Luxury Homes for Rent in Chicago, IL (2,270 Rentals) Page 22 of 46

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

property at 2905 N Mildred
$3,345

Total Monthly Price

Base Rent$3,345
Total Monthly Price$3,345
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2905 N Mildred, Unit 3

2905 N Mildred
ChicagoIL60657
property at 1470 N Milwaukee Ave
$3,350

Total Monthly Price

Base Rent$3,350
Total Monthly Price$3,350
1 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1470 N Milwaukee Ave, Unit 3

1470 N Milwaukee Ave
ChicagoIL60622
property at 701 S Wells St
$3,350

Total Monthly Price

Base Rent$3,350
Total Monthly Price$3,350
2 Bedroom, 2 Bath Condo for Rent
Available Sep 15
Affordability

701 S Wells St, Unit 808

701 S Wells St
ChicagoIL60607
  • Smoke Free
property at 1322 S Wabash Ave
$3,386

Total Monthly Price

Base Rent$3,386
Total Monthly Price$3,386
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1322 S Wabash Ave, Unit 811

1322 S Wabash Ave
ChicagoIL60605
  • Smoke Free
property at 913 W School St
$3,395 - $4,495

Total Monthly Price

Base Rent$3,395 - $4,495
Total Monthly Price$3,395 - $4,495
2 To 3 Bedroom Condos for Rent
Available Now
Affordability

913 W School St

ChicagoIL60657
property at 155 N Harbor Dr
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

155 N Harbor Dr, Unit 4007

155 N Harbor Dr
ChicagoIL60601
property at 8 E Randolph St
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

8 E Randolph St, Unit 10A

8 E Randolph St
ChicagoIL60601
  • Smoke Free
property at 4543 S Ellis Ave
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
3 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

4543 S Ellis Ave, Unit 3S

4543 S Ellis Ave
ChicagoIL60653
property at 1315 S Wabash Ave
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
2 Bedroom, 2 Bath Condo for Rent
Available Oct 3
Affordability

1315 S Wabash Ave, Unit 1501

1315 S Wabash Ave
ChicagoIL60605
  • Smoke Free
property at 800 S Clark St
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

800 S Clark St, Unit 210

800 S Clark St
ChicagoIL60605
  • Smoke Free
property at 917 W Washington Blvd
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

917 W Washington Blvd, Unit 311

917 W Washington Blvd
ChicagoIL60607
property at 1250 W Van Buren St
$3,400

Total Monthly Price

Base Rent$3,400
Total Monthly Price$3,400
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1250 W Van Buren St, Unit 605

1250 W Van Buren St
ChicagoIL60607
Showing Results 1051-1100, Page 22 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 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

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.

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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

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.

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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.

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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.