Homes for Rent in Chicago, IL with Swimming Pool (590 Rentals) Page 5 of 12

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property at 450 E Waterside Dr

$5,635

Total Monthly Price

Total Monthly Price

Base Rent
$5,635
Total Monthly Price
$5,635

3 Bedroom, 2 Bath Condo for Rent

Available Now

450 E Waterside Dr, Unit 4101

450 E Waterside Dr
ChicagoIL60601
property at 502 E Illinois St

$5,995 - $9,475

Total Monthly Price

Total Monthly Price

Base Rent
$5,995 - $9,475
Total Monthly Price
$5,995 - $9,475

2 To 3 Bedroom Condos for Rent

Available Now

502 E Illinois St

ChicagoIL60611
property at 211 E Ohio St

$6,000

Total Monthly Price

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000

3 Bedroom, 2.5 Bath Condo for Rent

Available Aug 6

211 E Ohio St, Unit 2907

211 E Ohio St
ChicagoIL60611
property at 28 W Superior St

$6,500

Total Monthly Price

Total Monthly Price

Base Rent
$6,500
Total Monthly Price
$6,500

2 Bedroom, 2 Bath Condo for Rent

Available Aug 7

28 W Superior St

ChicagoIL60654
property at 712 N Throop St

$6,800

Total Monthly Price

Total Monthly Price

Base Rent
$6,800
Total Monthly Price
$6,800

3 Bedroom, 3 Bath Condo for Rent

Available Now

712 N Throop St, Unit 1

712 N Throop St
ChicagoIL60642
property at 842 W Adams St

$6,856

Total Monthly Price

Total Monthly Price

Base Rent
$6,856
Total Monthly Price
$6,856

3 Bedroom, 2.5 Bath Condo for Rent

Available Now

842 W Adams St, Unit 3303

842 W Adams St
ChicagoIL60607
property at 405 N WABASH

$7,000

Total Monthly Price

Total Monthly Price

Base Rent
$7,000
Total Monthly Price
$7,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

405 N WABASH, Unit 52C

405 N WABASH
ChicagoIL60611
property at 430 N Canal St

$7,500

Total Monthly Price

Total Monthly Price

Base Rent
$7,500
Total Monthly Price
$7,500

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

430 N Canal St

ChicagoIL60654
property at 363 E Wacker Dr

$12,500

Total Monthly Price

Total Monthly Price

Base Rent
$12,500
Total Monthly Price
$12,500

2 Bedroom, 2 Bath Condo for Rent

Available Aug 15

363 E Wacker Dr, Unit 2204

363 E Wacker Dr
ChicagoIL60601
Showing Results 201-250, Page 5 of 12

Chicago, IL Area Reviews

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Nicole • 4+ 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 24202 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $43,181. There are also 5008 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $400 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 $400 to $58,000 with an average monthly rent of $2,820.

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 $883 to $38,481, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,110 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $924.

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 First Apartment Regrets: Real Renters Share What They'd Do Differently article

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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.