From Lakeview to Humboldt Park to Bronzeville and every neighborhood in between, Chicago’s diverse neighborhoods give residents many options when deciding where to move. The rental market here makes up more than 55% of occupied housing in the City of Chicago, including dozens of luxury buildings that leave Chicagoans spoiled for choice. That’s why, when it comes to rooftop pools, this city offers some of the best apartment buildings out there.

Check out these apartments in Chicago with the best rooftop pools, complete with dedicated outdoor spaces for relaxing, grilling, and, of course, jumping into the water.

Related: 10 Tips to Find the Best Apartments in Chicago

Want to live in one of these fabulous buildings? Contact AptAmigo today and receive a curated list of apartments that makes finding the perfect place easy. We help you through every step of the way.

Apartments with the Best Rooftop Pools in Chicago

Atwater Chicago

Neighborhood: Streeterville

Address: 355 E Ohio St, Chicago, IL 60611

Rent: $2100-3700

Why We Love It:

Atwater Chicago’s apartment units check every box for desirability, including hardwood floors and cabinets, quartz countertops, energy-efficient windows, washer/dryer, and walk-in closets. The building offers a delight of services, such as 24/7 door staff and maintenance personnel, EV charging stations, steam rooms and saunas, a fitness center, a business center, and—of course—the pool.

The rooftop here is finished with a spectacular pool and equally spectacular views. Plentiful loungers surround this lap-style pool, with a more private seating area nearby. Just inside from the pool, you’ll find a relaxing space with a fireplace and an open seating area with a billiards table.

See available units at Atwater Chicago.

Sentral Chicago Michigan Avenue

Neighborhood: South Loop

Address: 808 S Michigan Ave, Chicago, IL 60605

Rent: $1800-8000

Why We Love It:

Live and work in this amazing downtown wonder of a building. Available for long-term rent and short-term stays, the apartments at Sentral (studios all the way up to three bedrooms) feature stainless steel appliances, washers and dryers, soft-close cabinets, and walk-in showers. The building includes shared and private coworking spaces, a gym, common spaces with games and grills, and, of course—the pool.

Okay, so the pool here isn’t technically on the roof. But it is an incredible infinity pool with unmatched views of the Chicago skyline that make you feel like you’re outside. Being under cover means you can swim here all year long. And, don’t forget to visit the outdoor hydrotherapy spa!

See available units at Sentral Chicago Michigan Avenue.

THREE Old Town Park

Neighborhood: Near North Side/Old Town

Address: 228 W Hill St, Chicago, IL 60610

Rent: $2000-7000

Why We Love It:

With everything from convertible to three-bedroom options, these posh rentals are the place to be in Chicago. THREE Old Town Park is located in Old Town Chicago, a neighborhood with a walkable score of 98! The apartments come with “condo-style” finishes, such as chef-inspired kitchens and appliances, spa-inspired bathroom setups, and even finishing touches, like roller shades in the large windows that look out on amazing views of Lake Michigan and the Chicago skyline.

Plus—the pools. They may not sit on the tippy top of the high rises, but they are well enough above street level to feel like a private oasis in the sky. Outdoor pools appear on all three towers, and each is surrounded by a hot tub, cabanas, loungers, and gardens. Fire pits and grills are located nearby, so you can enjoy every aspect of your perfect pool party all in one convenient space.

See available units at THREE Old Town Park.

NEMA Chicago

Neighborhood: South Loop

Address: 1210 S Indiana Ave, Chicago, IL 60605

Rent: $1800-7600

Why We Love It:

This stunning building is not only architecturally beautiful, but it sits in an amazing spot overlooking Grant Park, Lake Michigan, and downtown Chicago. As the tallest residential tower in the city, no wonder the views are so great. NEMA may also be the smartest building in the city with its smart home features, touchless elevator, and ultra-fast internet. And, of course, the amenities here are to die for, including the rooftop pool.

The rooftop at NEMA features a simple pool with two nearby spas. Large lounging couches and chairs with large umbrellas flank the water. Just steps away, two grill stations, multiple fire pits with seating areas, and an indoor relaxation spot await. It’s 10,000 square feet of pure rooftop pool magic.

See available units at NEMA Chicago.

Grand Plaza Chicago

Neighborhood: River North

Address: 540 N State St, Chicago, IL 60654

Rent: $2000-3600

Why We Love It:

Grand Plaza provides floor plans ranging from efficient studios to sprawling three-bedroom apartments. Every unit comes with floor-to-ceiling windows, providing spectacular views of downtown Chicago. The hardwood floors, in-unit laundry, and on-call maintenance top the list of desirable features. As for the building, they’ve got more going on than your average apartments, with an outdoor track, indoor basketball, parking garage, and more (like the pool . . .).

Lines of loungers surround this rooftop pool as well as high-top tables with shading umbrellas overhead. Surrounding green spaces make this the perfect location to lay out a blanket and enjoy a picnic by the water.

See available units at Grand Plaza Chicago.


Neighborhood: The Loop

Address: 111 W Wacker Dr, Chicago, IL 60601

Rent: $2300-8200

Why We Love It:

OneEleven, sitting just off the Chicago River, truly sells a high-rise lifestyle. Michigan Avenue is steps away, and the El trains couldn’t be closer. Not to mention how cool the building itself is. Amenities include a screening room with comfy couches, a billiards room, and a tech bar with printing. Plus, they offer special outdoor amenities.

The pool here is technically indoors, but a retractable glass wall opens the space onto a large sundeck with padded loungers and couches, making it a rooftop setting to enjoy. It belongs to a two-story sundeck that also features private grilling areas and firepits.

See available units at OneEleven.

Before you move, get information about the cost of living in Chicago and learn how to meet people in this big city.

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About the Author
Jeanette Smith

Jeanette Smith is a writer, editor, and freelancer based in Dallas, Texas. Find out more at