Apartment Buildings with Pools in Chicago
- 500 Lake Shore Drive – Streeterville : Luxury tower with a rooftop pool and sweeping views of Lake Michigan
- Parq Fulton – Fulton Market : Modern apartments with a sleek pool deck and lounge spaces
- Gateway West Loop : Stylish residences featuring a rooftop pool with city skyline views
- 8 East Huron – River North : Boutique high-rise offering an outdoor pool and chic sun terrace
- Cassidy on Canal – West Loop : Contemporary living with a rooftop pool and private cabanas
Best Neighborhoods in Chicago for Renting an Apartment with a Pool
Streeterville
Known for luxury high-rises and rooftop pools close to Navy Pier and the lake.
River North
Trendy buildings with rooftop pools perfect for social lifestyles.
South Loop
Spacious apartments with resort-style pools near the lakefront trail.
Gold Coast
Classic Chicago luxury living with elegant sundeck pools.
West Loop
Modern apartments, rooftop pools, and vibrant restaurant scene.
Tips for Renting an Apartment with a Pool in Chicago
- Ask how long the building keeps its outdoor pool open each season (many run May–September)
- Check on the building’s guest policy for the pool
- Look for extras: hot tubs, cabanas, and sundeck grills
- Tour the amenity spaces — photos don’t always show the scale
