Luxury Homes for Rent in Chicago, IL (2,321 Rentals) Page 36 of 47

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

property at 1212 N Wells St
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
2 Bedroom, 2 Bath Condo for Rent
Available Now

1212 N Wells St, Unit 1501

1212 N Wells St
ChicagoIL60610
  • Smoke Free
property at 1122 W Chicago Ave
$5,105 - $8,496

Total Monthly Price

Base Rent$5,105

Total Monthly Price$5,105
2 Bedroom Rentals
Available Sep 21
Furnished

1122 W Chicago Ave

ChicagoIL60642
property at 3229 N Kenmore Ave
$5,150

Total Monthly Price

Base Rent$5,150

Total Monthly Price$5,150
2 Bedroom, 2 Bath Condo for Rent
Available Now

3229 N Kenmore Ave, Unit 3

3229 N Kenmore Ave
ChicagoIL60657
property at 5023 N Lincoln Ave
$5,150

Total Monthly Price

Base Rent$5,150

Total Monthly Price$5,150
3 Bedroom, 2.5 Bath Condo for Rent
Available Oct 3
Cost Per Sq.Ft.

5023 N Lincoln Ave, Unit 1S

5023 N Lincoln Ave
ChicagoIL60625
  • Smoke Free
property at 5015 N Lincoln Ave
$5,150

Total Monthly Price

Base Rent$5,150

Total Monthly Price$5,150
3 Bedroom, 2.5 Bath Condo for Rent
Available Oct 1

5015 N Lincoln Ave, Unit 3N

5015 N Lincoln Ave
ChicagoIL60625
property at 2457 N Halsted St
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
3 Bedroom, 2 Bath Condo for Rent
Available Sep 15

2457 N Halsted St, Unit 2N

2457 N Halsted St
ChicagoIL60614
property at 429 W Grant Pl
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
3 Bedroom, 2.5 Bath Condo for Rent
Available Now

429 W Grant Pl, Unit A

429 W Grant Pl
ChicagoIL60614
property at 222 S Racine Ave
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
2 Bedroom, 2.5 Bath Condo for Rent
Available Now

222 S Racine Ave, Unit 403

222 S Racine Ave
ChicagoIL60607
property at 106 N Aberdeen St
$5,300

Total Monthly Price

Base Rent$5,300

Total Monthly Price$5,300
1 Bedroom, 1.5 Bath Condo for Rent
Available Now
Furnished

106 N Aberdeen St, Unit 5

106 N Aberdeen St
ChicagoIL60607
property at 951 W Huron St
$5,304 - $5,557

Total Monthly Price

Base Rent$5,304

Total Monthly Price$5,304
2 Bedroom Rentals
Available Oct 1
Furnished

951 W Huron St

ChicagoIL60642
property at 1550 N Damen Ave
$5,321

Total Monthly Price

Base Rent$5,321

Total Monthly Price$5,321
2 Bedroom, 1 Bath Home for Rent
Available Oct 5
Furnished

1550 N Damen Ave

ChicagoIL60622
property at 3633 N Wilton Ave
$5,400

Total Monthly Price

Base Rent$5,400

Total Monthly Price$5,400
4 Bedroom, 2.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

3633 N Wilton Ave, Unit 1

3633 N Wilton Ave
ChicagoIL60613
property at 1201 S Prairie Ave
$5,400

Total Monthly Price

Base Rent$5,400

Total Monthly Price$5,400
2 Bedroom, 2 Bath Condo for Rent
Available Now

1201 S Prairie Ave, Unit 1405

1201 S Prairie Ave
ChicagoIL60605
  • Smoke Free
property at 400 E Ohio St
$5,459

Total Monthly Price

Base Rent$5,459

Total Monthly Price$5,459
3 Bedroom, 3 Bath Condo for Rent
Available Now
Furnished

400 E Ohio St, Unit 26E

400 E Ohio St
ChicagoIL60611
  • Smoke Free
property at 901 W Blackhawk St
$5,480 - $10,061

Total Monthly Price

Base Rent$5,480

Total Monthly Price$5,480
2 Bedroom Rentals
Available Nov 1
Furnished

901 W Blackhawk St

ChicagoIL60642
property at 1646 N Bissell St
$5,495

Total Monthly Price

Base Rent$5,495

Total Monthly Price$5,495
3 Bedroom, 2 Bath Townhome for Rent
Available Oct 15
Furnished

1646 N Bissell St

ChicagoIL60614
  • Smoke Free
property at 939 W Armitage Ave
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
3 Bedroom, 2 Bath Condo for Rent
Available Now

939 W Armitage Ave, Unit B

939 W Armitage Ave
ChicagoIL60614

Chicago, IL Area Reviews

  • Parks
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  • Local Vibes
  • 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.