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Apartments for Rent in Chicago, IL with Swimming Pool (507 Rentals) Page 8 of 11
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$1,735 - $4,014Studio to 3 Bedroom Apartments Available Jan 1, 2026
Buckingham
750 E Northwest HwyDes Plaines, IL 60016
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$1,850 - $3,502Studio to 2 Bedroom Apartments Available Now
The Emerson
1135 Westgate StOak Park, IL 60301
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Rent Specials
$2,950 - $4,3502 to 3 Bedroom Apartments Available Now
The Grove - Encore
8000 O’Connor DrRiver Grove, IL 60171
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Rent Specials
$2,399 - $7,300Studio to 4 Bedroom Apartments Available Now
The Henry at Harms Woods
5424 Old Orchard RdSkokie, IL 60077
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 | $1,913 | $575 | $7,500 |
| Chicago 1 Bedroom Apartments with Swimming Pool | $2,383 | $550 | $9,250 |
| Chicago 2 Bedroom Apartments with Swimming Pool | $2,928 | $750 | $10,000+ |
| Chicago 3 Bedroom Apartments with Swimming Pool | $3,589 | $740 | $10,000+ |
| Chicago 4 Bedroom Apartments with Swimming Pool | $4,040 | $1,040 | $10,000+ |
| Chicago 5 Bedroom Apartments | $8,115 | $1,925 | $10,000+ |
| Chicago 6 Bedroom Apartments | $12,708 | $950 | $10,000+ |
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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 $4,016.
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 $2,327 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 645 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
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.
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.
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
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.