
Luxury Homes for Rent in Chicago, IL (2,289 Rentals) Page 20 of 46
The most luxurious Homes in Chicago with high-end amenities, features, and finishes.


Total Monthly Price
505 N State St, Unit SI FL28-ID1006

11706 S Artesian Ave

1735 N Paulina St, Unit 0418

807 W 14th Pl

1708 S Desplaines St

2020 N Lincoln Park W, Unit 2F

3517 W Dickens Ave, Unit 2

450 E Waterside Dr, Unit 2106

1156 W Cornelia Ave, Unit 3

3725 W 80th St

11628 S Church St

2146 S Indiana Ave

1250 W Van Buren St

3323 N Paulina St, Unit 4B

500 S Clinton St

1538 N Milwaukee Ave, Unit 2F

1538 N Milwaukee Ave, Unit 3F

1538 N Milwaukee Ave

1036 W Garfield Blvd

920 W Madison St, Unit 920 W Madison

1069 W 14th Pl

900 N Kingsbury St

419 W Root St

825 N Winchester Ave

1740 N Maplewood Ave

1539 N Milwaukee Ave

3238 N Hamlin Ave

4429 N Neenah Ave

4212 N Ashland Ave

4827 S St Lawrence Ave

Total Monthly Price
2021 W Dickens Ave, Unit SI ID1560809P

84 E Adams St

Total Monthly Price
218 E Grand Ave, Unit SI FL7-ID1150

Total Monthly Price
1418 N Talman Ave, Unit SI ID1026698P

1222 W Madison St, Unit 302

Total Monthly Price
500 N Lake Shore Dr, Unit SI FL37-ID436

819 S Wells St

Total Monthly Price
4840 S Evans Ave, Unit SI ID1607867P

201 E Chestnut St

2297 S Michigan Ave

111 S Morgan St

1401 N Wicker Park Ave, Unit SG

233 E 13th St, Unit 2501

6953 W Summerdale Ave

4251 W Montrose Ave

1355 N Sandburg Ter, Unit 1801D

2035 W Huron St, Unit 2

3814 N Sheffield Ave, Unit 1E

2449 W Taylor St
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 | $2,845 | $880 | $10,000+ |
| Chicago 3 Bedroom Homes for Rent | $3,555 | $700 | $10,000+ |
| Chicago 4 Bedroom Homes for Rent | $3,880 | $1,160 | $10,000+ |
| Chicago 5 Bedroom Homes for Rent | $6,205 | $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 24137 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $43,181. There are also 5008 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 $2,815.
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 $1,160 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.