
Luxury Homes for Rent in Chicago, IL (2,310 Rentals) Page 5 of 47
The most luxurious Homes in Chicago with high-end amenities, features, and finishes.


1080 W Randolph St

513 S Damen Ave, Unit 916

339 W Wolf Point Plaza, Unit 1501

961 W Washington Blvd

Total Monthly Price
808 W Van Buren St, Unit SI FL10-ID535

503 E Pershing Rd

2235 N Kedzie Blvd

736 W Addison St, Unit 2N

520 W Surf St, Unit 4

607 N Wells St, Unit 3f-3r

45 N Paulina St, Unit 2

2228 N Sawyer Ave, Unit 1E

941 W Grace St

844 W Grace St, Unit 2

844 W Grace St, Unit 1

1249 W Henderson St, Unit 3

520 W Surf St, Unit 4

1742 N California Ave

1921 W Winona St, Unit 1

3244 N Clifton Ave, Unit W1

5074 N Wolcott Ave, Unit 2

853 W Grace St, Unit 2

853 W Grace St, Unit 2

740 W Addison St, Unit N2

843 W Grace St, Unit 102B

448 W Barry Ave, Unit 825

447 W Surf St, Unit 614

447 W Surf St, Unit 912

555 W Arlington Pl, Unit 308

555 W Arlington Pl, Unit 408

555 W Arlington Pl, Unit 305

5075 N Wolcott Ave, Unit 1831-2

1925 W Winona St, Unit 1

1921 W Winona St, Unit 1925-1

951 W Armitage Ave, Unit 2R

740 W Addison St, Unit 740-N2

1831 W Winona St, Unit 2

914 N California Ave, Unit CH-1

914 N California Ave, Unit CH1

2600 N Kimball Ave, Unit 411

1555 W Hollywood Ave, Unit 304

722 W Addison St, Unit N3

742 W Addison, Unit 3N

5075 N Wolcott Ave, Unit 1831-2

5120 S Mason Ave

900 W Washington Blvd

1510 W Thomas St

3710 N Pine Grove Ave, Unit 321

440 N Wabash Ave, Unit 1504
Chicago, IL Local Guide

How much does it cost to rent a home in Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chicago 2 Bedroom Homes for Rent | $2,842 | $880 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,548 | $700 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $3,932 | $1,180 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,074 | $2,200 | $10,000+ |
| Chicago 6 Bedroom Homes for Rent | $6,094 | $2,300 | $10,000+ |
| Chicago 7 Bedroom Homes for Rent | $5,610 | $3,300 | $10,000+ |
Browse Top Homes for Rent in Chicago
Explore Chicago
Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere
Frequently Asked Questions about Chicago
What type of rentals are currently available in Chicago?
There are currently 24195 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $43,181. There are also 4945 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $700 to $58,000.
What is the current price range for Rental Homes in Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chicago ranges from $700 to $58,000 with an average monthly rent of $2,812.
How much are larger Three and Four Bedroom Rentals in Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chicago range from $695 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $700 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,180 and Four Bedroom Apartments start at $1,025.
Expert Rental Resources
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.
Helpful Local Expert Guides

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Written by: Nicole Harms
From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.