
Apartments for Rent in Chicago, IL with Swimming Pool (486 Rentals) Page 7 of 10


The Newport

Newberry Plaza

4343 N Clarendon Ave

Tribune Tower Residences

The Buckingham

2500 N Lakeview Ave

SIX30 North Franklin Condos

1636 N Wells St

Luxury condo unit

1850 N. Clark St.

The Duplex Tower

Bryant House

1555 N Astor St

Thorndale Beach North Condominium

Cirrus Condominiums

340 On The Park

680 N Lake Shore Dr

1500 N Lake Shore Dr

3470 N Lake Shore Dr

Glen Lake Condominiums

The Palmolive Condos

800 N Michigan Ave

University Commons

1115-1169 S Plymouth Ct

Dearborn Park High Rise 2

State & Chestnut

Park Place Condominiums

Metropolitan

Kilmer House

Lincolnwood Suites

Winston Towers

1516 N State Pky

71 E Division St

1221 W Washington Blvd

Hampden Tower

5100 N Marine Dr

Plaza on Dewitt

Stratford at South Commons

200 S State St

949 N Damen Ave

Dearborn Park High Rise 1

757 Orleans at Chicago

1415 N Dearborn St

Ambassador House Condos

Towers Condominium

Lakeview Condominium Association

2650 N Lakeview Ave

District Haus

Residences 132 East Delaware Place
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 with Swimming Pool | $1,988 | $600 | $9,940 |
| Chicago 1 Bedroom Apartments with Swimming Pool | $2,490 | $650 | $10,000+ |
| Chicago 2 Bedroom Apartments with Swimming Pool | $3,091 | $850 | $10,000+ |
| Chicago 3 Bedroom Apartments with Swimming Pool | $3,854 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments with Swimming Pool | $3,443 | $970 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,474 | $2,600 | $10,000+ |
| Chicago 6 Bedroom Apartments | $6,142 | $750 | $10,000+ |
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Chicago, IL Area Reviews
Nicole • 4+ years in Chicago
April 10, 2026Big 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

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.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
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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.

Best Neighborhoods to Rent in Near Chicago's Top Employers
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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.

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

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.

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

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.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.