
New Apartments for Rent in Chicago, IL with Swimming Pool (101 Rentals) Page 2 of 3


Eight Eleven Uptown

Cassidy on Canal

The Saint Grand

Solverre

Millie On Michigan

Fulbrix Apartments

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The Reed

CADENCE APARTMENTS

The Winnie
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

1000M Apartments

Parkline Chicago

Wicker Park Connection

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EMME

Arco Old Town

3Eleven

The Gallery on Wells

Exhibit on Superior

Niche 905

The Parker Fulton Market
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.

Hugo River North

EDGE on Broadway

Seven 10 West

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326 E Ohio St

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370 N Desplaines St, Unit 201

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619 W Randolph St

Hugo

Tribune Tower Residences

No. 9 Walton

Embry West Loop
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Cirrus Condominiums

District Haus

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Albion Oak Park

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District 1860

Elmhurst 255

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The Henry at Harms Woods

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Albion Evanston

Top of The Mount Apartments

The Emerson

Arbor House
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Uptown La Grange

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Vyne on Haven

The Fynn

Novu Apartments

The Monarch

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The Marke

The Residences at Sawmill Station

The Residences at Hamilton Lakes

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Avidor Evanston 55+ Active Adult Apartment Homes

Welkin Apartments
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $2,022 | $595 | $4,964 |
| Chicago 1 Bedroom Apartments | $2,461 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments | $3,030 | $500 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,646 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $3,690 | $924 | $10,000+ |
| Chicago 5 Bedroom Apartments | $5,854 | $2,695 | $10,000+ |
| Chicago 6 Bedroom Apartments | $10,532 | $6,790 | $10,000+ |
Explore Chicago
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 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 607 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

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.

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.

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.

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.
Articles, How-To's, and Tips

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.

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.

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.

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.