Luxury Homes for Rent in Chicago, IL (2,321 Rentals) Page 37 of 47

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

property at 2629 N Dayton St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
3 Bedroom, 3 Bath Condo for Rent
Available Now

2629 N Dayton St, Unit 3S

2629 N Dayton St
ChicagoIL60614
property at 712 N Throop St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
3 Bedroom, 3.5 Bath Condo for Rent
Available Now
Luxury

712 N Throop St

ChicagoIL60642
property at 1225 W Addison St
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
3 Bedroom, 3 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1225 W Addison St, Unit 1

1225 W Addison St
ChicagoIL60613
property at 713 W 19th Pl
$5,600

Total Monthly Price

Base Rent$5,600

Total Monthly Price$5,600
3 Bedroom, 3 Bath Home for Rent
Available Now

713 W 19th Pl

ChicagoIL60616
property at 1941 W Augusta Blvd
$5,688

Total Monthly Price

Base Rent$5,688

Total Monthly Price$5,688
3 Bedroom, 3 Bath Home for Rent
Available Nov 8
Furnished

1941 W Augusta Blvd

ChicagoIL60622
property at 1070 W 15th St
$5,700

Total Monthly Price

Base Rent$5,700

Total Monthly Price$5,700
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

1070 W 15th St, Unit 147

1070 W 15th St
ChicagoIL60608
property at 1212 N La Salle Dr
$5,785

Total Monthly Price

Base Rent$5,785

Total Monthly Price$5,785
2 Bedroom, 2 Bath Condo for Rent
Available Sep 4
Luxury

1212 N La Salle Dr, Unit 2205

1212 N La Salle Dr
ChicagoIL60610
  • Smoke Free
property at 3117 N Damen Ave
$5,800

Total Monthly Price

Base Rent$5,800

Total Monthly Price$5,800
4 Bedroom, 3 Bath Condo for Rent
Available Oct 1

3117 N Damen Ave, Unit 1

3117 N Damen Ave
ChicagoIL60618
property at 401 N Wabash Ave
$5,990

Total Monthly Price

Base Rent$5,990

Total Monthly Price$5,990
2 Bedroom, 2.5 Bath Condo for Rent
Available Now

401 N Wabash Ave, Unit 029C

401 N Wabash Ave
ChicagoIL60611
  • Smoke Free
property at 2032 W Pierce Ave
$5,998

Total Monthly Price

Base Rent$5,998

Total Monthly Price$5,998
3 Bedroom, 2 Bath Home for Rent
Available Oct 12
Furnished

2032 W Pierce Ave

ChicagoIL60622
property at 1314 N Dearborn St
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
2 Bedroom, 2.5 Bath Condo for Rent
Available Now
Furnished

1314 N Dearborn St, Unit 001

1314 N Dearborn St
ChicagoIL60610
  • Smoke Free
property at 1300 N Lake Shore Dr
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
2 Bedroom, 2 Bath Condo for Rent
Available Now
Furnished

1300 N Lake Shore Dr, Unit 010B

1300 N Lake Shore Dr
ChicagoIL60610
  • Smoke Free
property at 1218 W Belmont Ave
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
3 Bedroom, 2 Bath Condo for Rent
Available Now

1218 W Belmont Ave, Unit 201

1218 W Belmont Ave
ChicagoIL60657
property at 1816 S Indiana Ave
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
4 Bedroom, 4 Bath Townhome for Rent
Available Now
Furnished

1816 S Indiana Ave

ChicagoIL60616

Chicago, IL Area Reviews

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  • 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

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.

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.