Luxury Homes for Rent in Chicago, IL (2,269 Rentals) Page 21 of 46

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

property at 3248 N Clifton Ave
$3,295

Total Monthly Price

Base Rent$3,295

Total Monthly Price$3,295
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

3248 N Clifton Ave, Unit 2

3248 N Clifton Ave
ChicagoIL60657
property at 1352 W Carmen Ave
$3,295

Total Monthly Price

Base Rent$3,295

Total Monthly Price$3,295
2 Bedroom, 1 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1352 W Carmen Ave, Unit # 01N

1352 W Carmen Ave
ChicagoIL60640
property at 509 N Hartland Ct
$3,295

Total Monthly Price

Base Rent$3,295

Total Monthly Price$3,295
2 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

509 N Hartland Ct, Unit # 01S

509 N Hartland Ct
ChicagoIL60622
property at 1625 W Hollywood Ave
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1625 W Hollywood Ave, Unit # 01

1625 W Hollywood Ave
ChicagoIL60660
property at 615 W Randolph St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

615 W Randolph St, Unit 45L

615 W Randolph St
ChicagoIL60661
  • Smoke Free
property at 2959 N Halsted St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2959 N Halsted St, Unit 3

2959 N Halsted St
ChicagoIL60657
property at 50 E 16th St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Sep 7
Affordability

50 E 16th St, Unit # 0515

50 E 16th St
ChicagoIL60616
property at 50 E 16th St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Sep 7
Affordability

50 E 16th St, Unit 515

50 E 16th St
ChicagoIL60616
property at 50 E 16th St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Sep 7
Affordability

50 E 16th St, Unit 515

50 E 16th St
ChicagoIL60616
property at 4934 S Cornell Ave
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2.5 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

4934 S Cornell Ave

ChicagoIL60615
property at 50 E 16th St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Sep 7
Affordability

50 E 16th St, Unit 515

50 E 16th St
ChicagoIL60616
  • Smoke Free
property at 4852 S Prairie Ave
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
3 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

4852 S Prairie Ave, Unit 1B

4852 S Prairie Ave
ChicagoIL60615
  • Smoke Free
property at 225 N Columbus Dr
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

225 N Columbus Dr, Unit 7507

225 N Columbus Dr
ChicagoIL60601
  • Smoke Free
property at 360 E Randolph St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
1 Bedroom, 1.5 Bath Condo for Rent
Available Now
Luxury

360 E Randolph St, Unit 2203

360 E Randolph St
ChicagoIL60601
  • Smoke Free
property at 225 S Sangamon St
$3,300

Total Monthly Price

Base Rent$3,300

Total Monthly Price$3,300
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

225 S Sangamon St, Unit 310

225 S Sangamon St
ChicagoIL60607

Chicago, IL Area Reviews

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  • Restaurants
  • Location
  • Traffic
  • Public Transportation
  • Outdoor Access
  • Cost of Living
  • Safety

Nicole4+ 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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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.

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.