8 of the Best Whiskey Bars in Chicago

Ahh, whiskey. A staple spirit on anyone’s bar cart, and a drink that dates all the way back to the Medieval monks of both Ireland and Scotland. Distilled from a mash of grains like barley, rye, and wheat, whiskey comes in many different types: all available in our lovely Windy City! Whether you’re new to the whiskey world or just getting introduced to the intricacies and varieties of this liquor, here are 8 of the best whiskey bars in Chicago to sip on your all-time favorite or discover a new barrel.

Wait, whiskey is not your thing? That’s fine! Check out these tequila bars, wine bars, or breweries in Chicago



2771 N Lincoln Ave, Chicago, IL 60614


Kicking us off is Delilah’s in Lincoln Park, one of the best whiskey bars in Chicago. With over 800 whiskies from over 15 countries, Delilah’s selection is obviously massive, and perfect for both the novice and newbie. With themed nights like Punk Rock Mondays and Rock n’ Roll Jukebox nights on Fridays and Saturdays, you’ll probably be slightly headbanging while you enjoy a stiff drink. 

Rebel & Rye

726 W Grand Ave, Chicago, IL 60654

Looking for a taste of the south without leaving the city? Head to Rebel & Rye! This southern-themed bar has country music, big TVs for college football (specifically the Gamecocks), and an eclectic selection of the best whiskey. With dedicated menus to scotches, bourbons, ryes, and “other whiskeys”, you’ll definitely find something you love. 


Twisted Spoke

501 N Ogden Ave, Chicago, IL 60642

With a selection of over 500 whiskeys, it’s no wonder why Twisted Spoke is on the list of the best whiskey bars in Chicago. Outside of the cocktail list, Twisted Spoke also has a delicious brunch and dinner menu that’ll keep you full while you sip on that full-bodied beverage.  

Untitled Supper Club

111 W Kinzie St, Chicago, IL 60654

We all thought 2020 was going to chime in the resurgence of the roaring 20s, but instead, we got… whatever that was. At Untitled Supper Club, live out your Gatsby, Prohibition-style dreams with tons of different whiskeys and craft cocktails. To accompany your delicious drink, check out the burlesque shows, jazz quartets, and other musical guests. 

Duke of Perth

2913 N Clark St, Chicago, IL 60657

Are you into Irish food? We promise we won’t make you eat haggis, but Duke of Perth is definitely a spot to check out. Up in Lakeview, Duke of Perth’s single malt whiskey list is substantial, and every option is aged to perfection. Looking for something to pair with your whiskey? Try one of the many UK-style beers they have in-house! You might be walking home a little crooked but you’re definitely going to have a good time. 

Longman & Eagle

2657 N Kedzie Ave, Chicago, IL 60647

Eat. Sleep. Whiskey. Longman & Eagle’s slogan is as pure and relaxing as it gets. Not only do they have a great selection of whiskey-based cocktails, but Longman & Eagle also has six rooms available for an overnight stay. We can’t think of anything better than enjoying a few cocktails (that you don’t have to make) and only having to meander up a few stairs for a great night’s rest. Sign us up! 

Lady Gregory’s

5260 N Clark St, Chicago, IL 60640

A neighborhood staple, Lady Gregory’s has great food, great drinks, and a great patio in the summertime. This traditional Irish pub features both American and international whiskeys that will appease any appetite. If you’re looking to splurge on a whiskey you’ve probably never tried before, try something from the reserve list. 

Slightly Toasted

22 N Clinton St, Chicago, IL 60661

Coffee, toast, whiskey, and craft beer. Are you intrigued? We definitely are, and that’s why we love Slightly Toasted. This all-day bar combines the best of both worlds, caffeine, and alcohol. Touting one of the largest selections of whiskey in Chicago, you can post up herewith your laptop sipping on the perfect latte at 4 and switch straight to happy hour mode at 5 – or before, we’re certainly not judging.

Featured Image: Untitled Supper Club