Apartments for Rent in Chicago, IL with Swimming Pool (486 Rentals) Page 8 of 10

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Americana Towers
2 Bedroom Apartments

Americana Towers

1636-1640 N Wells StChicago, IL 60614
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The Brownstone
1 to 3 Bedroom Apartments

The Brownstone

1440 N State PkyChicago, IL 60610
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Embry West Loop
3 to 4 Bedroom Apartments

Embry West Loop

19 N May StChicago, IL 60607
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The Warwick
1 Bedroom Apartments

The Warwick

1501 N State PkyChicago, IL 60610
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University Station
1 to 2 Bedroom Apartments

University Station

1550 S Blue Island AveChicago, IL 60608
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The Parkside
3 Bedroom Apartments

The Parkside

1530 N Dearborn PkyChicago, IL 60610
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The Tiara
1 Bedroom Apartments

The Tiara

6145-6147 N Sheridan RdChicago, IL 60660
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20 N State St
Studio Apartments

20 N State St

20 N State StChicago, IL 60602
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No. 9 Walton
Studio Apartments

No. 9 Walton

9 W Walton StChicago, IL 60610
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Albion Oak Park
$1,911 - $4,251
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$1,911 - $4,251
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Studio to 3 Bedroom Apartments Available Now

Albion Oak Park

1000 Lake StOak Park, IL 60301
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District 1860
Rent Specials
$2,098 - $4,691
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$2,098 - $4,691
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Studio to 3 Bedroom Apartments Available Now

District 1860

7215 N District AveLincolnwood, IL 60712
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Albion Evanston
Rent Specials
$2,360 - $4,830
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$2,360 - $4,830
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Studio to 2 Bedroom Apartments Available Jun 25

Albion Evanston

1500 Sherman AveEvanston, IL 60201
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Park 205 Apartments
Rent Specials
$2,747 - $6,230
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$2,747 - $6,230
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1 to 3 Bedroom Apartments Available Now

Park 205 Apartments

205 W Touhy AvePark Ridge, IL 60068
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Uptown La Grange
$2,274 - $6,549
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$2,274 - $6,549
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Studio to 3 Bedroom Apartments Available Now

Uptown La Grange

31 E Ogden AveLa Grange, IL 60525
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Orion Prospect
Rent Specials
$1,346 - $3,105
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$1,346 - $3,105
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1 to 3 Bedroom Apartments Available Now

Orion Prospect

475 W Enterprise DrMount Prospect, IL 60056
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Showing Results 351-400, Page 8 of 10

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 Apartments with Swimming Pool

What is the Cheapest Swimming Pool apartment in Chicago?

Currently the most affordable Apartment in Chicago with Swimming Pool is at Midpointe listed at $1,081.

How much is the average rent for Chicago Apartments with Swimming Pool?

The average rent for a Apartment in Chicago with Swimming Pool is $4,245.

What is the largest Chicago Apartment for rent with Swimming Pool?

Today's Apartment with Swimming Pool and the most square footage in Chicago is a 4,425 square feet unit starting from $2,258 at 369 Grand by Onni.

What is the average size for Chicago Apartments for rent with Swimming Pool?

The average size for a rental with Swimming Pool in Chicago is currently at 584 sq ft.

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

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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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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.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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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.