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 amazing 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 a really 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 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 on display from the rooftop terrace of 5252 Apartments. Renters can cool off with a dip in the rooftop's swimming pool or heat things up by using one of the outdoor grilling stations. Either way, this rooftop is a sizzling spot in the cozy and historic community of Hyde Park.

New River West Apartments Open Up to Expansive Views

The Westerly

Epic West Loop views are on full display from this new apartment building's rooftop lounge. The open-air scenery of the downtown Chicago skyline and surrounding West Loop highlights are the real showstopper atop The Westerly, but there's more than meets the eye at this beautiful apartment building. Renters can also take advantage of a resident lounge on the roof that has 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, but 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 the time of publishing this post) and 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's difficult 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 about finding ways to up the cool factor because this former elevator factory comes with a top-level amenity as well. 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. A true urban oasis all rolled into one convenient rooftop destination, this outdoor space is one that renters simply must see if they want the best of University Village apartment living.

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 a great 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 easily 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 great 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 completely 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. To be clear, 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 who are searching for a good balance of old with new. The rooftop is certainly a good fit for anyone looking for one of the best spots to appreciate Chicago's skyline and sprawling views of the lakefront, the annual Air and Water Show, and more.

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 in the Gold Coast offers gorgeous skyline views year-round, but 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 are great on their own, but 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