Top Rated Apartments for Rent in Chicago, IL with Swimming Pool (101 Rentals) Page 2 of 3

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Apartments in Chicago with the best features, newest construction, and richest amenities.

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!

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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.

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Park Place Tower
Studio Apartments

Park Place Tower

655 W Irving Park RdChicago, IL 60613
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  • Smoke Free
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850 Lake Shore Drive
Studio to 3 Bedroom Apartments

850 Lake Shore Drive

850 N Lake Shore DrChicago, IL 60611
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2800 N Lake Shore Dr
Studio to 4 Bedroom Apartments

2800 N Lake Shore Dr

2800 N Lake Shore DrChicago, IL 60657
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One East Scott
Studio to 1 Bedroom Apartments

One East Scott

1 E Scott StChicago, IL 60610
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1850 N. Clark St.
Studio to 1 Bedroom Apartments

1850 N. Clark St.

1850-1856 N Clark StChicago, IL 60614
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680 N Lake Shore Dr
Studio Apartments

680 N Lake Shore Dr

680 N Lake Shore DrChicago, IL 60611
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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.

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Park 205 Apartments
Rent Specials
$2,747 - $6,230
Total Monthly Price

Total Monthly Price

Base Rent
$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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Vyne on Haven
$1,871 - $6,198
Total Monthly Price

Total Monthly Price

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$1,871 - $6,198
Total Monthly Price
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Studio to 3 Bedroom Apartments Available Now

Vyne on Haven

100 N Haven RdElmhurst, IL 60126
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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

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The Marke
$2,441 - $5,151
Total Monthly Price

Total Monthly Price

Base Rent
$2,441 - $5,151
Total Monthly Price
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1 to 3 Bedroom Apartments Available Jun 19

The Marke

100 N Addison AveElmhurst, IL 60126
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1717 Evanston
Rent Specials
$2,426 - $15,082
Total Monthly Price

Total Monthly Price

Base Rent
$2,426 - $15,082
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1717 Evanston

1717 Ridge AveEvanston, IL 60201
Furnished
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Showing Results 51-100, Page 2 of 3

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 Tanglewood listed at $1,153.

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

The average rent for a Apartment in Chicago with Swimming Pool is $4,254.

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

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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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.

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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.