Top Apartment Rooftops in Chicago

Chicago is the City of Big Shoulders. But it's also quite big on another front: apartments with rooftops. The number of excellent and unique rooftops among Chicago's apartment buildings makes it impossible to list all of them in one blog post, so this list focuses on the rooftops that have something special going for them, whether it's the available amenities, space for gardens, or just an unbeatable view.

Here are a few of the best rooftops on Domu right now.

Appreciate Priceless Views from the Rooftop of Hyde Park Rentals

5252 Apartments

There's an inspiration to spare at this Hyde Park apartment building, thanks to its many spectacular views of Lake Michigan and the city's glinting skyline. Some of the best scenery is displayed from the rooftop terrace of 5252 Apartments. Renters can cool off with a dip in the rooftop's swimming pool or heat things by using one of the outdoor grilling stations. Either way, this rooftop is a hot spot in the cozy and historic community of Hyde Park.

New River West Apartments Open Up to Expansive Views

The Westerly

The open-air scenery of the downtown Chicago skyline and surrounding West Loop highlights are the real showstopper atop The Westerly. Still, more than meets the eye in this beautiful apartment building. Epic West Loop views are displayed from this new apartment building's rooftop lounge. Renters can also take advantage of a resident lounge on the roof with an expansive demonstration kitchen and outdoor dining options when it's time to party down.

Make Your Mark from Imprint Apartments in the South Loop

Imprint Apartments

These crisp and exquisitely designed modern apartments for rent in Printer's Row are for the bold type. Dramatic interior dimensions and floor-to-ceiling windows are just a couple of the perks for renters in these modern apartments. Still, the experience of renting at Imprint culminates with stunning views atop the observation deck at this South Loop treasure. Renters can score seasonal promotion deals on free rent (up to 2 months free at publishing this post). They'll find these new apartments open up to endless possibilities thanks to the building's unique combination of views, high-end finishes, proximity to the Museum Campus, and a bevy of neighborhood amenities right outside the door.

Loft Apartments in Converted Elevator Factory Redefine Rooftop Gatherings for Renters

the Otis Loft Apartments

It isn't easy to top the cool factor of living in a converted loft factory apartment building in Chicago. Renters at the Otis Loft Apartments won't have to stress finding ways to up the cool factor because this former elevator factory also comes with a top-level amenity. The rooftop patio at the Otis overlooks neighboring Addams-Medill Park and provides inspiring views of the city skyline beyond all the adjoining green space. This outdoor space is one that renters must see if they want the best of University Village apartment living. A true urban oasis rolled into one convenient rooftop destination.

Uptown Apartments Raising the Rooftop Game

The Draper apartments in Uptown Chicago seen at dusk

The Draper Apartments

Uptown is on the upswing, and this converted office building on Broadway is an excellent example of the neighborhood’s resurgence. Formerly the headquarters of an insurance company, this building was completely renovated and reopened as slick apartments in 2019. Offices gave way to stylish urban loft apartments with high ceilings, floor-to-ceiling windows, and modern fixtures. The Draper playfully acknowledges the building’s mid-century origins with a tiki-themed lounge that could efficiently serve as a set from the hit TV series ‘Mad Men’ and a rare rooftop deck for this neighborhood.

Gold Coast Rooftop Lets Renters Change the Venue without Leaving Home

rooftop swimming pool at Gold Coast Chicago apartments for rent at 1120 N. LaSalle Apartments


1120 North LaSalle Apartments

This Gold Coast apartment building offers excellent connectivity for renters who want to explore more of the city because of the conveniently located transit options at nearby Clark/Division. But the real envy of the neighborhood lies atop the building’s 19 stories: a rooftop deck and swimming pool that offer views of Lake Michigan and the surrounding skyline. Renters can entirely switch the dynamic when they go from the cool apartment interiors up to the warm breeze of a summer day on top of this Gold Coast apartment building.

Former Brewery Offers Intoxicating Rooftop Views

The Brewery Lofts

You might find that your friends are eager to pop over to your place if you tell them that you live in a brewery. This iconic Lakeview building hasn’t been in the brewing business for quite some time. The Brewery Lofts occupy nearly half of a city block, and the original building dates back to the late 19th Century. The former home of the Best Brewing Company is currently home to loft-style apartments that range from studios to spacious 2-bedrooms. Residents may not be able to spot giant fermentation tanks or bottling operations in these apartments, but they can drink in the splendor of the Chicago skyline from the rooftop deck.

Panoramic Views from Lincoln Park Rooftop

rooftop views from Lincoln Park apartment building The Patricians

The Patricians

With a blend of classic Chicago apartment building charm and updated amenities, The Patricians can be the ideal fit for many apartment hunters searching for a good balance of old with new. The rooftop is undoubtedly a good fit for anyone looking for one of the best spots to appreciate Chicago's skyline and sprawling lakefront views, the annual Air and Water Show, etc.

Gold Coast Rooftop in Great Location

Modern rooftop deck with city views of Chicago, purple patio furniture, stainless steel grill, and outdoor tv

Chestnut Tower
This apartment building on the Gold Coast offers gorgeous skyline views year-round. Still, you’ll want to take full advantage of the expansive rooftop sundeck when the jets swoop over the skyscrapers during Chicago’s annual Air and Water Show. The building’s proximity to neighborhood amenities is excellent on its own. Still, when the acrobatic displays of the show seem close enough to touch, that’s a whole different level of entertainment. 

More reading:

8 Apartments with World-Class City Views