Luxury Homes for Rent in Chicago, IL (2,575 Rentals) Page 42 of 52

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

property at 4545 Lawndale Ave

$5,600

Total Monthly Price

Total Monthly Price

Base Rent
$5,600
Total Monthly Price
$5,600

5 Bedroom, 4 Bath Home for Rent

Available Now

4545 Lawndale Ave

ChicagoIL60625
property at 450 E Waterside Dr

$5,635

Total Monthly Price

Total Monthly Price

Base Rent
$5,635
Total Monthly Price
$5,635

3 Bedroom, 2 Bath Condo for Rent

Available Jul 26

450 E Waterside Dr, Unit 4101

450 E Waterside Dr
ChicagoIL60601
property at 400 E Ohio St

$5,749

Total Monthly Price

Total Monthly Price

Base Rent
$5,749
Total Monthly Price
$5,749

3 Bedroom, 3 Bath Condo for Rent

Available Jul 30

400 E Ohio St, Unit 40E

400 E Ohio St
ChicagoIL60611
property at 3820 N Sheffield Ave

$5,750

Total Monthly Price

Total Monthly Price

Base Rent
$5,750
Total Monthly Price
$5,750

5 Bedroom, 3 Bath Condo for Rent

Available Aug 1

3820 N Sheffield Ave, Unit 1

3820 N Sheffield Ave
ChicagoIL60613
property at 4940 N Whipple St

$5,750

Total Monthly Price

Total Monthly Price

Base Rent
$5,750
Total Monthly Price
$5,750

5 Bedroom, 2 Bath Home for Rent

Available Sep 3

4940 N Whipple St

ChicagoIL60625
property at 405 N WABASH

$5,900

Total Monthly Price

Total Monthly Price

Base Rent
$5,900
Total Monthly Price
$5,900

3 Bedroom, 2 Bath Condo for Rent

Available Now

405 N WABASH, Unit 52C

405 N WABASH
ChicagoIL60611
property at 502 E Illinois St

$5,995 - $9,475

Total Monthly Price

Total Monthly Price

Base Rent
$5,995 - $9,475
Total Monthly Price
$5,995 - $9,475

2 To 3 Bedroom Condos for Rent

Available Now

502 E Illinois St

ChicagoIL60611
Showing Results 2051-2100, Page 42 of 52

Chicago, IL Area Reviews

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  • Traffic
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  • 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 24153 Apartments for Rent in Chicago, IL with pricing that ranges from $500 to $48,409. There are also 5569 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $400 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 $400 to $58,000 with an average monthly rent of $4,508.

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 $1,110 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $850.

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 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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.