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

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

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

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

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

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

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.