Luxury Homes for Rent in Chicago, IL (2,315 Rentals) Page 39 of 47

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

property at 430 N Canal St
$7,500

Total Monthly Price

Base Rent$7,500
Total Monthly Price$7,500
3 Bedroom, 2.5 Bath Townhome for Rent
Available Now
Luxury

430 N Canal St

ChicagoIL60654
property at 122 S Aberdeen St
$8,500

Total Monthly Price

Base Rent$8,500
Total Monthly Price$8,500
3 Bedroom, 3 Bath Condo for Rent
Available Now

122 S Aberdeen St, Unit 2N

122 S Aberdeen St
ChicagoIL60607
property at 1638 N Sedgwick St
$9,744

Total Monthly Price

Base Rent$9,744
Total Monthly Price$9,744
5 Bedroom, 3.5 Bath Condo for Rent
Available Now

1638 N Sedgwick St, Unit 1

1638 N Sedgwick St
ChicagoIL60614
property at 111 E Chestnut St
$11,500

Total Monthly Price

Base Rent$11,500
Total Monthly Price$11,500
2 Bedroom, 3 Bath Condo for Rent
Available Now
Furnished

111 E Chestnut St, Unit 56AB

111 E Chestnut St
ChicagoIL60611
property at 340 E Randolph St
$11,800

Total Monthly Price

Base Rent$11,800
Total Monthly Price$11,800
3 Bedroom, 4 Bath Condo for Rent
Available Now
Furnished

340 E Randolph St, Unit 4901

340 E Randolph St
ChicagoIL60601
property at 2855 N Damen Ave
$12,000

Total Monthly Price

Base Rent$12,000
Total Monthly Price$12,000
3 Bedroom, 2 Bath Condo for Rent
Available Nov 1
Furnished

2855 N Damen Ave, Unit 2855 N Damen

2855 N Damen Ave
ChicagoIL60618
property at 363 E Wacker Dr
$12,500

Total Monthly Price

Base Rent$12,500
Total Monthly Price$12,500
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

363 E Wacker Dr, Unit 2204

363 E Wacker Dr
ChicagoIL60601
property at 363 E Wacker Dr
$12,500

Total Monthly Price

Base Rent$12,500
Total Monthly Price$12,500
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

363 E Wacker Dr, Unit 2204

363 E Wacker Dr
ChicagoIL60601
Showing Results 1901-1950, Page 39 of 47

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 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

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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.

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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.

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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.

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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

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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.

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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.