Homes for Rent in Chicago, IL with Swimming Pool (526 Rentals)

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property at 400 E Randolph St

$4,250

Total Monthly Price

Total Monthly Price

Base Rent
$4,250

Total Monthly Price
$4,250

2 Bedroom, 2 Bath Condo for Rent

Available Now

400 E Randolph St, Unit 1310, Unit 1310

400 E Randolph St
ChicagoIL60601
property at 3710 N Pine Grove Ave

$1,475 - $1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,475 - $1,600

Total Monthly Price
$1,475 - $1,600

Studio, 1 Bath Condo for Rent

Available May 15

3710 N Pine Grove Ave

ChicagoIL60613
property at 3620 N Pine Grove Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

3620 N Pine Grove Ave, Unit 302, Unit 302

3620 N Pine Grove Ave
ChicagoIL60613
property at 1244 N Dearborn St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

Studio, 1 Bath Condo for Rent

Available Now

1244 N Dearborn St, Unit 3R, Unit 3R

1244 N Dearborn St
ChicagoIL60610

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

property at 899 S Plymouth Ct

$1,900 - $2,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,900 - $2,000

Total Monthly Price
$1,900 - $2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

899 S Plymouth Ct

ChicagoIL60605
property at 1 E Scott St

$1,900

Total Monthly Price

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900

Studio, 1 Bath Condo for Rent

Available Now

1 E Scott St, Unit 1107, Unit 1107

1 E Scott St
ChicagoIL60610
property at 130 N Garland Ct

$2,000 - $2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,000 - $2,200

Total Monthly Price
$2,000 - $2,200

Studio, 1 Bath Condo for Rent

Available Now

130 N Garland Ct

ChicagoIL60602
property at 4343 N Clarendon Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

4343 N Clarendon Ave

ChicagoIL60613

It's time to soak up some sun!

One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

property at 200 N Dearborn St

$2,080

Total Monthly Price

Total Monthly Price

Base Rent
$2,080

Total Monthly Price
$2,080

1 Bedroom, 1 Bath Condo for Rent

Available May 31

200 N Dearborn St, Unit 3708, Unit 3708

200 N Dearborn St
ChicagoIL60601
property at 1111 W 14th Pl

$2,095

Total Monthly Price

Total Monthly Price

Base Rent
$2,095

Total Monthly Price
$2,095

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 W 14th Pl, Unit 321, Unit 321

1111 W 14th Pl
ChicagoIL60608
property at 201 N Westshore Dr

$2,100 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $4,000

Total Monthly Price
$2,100 - $4,000

Studio To 2 Bedroom Condos for Rent

Available Now

201 N Westshore Dr

ChicagoIL60601
property at 1226 N Dearborn St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Now

1226 N Dearborn St, Unit 33C, Unit 33C

1226 N Dearborn St
ChicagoIL60610
property at 1122 N Clark St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Now

1122 N Clark St, Unit 1122, Unit 1122

1122 N Clark St
ChicagoIL60610
property at 1400 S Michigan Ave

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

Studio, 1 Bath Condo for Rent

Available Now

1400 S Michigan Ave, Unit 27G, Unit 27G

1400 S Michigan Ave
ChicagoIL60605
property at 630 S Clark St

$2,150

Total Monthly Price

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150

Studio, 1 Bath Condo for Rent

Available Now

630 S Clark St, Unit 3711, Unit 3711

630 S Clark St
ChicagoIL60605

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

property at 1101 W Jackson Blvd

$2,180 - $3,260

Total Monthly Price

Total Monthly Price

Base Rent
$2,180 - $3,260

Total Monthly Price
$2,180 - $3,260

Studio To 1 Bedroom Condos for Rent

Available May 8

1101 W Jackson Blvd

ChicagoIL60607
property at 360 W Illinois St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

360 W Illinois St

ChicagoIL60654
property at 755 N Wells St

$2,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

755 N Wells St, Unit 2, Unit 2

755 N Wells St
ChicagoIL60654
property at 1224 W Van Buren St

$2,250 - $5,103

Total Monthly Price

Total Monthly Price

Base Rent
$2,250 - $5,103

Total Monthly Price
$2,250 - $5,103

Studio To 2 Bedroom Condos for Rent

Available Now

1224 W Van Buren St

ChicagoIL60607

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

property at 222 W Randolph St

$2,285 - $3,770

Total Monthly Price

Total Monthly Price

Base Rent
$2,285 - $3,770

Total Monthly Price
$2,285 - $3,770

Studio To 2 Bedroom Condos for Rent

Available Now

222 W Randolph St

ChicagoIL60606
property at 152 W Superior St

$2,289

Total Monthly Price

Total Monthly Price

Base Rent
$2,289

Total Monthly Price
$2,289

Studio, 1 Bath Condo for Rent

Available Now

152 W Superior St, Unit 4R, Unit 4R

152 W Superior St
ChicagoIL60654
property at 450 W Briar Pl

$2,295

Total Monthly Price

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295

1 Bedroom, 1 Bath Condo for Rent

Available Now

450 W Briar Pl, Unit 7A, Unit 7A

450 W Briar Pl
ChicagoIL60657
property at 216 W Chicago Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

Studio, 1 Bath Condo for Rent

Available Jun 27

216 W Chicago Ave, Unit 221, Unit 221

216 W Chicago Ave
ChicagoIL60654
property at 1043 W Madison St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

Studio, 1 Bath Condo for Rent

Available Now

1043 W Madison St, Unit 27R, Unit 27R

1043 W Madison St
ChicagoIL60607
property at 1201 S Prairie Ave

$2,308 - $5,123

Total Monthly Price

Total Monthly Price

Base Rent
$2,308 - $5,123

Total Monthly Price
$2,308 - $5,123

Studio To 2 Bedroom Condos for Rent

Available Now

1201 S Prairie Ave

ChicagoIL60605
property at 401 E Ontario St

$2,329

Total Monthly Price

Total Monthly Price

Base Rent
$2,329

Total Monthly Price
$2,329

1 Bedroom, 1 Bath Condo for Rent

Available Jun 20

401 E Ontario St, Unit 3308, Unit 3308

401 E Ontario St
ChicagoIL60611

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

Chicago, IL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

Read Article
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

Read Article
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

Read Article
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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

Read Article
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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Read Article
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

Read Article
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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chicago, IL Rentals by Map

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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 24084 Apartments for Rent in Chicago, IL with pricing that ranges from $600 to $48,409. There are also 5052 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $630 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 $630 to $58,000 with an average monthly rent of $4,981.

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 $960 to $40,000. Four Bedroom Single-Family rentals are also available starting from $1,050 and Four Bedroom Apartments start at $970.

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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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

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Best Neighborhoods to Rent in Near Chicago's Top Employers

Written by: Nicole Harms

Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.