New Apartments for Rent in Chicago, IL with Swimming Pool (108 Rentals) Page 2 of 3

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The Reed
Rent Specials
$2,674 - $11,312

Total Monthly Price

Base Rent$2,674 - $11,312
Total Monthly PriceVaries
Built in 2023Studio to 3 Bedroom Apartments Available Now

The Reed

234 W Polk StChicago, IL 60607
Luxury
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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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EMME
Rent Specials
$2,516 - $4,594

Total Monthly Price

Base Rent$2,516 - $4,594
Total Monthly PriceVaries
Built in 2017Studio to 2 Bedroom Apartments Available Now

EMME

165 N Desplaines StChicago, IL 60661
Corporate Housing
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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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1431 W Lake St, Unit 202
$2,600

Total Monthly Price

Base Rent$2,600
Total Monthly Price$2,600
Built in 20221 Bedroom Apartment Available Sep 26

1431 W Lake St, Unit 202

1431 W Lake StChicago, IL 60607
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1201 W Lake St
$2,543 - $5,856

Total Monthly Price

Base Rent$2,543 - $5,856
Total Monthly Price$2,543 - $5,856
Built in 2018Studio to 3 Bedroom Apartment Available Now

1201 W Lake St

1201 W Lake StChicago, IL 60607
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326 E Ohio St
$4,200 - $5,600

Total Monthly Price

Base Rent$4,200 - $5,600
Total Monthly Price$4,200 - $5,600
Built in 20192 to 3 Bedroom Apartment Available Now

326 E Ohio St

326 E Ohio StChicago, IL 60611
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619 W Randolph St
$3,411 - $6,181

Total Monthly Price

Base Rent$3,411 - $6,181
Total Monthly Price$3,411 - $6,181
Built in 20181 to 3 Bedroom Apartment Available Now

619 W Randolph St

619 W Randolph StChicago, IL 60661
Affordability
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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1027 W Addison St
$2,693 - $4,604

Total Monthly Price

Base Rent$2,693 - $4,604
Total Monthly Price$2,693 - $4,604
Built in 20191 to 2 Bedroom Apartment Available Now

1027 W Addison St

1027 W Addison StChicago, IL 60613
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Hugo
Built in 20232 Bedroom Apartments

Hugo

401 W Chicago AveChicago, IL 60654
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No. 9 Walton
Built in 2018Studio Apartments

No. 9 Walton

9 W Walton StChicago, IL 60610
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Embry West Loop
Built in 20233 to 4 Bedroom Apartments

Embry West Loop

19 N May StChicago, IL 60607
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Cirrus Condominiums
Built in 20221 to 4 Bedroom Apartments

Cirrus Condominiums

211 N Harbor DrChicago, IL 60601
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District Haus
Built in 20253 Bedroom Apartments

District Haus

1626 W Hastings StChicago, IL 60608
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District 1860
Rent Specials
$1,741 - $4,322

Total Monthly Price

Base Rent$1,741 - $4,322
Total Monthly PriceVaries
Built in 2023Studio to 3 Bedroom Apartments Available Now

District 1860

7215 N District AveLincolnwood, IL 60712
Luxury
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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The Henry at Harms Woods
Rent Specials
$3,010 - $7,515

Total Monthly Price

Base Rent$3,010 - $7,515
Total Monthly PriceVaries
Built in 2025Studio to 4 Bedroom Apartments Available Now

The Henry at Harms Woods

5424 Old Orchard RdSkokie, IL 60077
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Albion Oak Park
$1,766 - $5,290

Total Monthly Price

Base Rent$1,766 - $5,290
Total Monthly PriceVaries
Built in 2019Studio to 3 Bedroom Apartments Available Now

Albion Oak Park

1000 Lake StOak Park, IL 60301
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Uptown La Grange
$2,212 - $5,337

Total Monthly Price

Base Rent$2,212 - $5,337
Total Monthly PriceVaries
Built in 2017Studio to 3 Bedroom Apartments Available Now

Uptown La Grange

31 E Ogden AveLa Grange, IL 60525
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Vyne on Haven
$2,001 - $6,326

Total Monthly Price

Base Rent$2,001 - $6,326
Total Monthly PriceVaries
Built in 2024Studio to 3 Bedroom Apartments Available Now

Vyne on Haven

100 N Haven RdElmhurst, IL 60126
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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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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 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

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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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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.