Luxury Homes for Rent in Chicago, IL (2,375 Rentals) Page 5 of 48

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

property at 5074 N Wolcott Ave

$2,595

Total Monthly Price

Total Monthly Price

Base Rent
$2,595
Total Monthly Price
$2,595

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

5074 N Wolcott Ave, Unit 3

5074 N Wolcott Ave
ChicagoIL60640
property at 935 W Grace St

$2,595 - $2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,595 - $2,650
Total Monthly Price
$2,595 - $2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

935 W Grace St

ChicagoIL60613
property at 3939 N Janssen

$2,595 - $3,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,595 - $3,495
Total Monthly Price
$2,595 - $3,495

1 To 2 Bedroom Condos for Rent

Available Jun 15

3939 N Janssen

ChicagoIL60613
property at 3937 N Janssen Ave

$2,595

Total Monthly Price

Total Monthly Price

Base Rent
$2,595
Total Monthly Price
$2,595

1 Bedroom, 1 Bath Condo for Rent

Available Now

3937 N Janssen Ave, Unit # 0E3

3937 N Janssen Ave
ChicagoIL60613
property at 1028 N Rush St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

1028 N Rush St, Unit 2602

1028 N Rush St
ChicagoIL60611
property at 700 N La Salle Dr

$2,600 - $4,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,600 - $4,250
Total Monthly Price
$2,600 - $4,250

1 To 2 Bedroom Condos for Rent

Available Now

700 N La Salle Dr

ChicagoIL60654
property at 5120 S Mason Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

3 Bedroom, 2 Bath Home for Rent

Available Jun 1

5120 S Mason Ave

ChicagoIL60638
property at 910 S Michigan Ave

$2,600 - $5,400

1 To 3 Bedroom Condos for Rent

Available Jun 1

910 S Michigan Ave

ChicagoIL60605
property at 705 S Clark St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

705 S Clark St, Unit 44G

705 S Clark St
ChicagoIL60605
property at 161 W Harrison St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Jun 1

161 W Harrison St, Unit 519

161 W Harrison St
ChicagoIL60605
property at 770 W Gladys Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

770 W Gladys Ave, Unit 23E

770 W Gladys Ave
ChicagoIL60661
property at 611 S Wells St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

611 S Wells St, Unit 1609

611 S Wells St
ChicagoIL60607
property at 5012 S Calumet Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

4 Bedroom, 3 Bath Condo for Rent

Available Jun 8

5012 S Calumet Ave, Unit 1

5012 S Calumet Ave
ChicagoIL60615
property at 3409 W Parker Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

2 Bedroom, 1 Bath Condo for Rent

Available Jul 1

3409 W Parker Ave, Unit 2

3409 W Parker Ave
ChicagoIL60647
property at 659 W Randolph St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

659 W Randolph St, Unit 711

659 W Randolph St
ChicagoIL60661
Showing Results 201-250, Page 5 of 48

Chicago, IL Area Reviews

  • Parks
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  • Traffic
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  • Outdoor Access
  • Cost of Living
  • Safety

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 24092 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $48,409. There are also 5151 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 $5,495.

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 $970.

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.