Travel Magazine

6 Modern Speakeasies to Seek Out In Chicago

By Urbanmatter Chicago @UMatterChicago

Looking to add a certain je ne sais quoi to your weekend routine? Speakeasies have just the right kind of mystique to make your night out one-of-a-kind.

Once upon a time, when the Feds put a ban on alcohol, Chicago was the nation’s breeding ground for speakeasies. Even though giggle water is totally kosher now (when handled responsibly), there are a handful of secret bars and taverns around town that are so on point, they still manage to make you feel like you’re doing something kinda naughty.

The Drifter

speakeasies chicago

Photo Credit: The Drifter via Facebook

676 North Orleans Street

This bar is everything a speakeasy should be, with an intimate space, hidden entrance, unique performances, creative drinks, and the right amount of kitsch. A visit here is sure to be a memorable one.

Watershed

speakeasies chicago

Photo Credit: Watershed

601 North State Street

We’d consider this bar to be a more subdued version of a speakeasy – perfect for a relaxed gathering. The underground, dimly lit space has comfortable seating and a menu that exclusively features regional spirits and beers.

Brando’s Speakeasy

speakeasies chicago

Photo Credit: Brando’s Speakeasy via Facebook

343 South Dearborn Street

For those curious enough to venture into Chicago’s speakeasy scene, Brando’s is the perfect first stop. Enjoy a fine-crafted cocktail from their sumptuous drink menu, or join the party at the karaoke lounge.

Not a night owl? No problem. Check out Brando’s for their awesome happy hour specials, Monday thru Thursday, from 5pm – 7pm.

Booze Box

speakeasies chicago

Photo Credit: Sushi Dokku

823 West Randolph Street

For small bites and sake aplenty, there’s Booze Box. Located under Sushi Dokku, this hangout is great for those looking to indulge in late-night Japanese cuisine. Relax under the cozy red lamps and sample small plates, like the spicy tuna maki, to crab deviled eggs.

The Franklin Room

speakeasies chicago

Photo Credit: The Franklin Room via Instagram

675 North Franklin Street

Whiskey aficionados, this one’s for you. Located in the River North neighborhood, The Franklin Room features fare for all; whether you’re looking to indulge in their exquisite tavern menu, or take a look at their exclusive whiskey collection, there’s something for every party. Bonus: oysters are $1 every day, from 5pm to 6:30pm!

Uptown Underground

speakeasies chicago

Photo Credit: Uptown Underground via Instagram

4707 North Broadway Street

Uptown Underground proclaims to be “Top Shelf Retrotainment,” and with a title like that, how could you go wrong? From burlesque to cabaret, Uptown Underground is sure to make your night out anything but dull.


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