Luxury Homes for Rent in Chicago, IL (2,314 Rentals) Page 32 of 47

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

property at 2036 N Larrabee St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

2036 N Larrabee St, Unit 8103

2036 N Larrabee St
ChicagoIL60614
property at 165 N Canal St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

165 N Canal St, Unit 1430

165 N Canal St
ChicagoIL60606
property at 1152 W Randolph St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1152 W Randolph St, Unit 1

1152 W Randolph St
ChicagoIL60607
  • Smoke Free
property at 680 N Lake Shore Dr
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

680 N Lake Shore Dr, Unit 45C

680 N Lake Shore Dr
ChicagoIL60611
  • Smoke Free
property at 1401 N Artesian Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 2.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

1401 N Artesian Ave, Unit 1

1401 N Artesian Ave
ChicagoIL60622
property at 1919 N Drake Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3.5 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

1919 N Drake Ave

ChicagoIL60647
  • Smoke Free
property at 954 W Cuyler Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3 Bath Condo for Rent
Available Now
Affordability

954 W Cuyler Ave, Unit # 01E

954 W Cuyler Ave
ChicagoIL60613
property at 954 W Cuyler Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3 Bath Condo for Rent
Available Now
Outdoors

954 W Cuyler Ave, Unit 1E

954 W Cuyler Ave
ChicagoIL60613
property at 954 W Cuyler Ave
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3 Bath Condo for Rent
Available Now
Outdoors

954 W Cuyler Ave, Unit 1E

954 W Cuyler Ave
ChicagoIL60613
property at 3625 S Morgan St
$4,200

Total Monthly Price

Base Rent$4,200

Total Monthly Price$4,200
3 Bedroom, 3 Bath Townhome for Rent
Available Oct 15
Cost Per Sq.Ft.

3625 S Morgan St

ChicagoIL60609
property at 435 W Erie St
$3,800 - $4,200
2 Bedroom Rentals
Available Now
Affordability

435 W Erie St

ChicagoIL60654
property at 1649 W Cortland St
$4,200 - $4,500
3 Bedroom Rentals
Available Now
Affordability

1649 W Cortland St

ChicagoIL60622
property at 2319 W Wabansia Ave
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

2319 W Wabansia Ave, Unit 2

2319 W Wabansia Ave
ChicagoIL60647
property at 300 W Grand Ave
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
2 Bedroom, 1.5 Bath Condo for Rent
Available Now
Affordability

300 W Grand Ave, Unit 601

300 W Grand Ave
ChicagoIL60654
property at 1750 N Wolcott Ave
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1750 N Wolcott Ave, Unit 303

1750 N Wolcott Ave
ChicagoIL60622
property at 130 S Green St
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

130 S Green St, Unit 7D

130 S Green St
ChicagoIL60607
  • Smoke Free
property at 401 N Wabash Ave
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

401 N Wabash Ave, Unit 74g

401 N Wabash Ave
ChicagoIL60611
property at 758 N Larrabee St
$4,275

Total Monthly Price

Base Rent$4,275

Total Monthly Price$4,275
2 Bedroom, 2 Bath Condo for Rent
Available Now
Luxury

758 N Larrabee St, Unit 816

758 N Larrabee St
ChicagoIL60654
  • Smoke Free
property at 1327 W Washington Blvd
$4,299

Total Monthly Price

Base Rent$4,299

Total Monthly Price$4,299
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

1327 W Washington Blvd, Unit 2a

1327 W Washington Blvd
ChicagoIL60607
property at 737 W Washington Blvd
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
2 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

737 W Washington Blvd, Unit 3004

737 W Washington Blvd
ChicagoIL60661
  • Smoke Free
property at 345 N La Salle Dr
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
2 Bedroom, 2 Bath Condo for Rent
Available Oct 1
Affordability

345 N La Salle Dr, Unit 4601

345 N La Salle Dr
ChicagoIL60654
  • Smoke Free

Chicago, IL Area Reviews

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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.