Apartments for Rent in Chicago, IL with Swimming Pool (483 Rentals) Page 6 of 10

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The Sterling
1 to 3 Bedroom Apartments

The Sterling

345 N LaSalle StChicago, IL 60654
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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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Horizion House
1 to 2 Bedroom Apartments

Horizion House

5733 N Sheridan RdChicago, IL 60660
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The Carlyle
1 to 3 Bedroom Apartments

The Carlyle

1040 N Lake Shore DrChicago, IL 60611
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The Grant
2 to 3 Bedroom Apartments

The Grant

1201-1211 S Indiana AveChicago, IL 60605
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University Park
1 Bedroom Apartments

University Park

1401-1450 E 55th StChicago, IL 60615
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The Regatta
1 to 4 Bedroom Apartments

The Regatta

420 E Waterside DrChicago, IL 60601
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Lincoln Park 2550
1 Bedroom Apartments

Lincoln Park 2550

2520-2550 N Lakeview AveChicago, IL 60614
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Kinzie Park
1 Bedroom Apartments

Kinzie Park

501 N Clinton StChicago, IL 60654
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South Commons
Studio Apartments

South Commons

3001 S Michigan AveChicago, IL 60616
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Hawthorne Place
Studio to 2 Bedroom Apartments

Hawthorne Place

525 W Hawthorne PlChicago, IL 60657
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The Powhatan
Studio Apartments

The Powhatan

4950 S Chicago Beach DrChicago, IL 60615
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East Point
1 Bedroom Apartments

East Point

6101 N Sheridan Rd EChicago, IL 60660
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The Fordham
1 to 4 Bedroom Apartments

The Fordham

25 E Superior StChicago, IL 60611
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Gotham Lofts
1 to 2 Bedroom Apartments

Gotham Lofts

417 S Clinton StChicago, IL 60607
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Cornell Village
Studio Apartments

Cornell Village

5201 S Cornell AveChicago, IL 60615
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East Point Condo
1 to 3 Bedroom Apartments

East Point Condo

6101 N Sheridan RdChicago, IL 60660
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The Hampden Green
1 to 2 Bedroom Apartments

The Hampden Green

2728 N Hampden CtChicago, IL 60614
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850 Lake Shore Drive
Studio to 3 Bedroom Apartments

850 Lake Shore Drive

850 N Lake Shore DrChicago, IL 60611
Military
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The Waterford
2 Bedroom Apartments

The Waterford

4170 N Marine DrChicago, IL 60613
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Hugo
2 Bedroom Apartments

Hugo

401 W Chicago AveChicago, IL 60654
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Olympia Centre
1 to 3 Bedroom Apartments

Olympia Centre

161 E Chicago AveChicago, IL 60611
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Bank Note Place
2 Bedroom Apartments

Bank Note Place

120 E Cullerton StChicago, IL 60616
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Park Place Tower
Studio Apartments

Park Place Tower

655 W Irving Park RdChicago, IL 60613
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Dickinson House
Studio to 2 Bedroom Apartments

Dickinson House

1355 N Sandburg TerChicago, IL 60610
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Cummings House
1 to 3 Bedroom Apartments

Cummings House

1360 N Sandburg TerChicago, IL 60610
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The James House
Studio Apartments

The James House

1560 N Sandburg TerChicago, IL 60610
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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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30 E Huron St
2 Bedroom Apartments

30 E Huron St

30 E Huron StChicago, IL 60611
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The Elm at Clark
Studio to 3 Bedroom Apartments

The Elm at Clark

1122 N Clark StChicago, IL 60610
Showing Results 251-300, Page 6 of 10

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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 Courts of the Fountains listed at $1,180.

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

The average rent for a Apartment in Chicago with Swimming Pool is $4,220.

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

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

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

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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.

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Best Neighborhoods to Rent in Near Chicago's Top Employers

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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.

Articles, How-To's, and Tips

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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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.

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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.