since 2007, we are perfect for any gathering where you are looking for a fun, lighthearted time. Our karaoke bar is Chicago’s best kept secret – a vintage Chicago tavern with on demand karaoke, small bites and house crafted cocktails. Adjacent to the karaoke room is our cocktail lounge, perfect for those seeking a calmer, karaoke free environment. Sing out loud in our karaoke bar or kick back in the cocktail lounge like it’s 1929!

    343 S. Dearborn St, Chicago, IL
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    King Of Cups

    Chicago’s first spirit lounge has arrived offering nightlife from a mystical perspective and catering to the adventurous soul with a curious pallet. King of Cups strives to please its subjects with unpretentious fun, great cocktails and a memorable experience you can share with others. 
     
    This petite kingdom features nightly tarot card readings, eclectic entertainment and a desire to not only serve, but educate its guests on the art and history of the cocktail. 
     
    So now we call out to all the bold and daring ones to join the dominion that is the king of Cups!
    2238 N. Lincoln Ave, Chicago, IL
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    Esmeralda's Lounge

    Welcome to Esmeralda’s, a tropical lounge located in the heart of Humboldt Park’s main street. Our menu focus on Latin craft cocktails & contemporary favorites. Kick back, relax, and let our libations whisk you away to the equator!

    2539 W. Division, Chicago, IL
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    Contact

    Get in touch. Press inquires welcome!