Luxury Apartments for Rent in Chicago, IL with Swimming Pool (231 Rentals)

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The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.

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Flora
$2,511 - $13,571
Total Monthly Price

Total Monthly Price

Base Rent
$2,511 - $13,571
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Flora

1114 W Carroll AveChicago, IL 60607
Luxury
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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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Spoke
Rent Specials
$2,170 - $3,608
Total Monthly Price

Total Monthly Price

Base Rent
$2,170 - $3,608
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Spoke

728 N Morgan StChicago, IL 60642
Corporate Housing
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1001 South State
Rent Specials
$2,356 - $12,383
Total Monthly Price

Total Monthly Price

Base Rent
$2,356 - $12,383
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1001 South State

1001 S State StChicago, IL 60605
Corporate Housing
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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AMLI Lofts
$2,493 - $6,770
Total Monthly Price

Total Monthly Price

Base Rent
$2,493 - $6,770
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

AMLI Lofts

850 S Clark StChicago, IL 60605
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AMLI River North
$2,639 - $7,084
Total Monthly Price

Total Monthly Price

Base Rent
$2,639 - $7,084
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Jun 26

AMLI River North

71 W Hubbard StChicago, IL 60654
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Hubbard Place
Rent Specials
$2,733 - $5,677
Total Monthly Price

Total Monthly Price

Base Rent
$2,733 - $5,677
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Studio to 2 Bedroom Apartments Available Now

Hubbard Place

360 W Hubbard StChicago, IL 60654
Luxury
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One Superior Place
$2,453 - $4,370
Total Monthly Price

Total Monthly Price

Base Rent
$2,453 - $4,370
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

One Superior Place

1 W Superior StChicago, IL 60654
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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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AMLI West Loop
$2,954 - $7,305
Total Monthly Price

Total Monthly Price

Base Rent
$2,954 - $7,305
Total Monthly Price
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Studio to 2 Bedroom Apartments Available Now

AMLI West Loop

205 S PeoriaChicago, IL 60607
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SoNo East
Rent Specials
$2,542 - $4,891
Total Monthly Price

Total Monthly Price

Base Rent
$2,542 - $4,891
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

SoNo East

840 W Blackhawk StChicago, IL 60642
Eco-Friendly
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It's time to soak up some sun!

One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

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AMLI 808
$2,229 - $6,716
Total Monthly Price

Total Monthly Price

Base Rent
$2,229 - $6,716
Total Monthly Price
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Studio to 2 Bedroom Apartments Available Now

AMLI 808

808 N Wells StChicago, IL 60610
Luxury
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The Van Buren
Rent Specials
$2,736 - $5,968
Total Monthly Price

Total Monthly Price

Base Rent
$2,736 - $5,968
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Jul 1

The Van Buren

808 W Van Buren StChicago, IL 60607
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Catalyst
Rent Specials
$2,640 - $4,529
Total Monthly Price

Total Monthly Price

Base Rent
$2,640 - $4,529
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Catalyst

123 N Desplaines StChicago, IL 60661
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1225 Old Town
$2,395 - $7,191
Total Monthly Price

Total Monthly Price

Base Rent
$2,395 - $7,191
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1225 Old Town

1225 N Wells StChicago, IL 60610
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State and Grand
Rent Specials
$3,077 - $7,974
Total Monthly Price

Total Monthly Price

Base Rent
$3,077 - $7,974
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

State and Grand

505 N State StChicago, IL 60654
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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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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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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 Midpointe listed at $1,081.

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

The average rent for a Apartment in Chicago with Swimming Pool is $4,245.

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 584 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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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

Written by: Nicole Harms

I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

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Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

Written by: Nicole Harms

With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

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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.

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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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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.