Homes for Rent in Chicago, IL with Swimming Pool (526 Rentals) Page 2 of 11

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property at 733 S Wells St

$2,330 - $3,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,330 - $3,600

Total Monthly Price
$2,330 - $3,600

Studio To 2 Bedroom Condos for Rent

Available May 25

733 S Wells St

ChicagoIL60607
property at 900 W Washington Blvd

$2,395 - $5,790

Total Monthly Price

Total Monthly Price

Base Rent
$2,395 - $5,790

Total Monthly Price
$2,395 - $5,790

Studio To 3 Bedroom Condos for Rent

Available Now

900 W Washington Blvd

ChicagoIL60607
property at 535 N Michigan Ave

$2,400 - $2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,400 - $2,600

Total Monthly Price
$2,400 - $2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

535 N Michigan Ave

ChicagoIL60611
property at 2728 N Hampden Ct

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

2728 N Hampden Ct, Unit 1702, Unit 1702

2728 N Hampden Ct
ChicagoIL60614

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

property at 3700 N Halsted St

$2,401

Total Monthly Price

Total Monthly Price

Base Rent
$2,401

Total Monthly Price
$2,401

Studio, 1 Bath Condo for Rent

Available May 21

3700 N Halsted St, Unit 1218, Unit 1218

3700 N Halsted St
ChicagoIL60613
property at 230 S Halsted St

$2,470 - $4,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,470 - $4,750

Total Monthly Price
$2,470 - $4,750

Studio To 2 Bedroom Condos for Rent

Available Now

230 S Halsted St

ChicagoIL60661
property at 212 W Washington St

$2,479

Total Monthly Price

Total Monthly Price

Base Rent
$2,479

Total Monthly Price
$2,479

1 Bedroom, 1 Bath Condo for Rent

Available May 21

212 W Washington St, Unit 1403, Unit 1403

212 W Washington St
ChicagoIL60606
property at 211 E Ohio St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

Studio, 1 Bath Home for Rent

Available Now

211 E Ohio St, Unit 2513, Unit 2513

211 E Ohio St
ChicagoIL60611
property at 621 S Plymouth Ct

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

621 S Plymouth Ct, Unit 307, Unit 307

621 S Plymouth Ct
ChicagoIL60605
property at 111 W Maple St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

111 W Maple St, Unit 2508, Unit 2508

111 W Maple St
ChicagoIL60610
property at 70 W Huron St

$2,520 - $3,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,520 - $3,800

Total Monthly Price
$2,520 - $3,800

1 To 2 Bedroom Condos for Rent

Available Now

70 W Huron St

ChicagoIL60654
property at 230 N Michigan Ave

$2,540 - $4,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,540 - $4,500

Total Monthly Price
$2,540 - $4,500

1 To 2 Bedroom Condos for Rent

Available Now

230 N Michigan Ave

ChicagoIL60601

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 779 W Adams St

$2,548 - $4,804

Total Monthly Price

Total Monthly Price

Base Rent
$2,548 - $4,804

Total Monthly Price
$2,548 - $4,804

Studio To 2 Bedroom Condos for Rent

Available May 8

779 W Adams St

ChicagoIL60661
property at 1400 W Randolph St

$2,570 - $4,699

Total Monthly Price

Total Monthly Price

Base Rent
$2,570 - $4,699

Total Monthly Price
$2,570 - $4,699

1 To 2 Bedroom Condos for Rent

Available Now

1400 W Randolph St

ChicagoIL60607
property at 420 E Waterside Dr

$2,590 - $5,250

Total Monthly Price

Total Monthly Price

Base Rent
$2,590 - $5,250

Total Monthly Price
$2,590 - $5,250

1 To 3 Bedroom Condos for Rent

Available Now

420 E Waterside Dr

ChicagoIL60601
property at 100 E 14th St

$2,595 - $3,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,595 - $3,600

Total Monthly Price
$2,595 - $3,600

1 To 2 Bedroom Condos for Rent

Available Now

100 E 14th St

ChicagoIL60605
property at 30 E Huron St

$2,600 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,600 - $3,500

Total Monthly Price
$2,600 - $3,500

1 To 2 Bedroom Condos for Rent

Available Now

30 E Huron St

ChicagoIL60611
property at 400 N Clinton St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

400 N Clinton St, Unit 307, Unit 307

400 N Clinton St
ChicagoIL60654
property at 155 N Harbor Dr

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

155 N Harbor Dr, Unit 4606, Unit 4606

155 N Harbor Dr
ChicagoIL60601

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

property at 705 S Clark St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

705 S Clark St, Unit 44G, Unit 44G

705 S Clark St
ChicagoIL60605
property at 770 W Gladys Ave

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

770 W Gladys Ave, Unit 23E, Unit 23E

770 W Gladys Ave
ChicagoIL60661
property at 1400 S Michigan Ave

$2,600 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,600 - $3,500

Total Monthly Price
$2,600 - $3,500

1 To 2 Bedroom Condos for Rent

Available Now

1400 S Michigan Ave

ChicagoIL60605
property at 659 W Randolph St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

659 W Randolph St, Unit 711, Unit 711

659 W Randolph St
ChicagoIL60661
property at 659 W Randolph St

$2,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600

1 Bedroom, 1 Bath Condo for Rent

Available Now

659 W Randolph St, Unit 711, Unit 711

659 W Randolph St
ChicagoIL60661

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

property at 42 E Superior St

$2,620

Total Monthly Price

Total Monthly Price

Base Rent
$2,620

Total Monthly Price
$2,620

1 Bedroom, 1 Bath Condo for Rent

Available Now

42 E Superior St, Unit 9F, Unit 9F

42 E Superior St
ChicagoIL60611
property at 710 S Seeley St

$2,623 - $3,655

Total Monthly Price

Total Monthly Price

Base Rent
$2,623 - $3,655

Total Monthly Price
$2,623 - $3,655

1 To 2 Bedroom Condos for Rent

Available Now

710 S Seeley St

ChicagoIL60612
property at 201 N Westshore Dr

$2,624

Total Monthly Price

Total Monthly Price

Base Rent
$2,624

Total Monthly Price
$2,624

1 Bedroom, 1 Bath Condo for Rent

Available May 24

201 N Westshore Dr, Unit 2509, Unit 2509

201 N Westshore Dr
ChicagoIL60601
property at 1431 W Lake St

$2,650 - $3,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,650 - $3,900

Total Monthly Price
$2,650 - $3,900

1 To 2 Bedroom Condos for Rent

Available May 22

1431 W Lake St

ChicagoIL60607
property at 33 W Ontario St

$2,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650

1 Bedroom, 1 Bath Condo for Rent

Available Now

33 W Ontario St, Unit 44c, Unit 44c

33 W Ontario St
ChicagoIL60654
property at 433 N Wells St

$2,650 - $4,200

Total Monthly Price

Total Monthly Price

Base Rent
$2,650 - $4,200

Total Monthly Price
$2,650 - $4,200

1 To 2 Bedroom Condos for Rent

Available Now

433 N Wells St

ChicagoIL60654
property at 700 S Clark St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

700 S Clark St, Unit 13D, Unit 13D

700 S Clark St
ChicagoIL60605
property at 663 N State St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

663 N State St, Unit 911, Unit 911

663 N State St
ChicagoIL60654

Chicago, IL Area Reviews

  • Parks
  • Entertainment
  • 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 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

decorative image for A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back article

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.