Homes for Rent in Chicago, IL with Swimming Pool (531 Rentals) Page 3 of 11

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property at 25 E Superior St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

25 E Superior St, Unit 15T

25 E Superior St
ChicagoIL60611
property at 420 E Waterside Dr

$2,900 - $5,495

Total Monthly Price

Total Monthly Price

Base Rent
$2,900 - $5,495

Total Monthly Price
$2,900 - $5,495

1 To 3 Bedroom Condos for Rent

Available Now

420 E Waterside Dr

ChicagoIL60601
property at 701 S Dearborn St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

701 S Dearborn St, Unit 1607

701 S Dearborn St
ChicagoIL60605
property at 303 W Ohio St

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

303 W Ohio St, Unit 33D

303 W Ohio St
ChicagoIL60654
property at 1660 N La Salle Dr

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Aug 1

1660 N La Salle Dr, Unit 707

1660 N La Salle Dr
ChicagoIL60614
property at 400 N La Salle Dr

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

1 Bedroom, 1 Bath Condo for Rent

Available Now

400 N La Salle Dr, Unit 4312

400 N La Salle Dr
ChicagoIL60654
property at 700 N La Salle Dr

$2,950 - $3,650

Total Monthly Price

Total Monthly Price

Base Rent
$2,950 - $3,650

Total Monthly Price
$2,950 - $3,650

1 To 2 Bedroom Condos for Rent

Available Aug 14

700 N La Salle Dr

ChicagoIL60654
property at 1001 W 15th St

$2,950

Total Monthly Price

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950

2 Bedroom, 2 Bath Condo for Rent

Available Now

1001 W 15th St, Unit 416

1001 W 15th St
ChicagoIL60608
property at 360 E Randolph St

$2,950 - $9,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,950 - $9,450

Total Monthly Price
$2,950 - $9,450

1 To 3 Bedroom Condos for Rent

Available Now

360 E Randolph St

ChicagoIL60601
property at 200 Dearborn N St

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 2 Bath Condo for Rent

Available Jul 1

200 Dearborn N St, Unit 1602

200 Dearborn N St
ChicagoIL60601
property at 801 S Plymouth Ct

$2,980

Total Monthly Price

Total Monthly Price

Base Rent
$2,980

Total Monthly Price
$2,980

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

801 S Plymouth Ct, Unit 2703

801 S Plymouth Ct
ChicagoIL60605
property at 757 N Orleans St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

757 N Orleans St, Unit 0705n

757 N Orleans St
ChicagoIL60654
property at 757 N Orleans St

$3,000 - $3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,000 - $3,300

Total Monthly Price
$3,000 - $3,300

1 To 2 Bedroom Condos for Rent

Available Now

757 N Orleans St

ChicagoIL60654
property at 757 N Orleans St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

757 N Orleans St, Unit #705

757 N Orleans St
ChicagoIL60654
property at 30 E Huron St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Sep 12

30 E Huron St, Unit 5605

30 E Huron St
ChicagoIL60611
property at 340 E Randolph

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

1 Bedroom, 1 Bath Condo for Rent

Available Now

340 E Randolph, Unit 1818

340 E Randolph
ChicagoIL60601
property at 233 E 13th St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

233 E 13th St, Unit 2501

233 E 13th St
ChicagoIL60605
property at 545 N Dearborn St

$3,000 - $3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,000 - $3,500

Total Monthly Price
$3,000 - $3,500

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

545 N Dearborn St

ChicagoIL60654
property at 301 S Halsted St

$3,059 - $4,512

Total Monthly Price

Total Monthly Price

Base Rent
$3,059 - $4,512

Total Monthly Price
$3,059 - $4,512

1 To 2 Bedroom Condos for Rent

Available Now

301 S Halsted St

ChicagoIL60661
property at 200 N Jefferson St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

1 Bedroom, 1 Bath Condo for Rent

Available Now

200 N Jefferson St, Unit 3711

200 N Jefferson St
ChicagoIL60661
property at 900 W Washington Blvd

$3,130 - $5,870

Total Monthly Price

Total Monthly Price

Base Rent
$3,130 - $5,870

Total Monthly Price
$3,130 - $5,870

1 To 3 Bedroom Condos for Rent

Available Jul 6

900 W Washington Blvd

ChicagoIL60607
property at 1151 W 15th St

$3,200

Total Monthly Price

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200

2 Bedroom, 2 Bath Condo for Rent

Available Jul 15

1151 W 15th St, Unit 414

1151 W 15th St
ChicagoIL60608
property at 1160 S Michigan Ave

$3,250

Total Monthly Price

Total Monthly Price

Base Rent
$3,250

Total Monthly Price
$3,250

1 Bedroom, 1 Bath Condo for Rent

Available Jul 5

1160 S Michigan Ave, Unit 3601

1160 S Michigan Ave
ChicagoIL60605
property at 33 W Ontario St

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1.5 Bath Condo for Rent

Available Now

33 W Ontario St, Unit 24I

33 W Ontario St
ChicagoIL60654
property at 1460 N Halsted St

$3,350 - $3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,350 - $3,750

Total Monthly Price
$3,350 - $3,750

1 To 2 Bedroom Condos for Rent

Available Now

1460 N Halsted St

ChicagoIL60642
property at 15 N Elizabeth St

$3,400 - $4,829

Total Monthly Price

Total Monthly Price

Base Rent
$3,400 - $4,829

Total Monthly Price
$3,400 - $4,829

1 To 2 Bedroom Condos for Rent

Available Jul 1

15 N Elizabeth St

ChicagoIL60607
property at 8 E Randolph St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

8 E Randolph St, Unit 10A

8 E Randolph St
ChicagoIL60601
property at 5828 N Kenmore Ave

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

3 Bedroom, 2 Bath Condo for Rent

Available Now

5828 N Kenmore Ave, Unit 1

5828 N Kenmore Ave
ChicagoIL60660
property at 1200 N La Salle Dr

$3,434 - $5,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,434 - $5,450

Total Monthly Price
$3,434 - $5,450

1 To 2 Bedroom Condos for Rent

Available Jul 1

1200 N La Salle Dr

ChicagoIL60610
property at 340 E Randolph

$3,450 - $4,450

Total Monthly Price

Total Monthly Price

Base Rent
$3,450 - $4,450

Total Monthly Price
$3,450 - $4,450

1 To 2 Bedroom Condos for Rent

Available Now

340 E Randolph

ChicagoIL60601
property at 330 W Grand Ave

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

1 Bedroom, 1 Bath Condo for Rent

Available Jul 1

330 W Grand Ave, Unit 1706

330 W Grand Ave
ChicagoIL60654
property at 917 W Washington Blvd

$3,550

Total Monthly Price

Total Monthly Price

Base Rent
$3,550

Total Monthly Price
$3,550

1 Bedroom, 1 Bath Condo for Rent

Available Now

917 W Washington Blvd, Unit 805

917 W Washington Blvd
ChicagoIL60607
property at 100 E 14th St

$3,600

Total Monthly Price

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

2 Bedroom, 2 Bath Condo for Rent

Available Jul 1

100 E 14th St, Unit 2207

100 E 14th St
ChicagoIL60605
property at 1160 S Michigan Ave

$3,750

Total Monthly Price

Total Monthly Price

Base Rent
$3,750

Total Monthly Price
$3,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

1160 S Michigan Ave, Unit 25C

1160 S Michigan Ave
ChicagoIL60605
property at 30 E Huron St

$3,800

Total Monthly Price

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800

2 Bedroom, 1 Bath Condo for Rent

Available Now

30 E Huron St, Unit 3404

30 E Huron St
ChicagoIL60611
property at 233 E Erie St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

233 E Erie St, Unit 3002

233 E Erie St
ChicagoIL60611
property at 615 W Randolph St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Now

615 W Randolph St, Unit 45L

615 W Randolph St
ChicagoIL60661
property at 301 W Ohio St

$4,000

Total Monthly Price

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

301 W Ohio St, Unit 1004

301 W Ohio St
ChicagoIL60654
property at 52 W Elm St

$4,075

Total Monthly Price

Total Monthly Price

Base Rent
$4,075

Total Monthly Price
$4,075

2 Bedroom, 2 Bath Condo for Rent

Available Now

52 W Elm St, Unit 3501

52 W Elm St
ChicagoIL60610
property at 1152 W Randolph St

$4,100

Total Monthly Price

Total Monthly Price

Base Rent
$4,100

Total Monthly Price
$4,100

2 Bedroom, 2 Bath Condo for Rent

Available Now

1152 W Randolph St, Unit 1

1152 W Randolph St
ChicagoIL60607
property at 932 W Randolph St

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

932 W Randolph St, Unit 54F

932 W Randolph St
ChicagoIL60607

Chicago, IL Area Reviews

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  • Cost of Living
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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 24278 Apartments for Rent in Chicago, IL with pricing that ranges from $595 to $48,409. There are also 5283 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chicago ranging from $600 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 $600 to $58,000 with an average monthly rent of $4,801.

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 $1,080 to $40,000. Four Bedroom Single-Family rentals are also available starting from $750 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

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

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 Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.