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Chicago's Best Rooftop Bars

Chicago's Best Rooftop Bars

Picture of Riley Londres
Updated: 9 February 2017
One of the best ways to get a feel for a city is to take a look at it’s skyline and view its many buildings and monuments all together. Rooftop bars are the perfect way to enjoy the city culture and enjoy the view at the same time. Here is a list of Chicago’s best rooftop bars that offer wonderful views of both the city and the bordering Lake Michigan.
Nook at Drumbar
Courtesy of Drumbar


Inventive cocktails, dark spirits and plush leather seats are DrumBAR’s specialties, and have lead to it being named as ‘One of the Best Whiskey Bars in America’ by GQ Magazine and even ‘One of the Best Bars in America’ by Details Magazine. Located in Chicago’s Gold Coast neighborhood, this modern day speakeasy has a view of Lake Michigan and is the ideal location to watch the changing colors of the sunset over the water. Guests can partake in a number of fun cocktails from the tropical Banana Beach Bum to the refreshing My Little Lotus while seated around one of the two outdoor fire pits. Open Monday to Wednesday 5pm-12am, Thursday to Friday 5pm-2am, Saturday 5pm-3am, Sunday 3pm-10pm.


Roof Top at Fountainhead
Courtesy of Fountainhead

A rooftop bar that revolves around beer and a genuine connection with the producers of their products, Fountainhead bar is a peaceful spot to enjoy an end of day drink or a lunch made from organic ingredients. The staff are friendly and fun and won’t hesitate to answer any question about their menu or their beer bible, a large wood-bound beer list featuring an extensive selection of beers and whiskeys. Open Monday to Friday 4pm-2am, Saturday 12pm-3am, Sunday 10am-2am.

Garage Bar
Courtesy of The Garage Bar and Sandwiches

The Garage Bar and Sandwiches

A warm and inviting atmosphere, The Garage Bar welcomes all customers for first dates, nights out with family or friends, or a night out to watch football. The bar offers a changing list of 130 different beers, so regulars can try a new brew every night. While drinking, guests are also welcome to play shuffleboard and darts, making a night at Garage Bar fun and memorable.

J Parker
Courtesy of J Parker

J Parker

With an unobstructed view of the blue waters of Lake Michigan, J Parker is an ideal location to sit back with friends or a spend a romantic night out. Guests can share a small plates from award-winning chef Paul Virant on the year-round patio and try the seasonal cocktails or partake in the selection of gins, whiskeys and digestifs. Open Monday to Thursday 5pm-1am, Friday 1pm-1am, Saturday to Sunday 11:30am-1am.

Vertigo Sky Lounge

With a year-round patio and nightly DJs, Vertigo Sky Lounge is a popular hub for afterwork drinks. The modern furnishings provide comfort and a prime location to take in the Chicago skyline. Guests can unwind at the fire pit with a drink in hand, or dance the night away on the dance floor and let the stress of the day just slip away. Open Monday to Friday 4pm-2am, Saturday 2pm-3am, Sunday 2pm-2am.


By Riley Londres