Where to Rent Luxury Apartments in Chicago

by Paul Joseph  |  Published May 16, 2024

There is a large stock of rental properties in Chicago, including several luxury apartments that offer prime locations, top-of-the-range amenities and eye-catching views.

Chicago buildings seen from street level (Photo: Adam Courtemanche via Flickr / CC BY-ND 2.0 DEED)

Whether you’re in town for a few days or are settling down for a year or longer, there are a wide choice of properties dotted across Chicago that are available for short or long-term rent. Locations vary between prime spots in the city’s famous Loop district to quiet suburban neighbourhoods with a cosy ambience. If you’re seeking a Chicago rental and have the budget for a luxury apartment, we’ve picked out three great resources for finding the perfect pad for you.


Founded in 2013, Blueground offer rentals for periods of a month up to a year and are known for listing a large number of luxury apartments. Their professionally managed properties span everything from studios to multi-bedroom apartments. Stays of more than a month can lead to large savings, as the longer your booking, the cheaper the nightly rate. During our search for Chicago properties, we found over 700 available, including two lavish three-bedroom apartments in the South Loop which were both priced at around $8,000 per month. The booking process is simple and there’s a 24-hour guest support service accessed via a dedicated app.

Better known as a hotel reservations service, also lists a large number of apartments – including upscale options – that are available for short-term lets of 7 days or fewer. When we searched for short-term rentals in Chicago across several dates, we found over 120 apartments scattered across the city. Among the most high-end properties we found available was a three-bedroom apartment in Chicago Loop with a heated pool, a gym and views of Navy Pier, that was available for $762 per night. All bookings made on also come with a Best Price Guarantee and there are guest reviews for each property too.

Related Rentals

Related Rentals are our number one choice for luxury apartment rentals for a year or more. They partner with renowned architects and designers to create sumptuous city living spaces in vibrant neighbourhoods centred around arts and culture. Residents gain access to various experiences and events, as well as partnerships with top brands, and insider information about the latest happenings in the city. Services and amenities vary between locations but can include 24/7 concierge, move-in coordination, yoga rooms, co-working lounges and on-site fitness centres. In Chicago, they have ultra-desirable properties in the districts of Streeterville and the West Loop, including a sumptuous three-bed apartment in Streeterville with a grand foyer among the available options, priced at $10,595 per month.