The Three Most Expensive Downtown Chicago Apartments Right Now

While the average rental price for a downtown Chicago one bedroom apartment is around $1900 a month, there are some individuals who are willing to plunk down a whole lot of cash to score a rental in the best buildings in Chicago.

If you have $46,000 to burn each month, then the most expensive downtown Chicago apartments on the market can be yours.

We ran a search on the Multiple Listing Service and found the three priciest listings available to downtown Chicago renters.

369 GRAND – PH1 & PH2

List Price: $40,000 a month

What It Gets You: An oversized four-bedroom residence with 4,400+ square feet of interior space and 2,000+ square feet of outdoor space. This luxury penthouse residence also features an elevator, wide-plank flooring, recessed lighting, and European-inspired kitchens with fully integrated appliances and an undercounter wine fridge. The private terrace also includes a gas firepit, BBQ, and spectacular Chicago views.

FIFTY EAST – 50 EAST CHESTNUT #1801:

List Price: $21,000 a month

What It Gets You: A 4,000 square foot, three bedroom, full floor residence with a private elevator that opens directly in the unit’s foyer and one parking spot in the attached garage. The unit comes fully furnished with floor to ceiling windows, two large terraces, gourmet kitchen and electronic window treatments that open up to beautiful city views.

TRUMP TOWER CHICAGO – 401 N WABASH #71E: 

List Price: $23,000 a month

What It Gets You:  A completely upgraded and customized 3,100 square foot three bedroom apartment with panoramic views of Chicago and two parking spots. The unit is fully furnished with high-end Italian furniture, hardwood floors throughout, extra high ceilings and two fireplaces. The chef’s kitchen features Snaidero cabinetry and Miele, Wolf and Subzero appliances. Plus, as a resident of Trump, tenants have access to the hotel’s amenities including a state-of-the-art fitness center and spa.

THE WALDORF ASTORIA CHICAGO – 11 E WALTON #5500:

List Price: $46,000 a month

What It Gets You: A 6,300 square foot, full floor, completely furnished, four bedroom penthouse unit with incredible 360-degree views of downtown Chicago. You’ll also get three large private terraces, completely upgraded finishes and bragging rights that you rent THE most expensive apartment in Chicago.

These uber expensive residences may be tailor-made for the rich and famous, but there are plenty of downtown Chicago apartments available that won’t cost you a year’s salary each month.

*Please note Luxury Living Chicago is not the listing agent on the units featured in this post. We are simply providing information about the Chicago apartment market at large.