Apartments for Rent in Chicago, IL with Swimming Pool (483 Rentals) Page 7 of 10

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Michigan 1400
1 to 3 Bedroom Apartments

Michigan 1400

1400 S Michigan AveChicago, IL 60605
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Hanover House
Studio to 3 Bedroom Apartments

Hanover House

21 W Goethe StChicago, IL 60610
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The Newport
Studio Apartments

The Newport

4800 S Chicago Beach DrChicago, IL 60615
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Newberry Plaza
1 to 3 Bedroom Apartments

Newberry Plaza

1030 N State StChicago, IL 60610
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The Buckingham
1 to 3 Bedroom Apartments

The Buckingham

360 E Randolph DrChicago, IL 60601
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1636 N Wells St
Studio Apartments

1636 N Wells St

1636 N Wells StChicago, IL 60614
  • Utilities Included
  • Smoke Free
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Luxury condo unit
Studio to 3 Bedroom Apartments

Luxury condo unit

333 N CanalChicago, IL 60606
Corporate Housing
  • Smoke Free
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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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Americana Towers
2 Bedroom Apartments

Americana Towers

1636-1640 N Wells StChicago, IL 60614
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University Commons
1 to 3 Bedroom Apartments

University Commons

1033-1151 W 14th PlChicago, IL 60608
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Metropolitan
Studio to 3 Bedroom Apartments

Metropolitan

5320 N SheridanChicago, IL 60640
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Kilmer House
1 Bedroom Apartments

Kilmer House

1555 N Sandburg TerChicago, IL 60610
Furnished
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Winston Towers
1 to 4 Bedroom Apartments

Winston Towers

6833-7141 N Kedzie AveChicago, IL 60645
Senior Living
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1516 N State Pky
2 Bedroom Apartments

1516 N State Pky

1516 N State PkyChicago, IL 60610
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71 E Division St
2 Bedroom Apartments

71 E Division St

71 E Division StChicago, IL 60610
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Hampden Tower
1 to 3 Bedroom Apartments

Hampden Tower

2754 N HAMPDEN CtChicago, IL 60614
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5100 N Marine Dr
1 to 2 Bedroom Apartments

5100 N Marine Dr

5100 N Marine DrChicago, IL 60640
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Plaza on Dewitt
1 to 2 Bedroom Apartments

Plaza on Dewitt

260 E Chestnut StChicago, IL 60611
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450 W Briar Pl
1 Bedroom Apartments

450 W Briar Pl

450 W Briar PlChicago, IL 60657
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200 S State St
1 Bedroom Apartments

200 S State St

200 S State StChicago, IL 60604
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949 N Damen Ave
1 to 3 Bedroom Apartments

949 N Damen Ave

949 N Damen AveChicago, IL 60622
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Towers Condominium
1 to 2 Bedroom Apartments

Towers Condominium

1221 N Dearborn StChicago, IL 60610
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District Haus
3 Bedroom Apartments

District Haus

1626 W Hastings StChicago, IL 60608
  • Utilities Included
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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
Showing Results 301-350, Page 7 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

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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

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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.