One of the perks of purchasing downtown Chicago condos is the chance to enjoy the city like an insider. As you acclimate to life in Chicago, be sure to look around your property to find one of the nearby rooftop bars. Here you can mingle and be seen while enjoying a cocktail and a view of your new city. From one of the many Chicago luxury condos for sale, you can literally walk to the rooftop bar of your choice. Here are the top eight to consider.


The Dec

Gaze into The Lens, a sculpture crafted from the same material that makes up the iconic Cloud Gate sculpture, as you take in Chicago from a 12th-floor view. While at The Dec, enjoy access to a full bar and ice cream sundae cart. Located at 160 E. Pearson Street, The Dec in the Ritz Carlton makes a comfortable space with roomy couches and booths for its patrons. With one of the many North Side downtown Chicago condos available for sale, you could walk to this luxurious rooftop establishment whenever you wish. If you like the idea of living in Streeterville and walking to the Dec, check out Streeterville Real Estate here.

The J. Parker

For the hip crowd, The J. Parker, which sits on the 13-th floor of Hotel Lincoln, offers very satisfying views and tasty cocktails. Locals consider it one of the best views in Chicago. If you purchase a piece of downtown Chicago real estate near Lincoln Park, The J. Parker will be in your backyard.

ROOF on theWit

Don’t expect an intimate, quiet experience if you visit ROOF on theWit. This 27th-floor lounge in the Loop at 201 N. State St. is known for its parties! Rain won’t stop you, either, because the facility has a retractable roof to keep it out, without hurting the view. Live here and walk to the Wit!

Shanghai Terrace

Head to the fourth floor of The Peninsula Hotel, 108 E. Superior Chicago for a throwback expertise. The Shanghai Terrace on Chicago’s Magnificent Mile recreates the feel of a 1930s Shanghai supper club. After you’ve dined on Cantonese-style food, head out to the rooftop bar for Eastern-style cocktails, including the signature Golden Apple, which is infused with gold flakes. View Condos for sale on Michigan Avenue’s Magnificent Mile.

The Terrace at Trump

Trump Towers is an iconic part of Chicago life, so it’s no wonder that The Terrace at Trump on Chicago’s Near North Side tends to be packed. The 16-story high rooftop bar lies just above River North and is popular with the tourist scene. As a local, you may want to consider booking the venue for a private event to enjoy a quieter experience. Check out condos for sale at the Trump Chicago.

Vertigo at Sky Lounge

At 26 stories high, you’d expect the view to be the biggest draw at Vertigo, 2 W. Erie in Chicago. Yet if you visit you’ll find the laid back atmosphere to be one of the biggest draws of this Near North Side lounge. This intimate, fire-lit terrace setting is popular with locals, and especially those in the younger crowd.

Studio Paris

Studio Paris at 59 W. Hubbard on the Near North Side has a glass-roofed deck, so there’s no concern about the weather and the infamous Chicago wind. Keep in mind that the crowd here can get a bit riled up as the night progresses, so you may want to come early when the ambience is more laid back.


Drumbar, also on the Near North Side in the Raffaello Hotel at 201 E. Delaware, has a lovely terrace complete with fire pits, but that’s not what draws most people. As Chicago residents know, Craig Schoettier, who just recently joined the Drumbar team, is the real draw. Using a scientific approach, he mixes both classic and adventurous selections. Live here and walk to the Drumbar.