New Apartments for Rent in Chicago, IL with Swimming Pool (100 Rentals)

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AMLI West Loop
$2,504 - $6,898
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$2,504 - $6,898
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Built in 2019Studio to 2 Bedroom Apartments Available Now

AMLI West Loop

205 S PeoriaChicago, IL 60607
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Flora
Rent Specials
$2,249 - $28,969
Total Monthly Price

Total Monthly Price

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$2,249 - $28,969
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Built in 2024Studio to 3 Bedroom Apartments Available Now

Flora

1114 W Carroll AveChicago, IL 60607
Luxury
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Spoke
Rent Specials
$2,274 - $5,793
Total Monthly Price

Total Monthly Price

Base Rent
$2,274 - $5,793
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Built in 2018Studio to 3 Bedroom Apartments Available Now

Spoke

728 N Morgan StChicago, IL 60642
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1001 South State
Rent Specials
$2,312 - $9,949
Total Monthly Price

Total Monthly Price

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$2,312 - $9,949
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Built in 2016Studio to 3 Bedroom Apartments Available Now

1001 South State

1001 S State StChicago, IL 60605
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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

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AMLI 808
$2,309 - $6,011
Total Monthly Price

Total Monthly Price

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$2,309 - $6,011
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Built in 2021Studio to 2 Bedroom Apartments Available Aug 14

AMLI 808

808 N Wells StChicago, IL 60610
Luxury
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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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The Van Buren
Rent Specials
$2,726 - $6,558
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Total Monthly Price

Base Rent
$2,726 - $6,558
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Built in 20181 to 2 Bedroom Apartments Available Jul 27

The Van Buren

808 W Van Buren StChicago, IL 60607
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Elevate Lincoln Park
$2,720 - $13,380
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$2,720 - $13,380
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Built in 2018Studio to 3 Bedroom Apartments Available Now

Elevate Lincoln Park

930 W Altgeld StChicago, IL 60614
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Westerly
Rent Specials
$2,464 - $7,891
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Total Monthly Price

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$2,464 - $7,891
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Built in 2020Studio to 3 Bedroom Apartments Available Now

Westerly

740 N Aberdeen StChicago, IL 60642
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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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The Sinclair
$2,445 - $14,160
Total Monthly Price

Total Monthly Price

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$2,445 - $14,160
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Built in 2017Studio to 4 Bedroom Apartments Available Now

The Sinclair

1201 N La Salle DrChicago, IL 60610
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Logan Apartments
$3,206 - $9,325
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$3,206 - $9,325
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Built in 20191 to 2 Bedroom Apartments Available Aug 20

Logan Apartments

2522 N Milwaukee AveChicago, IL 60647
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The Cooper
Rent Specials
$2,290 - $12,184
Total Monthly Price

Total Monthly Price

Base Rent
$2,290 - $12,184
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Built in 2018Studio to 3 Bedroom Apartments Available Now

The Cooper

720 S Wells StChicago, IL 60607
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465 North Park
$2,841 - $14,536
Total Monthly Price

Total Monthly Price

Base Rent
$2,841 - $14,536
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Built in 2018Studio to 3 Bedroom Apartments Available Now

465 North Park

465 N Park DrChicago, IL 60611
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727 West Madison
$2,349 - $13,394
Total Monthly Price

Total Monthly Price

Base Rent
$2,349 - $13,394
Total Monthly Price
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Built in 2018Studio to 3 Bedroom Apartments Available Now

727 West Madison

727 W Madison StChicago, IL 60661
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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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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Showing Results 1-50, Page 1 of 2

Chicago, IL Local Guide

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Location, Location, Location!

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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 601 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

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.

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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.

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.