Luxury Homes for Rent in Chicago, IL (2,268 Rentals) Page 27 of 46

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

property at 2427 N Clybourn Ave
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
3 Bedroom, 2.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

2427 N Clybourn Ave, Unit B

2427 N Clybourn Ave
ChicagoIL60614
  • Smoke Free
property at 363 W Erie St
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

363 W Erie St, Unit 28C

363 W Erie St
ChicagoIL60654
  • Smoke Free
property at 1471 N Larrabee St
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

1471 N Larrabee St, Unit C

1471 N Larrabee St
ChicagoIL60610
property at 1160 N Larrabee St
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
2 Bedroom, 2 Bath Condo for Rent
Available Sep 3
Affordability

1160 N Larrabee St

ChicagoIL60610
  • Smoke Free
property at 125 S Green St
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

125 S Green St, Unit 501a

125 S Green St
ChicagoIL60607
property at 1160 N Dearborn St
$3,750

Total Monthly Price

Base Rent$3,750

Total Monthly Price$3,750
2 Bedroom, 2 Bath Condo for Rent
Available Oct 1
Affordability

1160 N Dearborn St, Unit 805

1160 N Dearborn St
ChicagoIL60610
  • Smoke Free
property at 600 W Surf St
$3,795

Total Monthly Price

Base Rent$3,795

Total Monthly Price$3,795
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

600 W Surf St, Unit 2BED

600 W Surf St
ChicagoIL60657
property at 604 W Surf St
$3,795

Total Monthly Price

Base Rent$3,795

Total Monthly Price$3,795
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

604 W Surf St, Unit 3

604 W Surf St
ChicagoIL60657
property at 600 W Surf St
$3,795

Total Monthly Price

Base Rent$3,795

Total Monthly Price$3,795
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

600 W Surf St, Unit 3

600 W Surf St
ChicagoIL60657
property at 600 N Dearborn St
$3,799

Total Monthly Price

Base Rent$3,799

Total Monthly Price$3,799
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

600 N Dearborn St, Unit 811

600 N Dearborn St
ChicagoIL60654
  • Smoke Free
property at 400 W Deming Pl
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
2 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

400 W Deming Pl, Unit Penthouse Corner Unit

400 W Deming Pl
ChicagoIL60614
  • Smoke Free
property at 70 W Huron St
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
2 Bedroom, 2 Bath Condo for Rent
Available Sep 15
Affordability

70 W Huron St, Unit 1302

70 W Huron St
ChicagoIL60654
  • Smoke Free
property at 47 W polk St
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

47 W polk St, Unit 614

47 W polk St
ChicagoIL60605
  • Smoke Free
property at 1102 N California Ave
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
5 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1102 N California Ave, Unit 2F

1102 N California Ave
ChicagoIL60622
property at 1502 S Prairie Ave
$3,800

Total Monthly Price

Base Rent$3,800

Total Monthly Price$3,800
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1502 S Prairie Ave, Unit G

1502 S Prairie Ave
ChicagoIL60605
property at 515 N State St
$3,800 - $6,800

Total Monthly Price

Base Rent$3,800 - $6,800

Total Monthly Price$3,800 - $6,800
2 To 3 Bedroom Condos for Rent
Available Now
Luxury

515 N State St

ChicagoIL60654
  • Smoke Free

Chicago, IL Area Reviews

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  • 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.

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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.