Apartments for Rent in Chicago, IL with Swimming Pool (591 Rentals) Page 2 of 12

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Catalyst
Rent Specials
$2,768 - $6,634

Total Monthly Price

Base Rent$2,768 - $6,634
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Catalyst

123 N Desplaines StChicago, IL 60661
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State and Grand
Rent Specials
$2,770 - $7,025

Total Monthly Price

Base Rent$2,770 - $7,025
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

State and Grand

505 N State StChicago, IL 60654
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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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One Six Six
$2,175 - $4,724

Total Monthly Price

Base Rent$2,175 - $4,724
Total Monthly Price$2,175 - $4,724
Studio to 3 Bedroom Apartments Available Now

One Six Six

166 N Aberdeen StChicago, IL 60607
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Westerly
Rent Specials
$2,308 - $6,440

Total Monthly Price

Base Rent$2,308 - $6,440
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Westerly

740 N Aberdeen StChicago, IL 60642
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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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Logan Apartments
$2,294 - $9,728

Total Monthly Price

Base Rent$2,294 - $9,728
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

Logan Apartments

2522 N Milwaukee AveChicago, IL 60647
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The Cooper
Rent Specials
$2,129 - $8,411

Total Monthly Price

Base Rent$2,129 - $8,411
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

The Cooper

720 S Wells StChicago, IL 60607
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465 North Park
$2,595 - $13,669

Total Monthly Price

Base Rent$2,595 - $13,669
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

465 North Park

465 N Park DrChicago, IL 60611
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The Sinclair
$2,738 - $14,064

Total Monthly Price

Base Rent$2,738 - $14,064
Total Monthly PriceVaries
Studio to 4 Bedroom Apartments Available Now

The Sinclair

1201 N La Salle DrChicago, IL 60610
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1225 Old Town
Rent Specials
$2,383 - $6,680

Total Monthly Price

Base Rent$2,383 - $6,680
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

1225 Old Town

1225 N Wells StChicago, IL 60610
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1133 N. Dearborn
Rent Specials
$1,869 - $4,064

Total Monthly Price

Base Rent$1,869 - $4,064
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

1133 N. Dearborn

1133 N Dearborn StChicago, IL 60610
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Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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OneEleven
Rent Specials
$2,663 - $18,058

Total Monthly Price

Base Rent$2,663 - $18,058
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

OneEleven

111 W Wacker DrChicago, IL 60601
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1120 N. LaSalle
Rent Specials
$1,816 - $3,616

Total Monthly Price

Base Rent$1,816 - $3,616
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

1120 N. LaSalle

1120 LaSalle DrChicago, IL 60610
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750 N. Rush
Rent Specials
$2,424 - $7,983

Total Monthly Price

Base Rent$2,424 - $7,983
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

750 N. Rush

750 N Rush StChicago, IL 60611
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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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100 W. Chestnut
$2,177 - $3,643

Total Monthly Price

Base Rent$2,177 - $3,643
Total Monthly PriceVaries
1 to 2 Bedroom Apartments Available Now

100 W. Chestnut

100 W Chestnut StChicago, IL 60610
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Union West
$2,403 - $10,989

Total Monthly Price

Base Rent$2,403 - $10,989
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Union West

939 W Washington BlvdChicago, IL 60607
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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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Showing Results 51-100, Page 2 of 12

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 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 $4,246.

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 604 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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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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

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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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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.