
Apartments for Rent in Chicago, IL with Swimming Pool (597 Rentals) Page 9 of 12


Tribune Tower Residences

The Buckingham

2500 N Lakeview Ave

Bank Note Place

Park Place Tower

Dickinson House

Cummings House

The James House

2800 N Lake Shore Dr

3110 N Sheridan Rd

30 E Huron St

The Elm at Clark

Edgewater Plaza Condominiums

Michigan 1400

Hanover House

Sheridan Point Condominiums

The Newport

Newberry Plaza

4343 N Clarendon Ave

SIX30 North Franklin Condos

1636 N Wells St

Luxury condo unit

1850 N. Clark St.

Americana Towers

800 N Michigan Ave

University Commons

1115-1169 S Plymouth Ct

Dearborn Park High Rise 2

Park Place Condominiums

Metropolitan

Lincolnwood Suites

Winston Towers

757-777 N Michigan Ave

The Brownstone

Embry West Loop

The Warwick

Millennium Centre

1100 N Lake Shore Dr

230 E Ontario St

Museum Park Tower 1

Waldorf Astoria Chicago Residences

University Station

The Parkside

The Tiara

Bryant House

1555 N Astor St

Thorndale Beach North Condominium

Cirrus Condominiums

340 On The Park
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 | $2,065 | $600 | $10,000+ |
| Chicago 1 Bedroom Apartments with Swimming Pool | $2,481 | $800 | $9,999 |
| Chicago 2 Bedroom Apartments with Swimming Pool | $3,094 | $850 | $10,000+ |
| Chicago 3 Bedroom Apartments with Swimming Pool | $3,791 | $695 | $10,000+ |
| Chicago 4 Bedroom Apartments with Swimming Pool | $4,438 | $1,025 | $10,000+ |
| Chicago 5 Bedroom Apartments | $5,368 | $750 | $10,000+ |
| Chicago 6 Bedroom Apartments | $11,716 | $1,795 | $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 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 $4,246.
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 604 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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
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When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
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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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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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First Apartment Regrets: Real Renters Share What They'd Do Differently
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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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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.