The Best Whiskey Bars in Chicago to Sip on Something Smooth

When you’re feelin’ fine and you’re sick of wine, there’s no better place to pick up a drink than at a whiskey bar in Chicago.

While whiskey is definitely a great Southern soul food pairing, there are so many ways to sip on something strong with American meals, Japanese dishes, Irish bites, Scottish delicacies, and more. Discover all different kinds of this dark liquor and culturalize your tasting palette at some of the best whiskey bars in Chicago.


These whiskey bars know how it goes down. Now it’s your turn.

Whiskey Business

Whiskey Business
Photo Credit: Whiskey Business Facebook

1367 N Milwaukee Ave


This offbeat whiskey bar in Chicago is the perfect place to grab a drink if you’re a whiskey fanatic. With a sultry ambiance that sets the mood for a late night of heavy liquor drinkin’ and walls lined with comfy booths, there’s no reason not to settle into this place until closing time.

Delilah’s Chicago

Photo Credit: Delilah’s Facebook

2771 N Lincoln Ave


If you’re looking for the best whiskey bars in Chicago, we recommend stopping by Delilah’s to try their selection of over 800 whiskeys from all over the world. This bar in Lincoln Park rotates local art every so often and features eclectic film nights for locals to enjoy.

Twisted Spoke

Twisted Spoke
Photo Credit: Twisted Spoke Facebook

501 N Ogden Ave


Twisted Spoke’s iconic skeleton biker and rooftop overlook the intersection between Ogden and Grand, making it a perfect location to people-watch while you’re sippin’ on something strong. Whether your choice is a distilled bourbon or a straight-up whiskey sour, it’s bound to go down smooth at Twisted Spoke.

Untitled Supper Club

Photo Credit: Untitled Facebook

111 W Kinzie St


This grand luxe of a supper club includes North America’s largest selection of 550 American-distilled whiskeys and counting. Take a seat at the upscale, low-lit whiskey bar in Chicago and your night is automatically made.

LG’s Bar

LG's Bar
Photo Credit: LG’s Bar Facebook

1525 N Wells St


A branch of Lady Gregory’s in Andersonville, this Old Town whiskey bar in Chicago is as good as it gets. This upscale Irish pub is both bold and welcoming, featuring an enormous beer and whiskey menu to get your night started the right way.

The Franklin Room

The Franklin Room
Photo Credit: The Franklin Room Facebook

675 N Franklin St


Leave it to a speakeasy to provide the perfect aesthetics for whiskey drinking. The modernly rustic feel to this place leaves you feeling both classic and classy, and its selection of American, Irish, Canadian, Japanese, and other world whiskeys will keep you occupied for hours.

Longman & Eagle

Longman & Eagle
Photo Credit: Longman & Eagle Facebook

2657 N Kedzie Ave

While technically a restaurant serving American fare, there’s nothing wrong with pairing your meal with something off of their massive whiskey menu. After all, their motto is “Eat, Sleep, Whiskey”, and with over a dozen options available for just $3 a shot, it’s pretty easy to get tipsy for under $10 at this place.


Photo Credit: Fountainhead Facebook

1970 W Montrose Ave

If you’re researching the best whiskey bars in the Chicago area, we recommend visiting Fountainhead and browsing their four-page whiskey menu. This menu is more than enough to make you think creatively about your whiskey-food pairings for the night. Plus, with a rooftop garden that gives you great views of Ravenswood, there’s no way you can go wrong when you step into this bar.


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