Luxury Homes for Rent in Chicago, IL (2,277 Rentals) Page 27 of 46

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

property at 33 W Ontario St

$3,950

Total Monthly Price

Total Monthly Price

Base Rent
$3,950
Total Monthly Price
$3,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

33 W Ontario St, Unit 16A

33 W Ontario St
ChicagoIL60654
property at 3804 S Indiana Ave

$3,975

Total Monthly Price

Total Monthly Price

Base Rent
$3,975
Total Monthly Price
$3,975

3 Bedroom, 3.5 Bath Home for Rent

Available Jul 10

3804 S Indiana Ave

ChicagoIL60653
property at 2122 W Belmont Ave

$3,995

Total Monthly Price

Total Monthly Price

Base Rent
$3,995
Total Monthly Price
$3,995

3 Bedroom, 2 Bath Condo for Rent

Available Now

2122 W Belmont Ave, Unit 1

2122 W Belmont Ave
ChicagoIL60618
property at 420 W Grand Ave

$3,995

Total Monthly Price

Total Monthly Price

Base Rent
$3,995
Total Monthly Price
$3,995

2 Bedroom, 2 Bath Condo for Rent

Available Now

420 W Grand Ave, Unit 02A

420 W Grand Ave
ChicagoIL60654
property at 831 W Buckingham Pl

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

831 W Buckingham Pl, Unit 2C

831 W Buckingham Pl
ChicagoIL60657
property at 130 S Canal St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Jul 1

130 S Canal St, Unit 804

130 S Canal St
ChicagoIL60606
property at 301 W Ohio St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

301 W Ohio St, Unit 1004

301 W Ohio St
ChicagoIL60654
property at 1160 N Dearborn St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1160 N Dearborn St, Unit 1707

1160 N Dearborn St
ChicagoIL60610
property at 920 N Noble St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

920 N Noble St, Unit 001

920 N Noble St
ChicagoIL60642
property at 1717 S Prairie Ave

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

1717 S Prairie Ave, Unit 1701

1717 S Prairie Ave
ChicagoIL60616
property at 401 E Ontario St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

401 E Ontario St, Unit 3002

401 E Ontario St
ChicagoIL60611
property at 210 S Desplaines St

$4,050

Total Monthly Price

Total Monthly Price

Base Rent
$4,050
Total Monthly Price
$4,050

2 Bedroom, 2 Bath Condo for Rent

Available Aug 1

210 S Desplaines St, Unit 901

210 S Desplaines St
ChicagoIL60661
Showing Results 1301-1350, Page 27 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 24130 Apartments for Rent in Chicago, IL with pricing that ranges from $385 to $48,409. There are also 5209 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $750 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 $750 to $58,000 with an average monthly rent of $5,154.

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 $883 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $850 to $40,000. Four Bedroom Single-Family rentals are also available starting from $750 and Four Bedroom Apartments start at $385.

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 A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago article

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

decorative image for Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago article

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

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Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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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 Neighborhood and Market Insights: How to Choose the Right Area to Rent article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.