Let's face it, meetings and events become exponentially more enjoyable when there are cocktails involved. This tenant is especially true when the cocktails are unique, innovative, and served in stunning settings. Below is a selection of Chicago's best cocktail venues that have your attendees cocktail considerations covered on all fronts. 

Three Dots and a Dash (435 N. Clark St.)

Three Dots and a Dash

This clandestine, subterranean tiki hideaway serves up tropical cocktails that are sure to transport you and your cohorts to the best of beachy excursions. Nestled down an alleyway in River North—don't fret, this alley is particularly clean and beautiful—Three Dots adds an element of fun and excitement to any event or function. Bring a group and stop by early to ensure you snag a booth or reserve the extra lounge room by the host stand. For particularly enormous functions, Three Dots is also available for buyouts.   

Private Parties inquiry

The Aviary (955 W. Fulton Market)


Clinking glasses gets a lot more interesting when the glassware is more complex than a game of Mouse Trap. One of the most innovative cocktail bars in Chicago, nay the world, is The Aviary, the boozy masterwork of the team behind internationally heralded Alinea and Next restaurants. At this slick, dimly lit Fulton Market spot, you'll find heightened focus on craft and culinary technique. From chic tea infusions to elaborate fruity creations that look more like aquariums than cocktails, a night at The Aviary will add a serious wow factor for groups looking to raise the bar, so to speak, on their meetings.

Private Events inquiry

Watershed (601 N. State St.)

Authentic speakeasies are one of the hottest facets in the cocktail world nowadays, be it a modern and glamorous setting like Watershed or a more mystical, borderline spooky spot like The Drifter (below). The Watershed is an elaborate cocktail den tucked away below Pops for Champagne in River North. The focus here is on artisanal, locally sourced spirits and ingredients, stirred and shaken into a bevy of progressive house cocktails.   

Contact: 312-266-4932   

The Drifter (676 N. Orleans St.)

The Drifter

The Drifter looks and feels more timeworn than The Watershed, with a funky air to it reminiscent of gypsies and tarot card culture. You can find it beneath the Green Door Tavern, one of the oldest dining spots in town. Seeing as speakeasies are cozy, hushed and filled with intimate nooks and crannies, they make for apt business gatherings, with the added bonus of exoticism and mystique.


Drumbar (201 E. Delaware Pl.)

Matt Kirouac

When it comes to haute bar settings, the only thing cooler than an underground speakeasy is a bar that skews in the opposite direction, way up in the sky. One of the best rooftop bars in Chicago, ideal for group gatherings and corporate toasting, is Drumbar. Perched inside the Raffaello Hotel in Streeterville, right behind the majestic 875 N Michigan building (formerly the John Hancock Center), Drumbar keeps the focus squarely on drinks. And impressively modern drinks to boot, like the banana- and fennel-infused Chico Guapo, the Generally Mackin' splashed with "fajita seasoning," or the bourbon-based Hog Wild made with maple and soy. The bar is divvied into ample indoor and outdoor space, with the indoor areas resembling a polished parlor from the game Clue. The outdoor deck, meanwhile, affords an expansive view of the city skyline, along with numerous booths, chairs, and fire pits.   

Private Events inquiry

IO Godfrey (127 W. Huron St.)

IO Godfrey

If it's a chic South Beach-type setting you're looking for, meet at I|O Godfrey inside the Godfrey Hotel. With the largest retractable roof of any bar in the city and a sprawling space, this spot is versatile and illustrious, boasting a warm sunny vibe bolstered by pristine cocktails both contemporary and classic. It's the ideal venue for your attendees to gather within the heart of the city, enjoying cocktails and good company with a breathtaking city view.

Event Booking info

Streeterville Social (455 N. Park Dr.)

Streeterville Social

Streeterville Social boasts one of the largest terraces in town. Located at the Loews Hotel, this massive addition features a grassy lawn with outdoor games like croquet and even giant Jenga. With 9,000 square feet of terrace space, there's more than enough room to kick back and relax with your colleagues over drinks and food, bookending any business chat with some friendly competition.

Contact: Elizabeth Romanucci,, 312-840-6626 

Game Room (12 S. Michigan Ave.)

Game Room at Chicago Athletic Association

All work and no play is a recipe for boredom. The uptick in activities at bars in Chicago makes it easy to mix a little business with pleasure, thanks to spots like Game Room inside the Chicago Athletic Association hotel. Located on the second floor of the new hotel, Game Room features classic American cocktails in a large space filled with games like chess, bocce, shuffleboard and more. Think of them as good team-building exercises.