
Luxury Apartments for Rent in Chicago, IL with Swimming Pool (277 Rentals)
The most luxurious Apartments in Chicago with high-end amenities, features, and finishes.


Sentral Michigan Avenue

The 808 Cleveland

The Residences at NewCity

Shoreham and Tides

Cassidy on Canal

Millie on Michigan
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

One Chicago

Wolf Point East

Arrive Michigan Avenue

NEMA Chicago

ONE Old Town Park

727 West Madison

The Apartments at Lincoln Common

The Gallery on Wells

Exhibit on Superior

1001 South State

Marquee at Block 37

Wolf Point West

North Water Apartments

JeffJack Apartments

Arrive South Loop

Arrive Streeterville

AMLI River North

Coast at Lakeshore East

Echelon Chicago

SoNo East

One Superior Place

North Harbor Tower

The Streeter

Aqua at Lakeshore East

MDA Apartments

The Chicagoan

Flora

The Sally

Regents Park

Coppia

868 N. Wells
Chicago, IL Local Guide

How much does it cost to rent an apartment in Chicago?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chicago Studio Apartments | $2,119 | $532 | $10,000+ |
Chicago 1 Bedroom Apartments | $2,659 | $750 | $10,000+ |
Chicago 2 Bedroom Apartments | $3,370 | $900 | $10,000+ |
Chicago 3 Bedroom Apartments | $3,955 | $1,025 | $10,000+ |
Chicago 4 Bedroom Apartments | $2,958 | $981 | $10,000+ |
Chicago 5 Bedroom Apartments | $4,159 | $1,500 | $6,200 |
Explore Chicago
Chicago, IL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Getting Around Chicago, IL
Walk Score®
83 / 100
Very Walkable
Most errands can be accomplished on foot
Bike Score®
77 / 100
Very Bikeable
Biking is convenient for most trips
Transit Score®
66 / 100
Good Transit
Many nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 The Sovereign listed at $970.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $3,886.
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 6,439 square feet unit starting from $2,151 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 695 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

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.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.