Luxury Homes for Rent in Chicago, IL (2,280 Rentals) Page 16 of 46

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The most luxurious Homes in Chicago with high-end amenities, features, and finishes.

property at 322 N Orleans St

$2,980

Total Monthly Price

Total Monthly Price

Base Rent
$2,980
Total Monthly Price
$2,980

1 Bedroom, 1 Bath Condo for Rent

Available Now

322 N Orleans St, Unit 3903

322 N Orleans St
ChicagoIL60654
property at 1831 N California Ave

$2,985

Total Monthly Price

Total Monthly Price

Base Rent
$2,985
Total Monthly Price
$2,985

3 Bedroom, 1 Bath Condo for Rent

Available Now

1831 N California Ave, Unit 2

1831 N California Ave
ChicagoIL60647
property at 1952 W Wilson Ave

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

2 Bedroom, 1 Bath Condo for Rent

Available Sep 15

1952 W Wilson Ave, Unit 3

1952 W Wilson Ave
ChicagoIL60640
property at 3449 N Wolcott Ave

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

2 Bedroom, 1 Bath Condo for Rent

Available Oct 1

3449 N Wolcott Ave, Unit 2

3449 N Wolcott Ave
ChicagoIL60657
property at 1946 W Nelson St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

2 Bedroom, 1 Bath Condo for Rent

Available Oct 1

1946 W Nelson St, Unit 2

1946 W Nelson St
ChicagoIL60657
property at 2019 W Ainslie St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

2 Bedroom, 1 Bath Condo for Rent

Available Now

2019 W Ainslie St, Unit 2

2019 W Ainslie St
ChicagoIL60625
property at 950 W Monroe St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

1 Bedroom, 1 Bath Condo for Rent

Available Oct 1

950 W Monroe St, Unit 414

950 W Monroe St
ChicagoIL60607
property at 3937 N Janssen Ave

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

2 Bedroom, 2 Bath Condo for Rent

Available Oct 1

3937 N Janssen Ave, Unit # 0W2

3937 N Janssen Ave
ChicagoIL60613
property at 6318 N Albany Ave

$2,996

Total Monthly Price

Total Monthly Price

Base Rent
$2,996
Total Monthly Price
$2,996

3 Bedroom, 2 Bath Condo for Rent

Available Now

6318 N Albany Ave, Unit 3

6318 N Albany Ave
ChicagoIL60659
property at 1431 W Lake St

$3,000 - $4,179

Total Monthly Price

Total Monthly Price

Base Rent
$3,000 - $4,179
Total Monthly Price
$3,000 - $4,179

1 To 2 Bedroom Condos for Rent

Available Sep 15

1431 W Lake St

ChicagoIL60607
property at 3204 N Oakley Ave

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

3204 N Oakley Ave, Unit 01

3204 N Oakley Ave
ChicagoIL60618
property at 55 W Erie St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

55 W Erie St, Unit 01-E

55 W Erie St
ChicagoIL60654
Showing Results 751-800, Page 16 of 46

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big 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

decorative image for The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

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.

decorative image for Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible article

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

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.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

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

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

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.

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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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

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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.