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$4,195 - $6,8001 to 2 Bedroom Apartments Available Aug 27
One Bennett Park
514 N Peshtigo CtChicago, IL 60611
Apartments for Rent in Chicago, IL with Swimming Pool (484 Rentals) Page 2 of 10
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$2,818 - $7,170
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1 to 3 Bedroom Apartments Available NowTotal Monthly Price
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$2,818 - $7,170
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State and Grand
505 N State StChicago, IL 60654
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$2,317 - $4,769
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$2,317 - $4,769
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Lake and Wells
210 N Wells StChicago, IL 60606
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$2,050 - $3,4501 to 2 Bedroom Apartments Available Now
Lake Shore Plaza
445 E Ohio StChicago, IL 60611
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$2,900 - $5,860Studio to 2 Bedroom Apartments Available Now
500 Lake Shore Drive
500 N Lake Shore DrChicago, IL 60611
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$2,469 - $4,9391 to 2 Bedroom Apartments Available Now
Arrive LEX
2138 S Indiana AveChicago, IL 60616
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Rent Specials
$1,474 - $5,873Studio to 4 Bedroom Apartments Available Now
The 808 Cleveland
808 N Cleveland AveChicago, IL 60610
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$1,249 - $3,013Studio to 2 Bedroom Apartments Available Aug 1
The Flamingo Apartments
5500 S Shore DrChicago, IL 60637
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$1,399 - $2,457Studio to 4 Bedroom Apartments Available Now
Straits Row
633 S La Salle StChicago, IL 60605
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$2,310 - $4,709Studio to 3 Bedroom Apartments Available Now
Eugenie Terrace on the Park
1730 N Clark StChicago, IL 60614
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
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$2,459 - $8,834Studio to 3 Bedroom Apartments Available Now
Onni Fulton Market
354 N Union AveChicago, IL 60661
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Rent Specials
$2,464 - $7,891
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$2,464 - $7,891
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Westerly
740 N Aberdeen StChicago, IL 60642
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$2,019 - $3,347Studio to 1 Bedroom Apartments Available Now
The Rosie
1461 S Blue Island AveChicago, IL 60608
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$2,258 - $48,409Studio to 4 Bedroom Apartments Available Now
369 Grand by Onni
369 W Grand AveChicago, IL 60654
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Rent Specials
$3,523 - $13,157Studio to 3 Bedroom Apartments Available Jul 28
One Chicago
14 W Superior StChicago, IL 60654
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$2,123 - $5,257Studio to 3 Bedroom Apartments Available Now
The Grand Central
221 W Harrison StChicago, IL 60607
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$2,445 - $14,160
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$2,445 - $14,160
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The Sinclair
1201 N La Salle DrChicago, IL 60610
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$2,828 - $7,5501 to 2 Bedroom Apartments Available Now
73 East Lake
73 E Lake StChicago, IL 60601
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$2,177 - $3,643
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1 to 2 Bedroom Apartments Available Aug 31Total Monthly Price
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$2,177 - $3,643
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100 W. Chestnut
100 W Chestnut StChicago, IL 60610
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$2,718 - $21,643
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$2,718 - $21,643
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OneEleven
111 W Wacker DrChicago, IL 60601
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.
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$2,132 - $4,226Studio to 2 Bedroom Apartments Available Now
Asbury Plaza
750 N Dearborn StChicago, IL 60654
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$2,058 - $4,343Studio to 2 Bedroom Apartments Available Sep 1
Elm Street Plaza
1130 N Dearborn StChicago, IL 60610
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$1,695 - $2,515Studio to 1 Bedroom Apartments Available Now
The Sally
1135 W Winona StChicago, IL 60640
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$3,206 - $9,325
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1 to 2 Bedroom Apartments Available Aug 20Total Monthly Price
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$3,206 - $9,325
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Logan Apartments
2522 N Milwaukee AveChicago, IL 60647
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$2,513 - $5,538Studio to 2 Bedroom Apartments Available Aug 16
Eleven40
1140 So Wabash AveChicago, IL 60605
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$2,290 - $12,184
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$2,290 - $12,184
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The Cooper
720 S Wells StChicago, IL 60607
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$2,841 - $14,536
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$2,841 - $14,536
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465 North Park
465 N Park DrChicago, IL 60611
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$2,349 - $13,394
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$2,349 - $13,394
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727 West Madison
727 W Madison StChicago, IL 60661
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$2,046 - $9,437Studio to 3 Bedroom Apartments Available Now
The Elle Apartments
801 S Financial PlChicago, IL 60605
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$3,019 - $18,7621 to 3 Bedroom Apartments Available Now
The Hudson
750 N Hudson AveChicago, IL 60654
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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$2,873 - $12,633Studio to 3 Bedroom Apartments Available Now
Aurelien
833 N Clark StChicago, IL 60610
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$2,297 - $10,011Studio to 3 Bedroom Apartments Available Now
1000 South Clark
1000 S Clark St.Chicago, IL 60605
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$2,405 - $6,730
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$2,405 - $6,730
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1225 Old Town
1225 N Wells StChicago, IL 60610
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$1,869 - $4,064
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$1,869 - $4,064
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1133 N. Dearborn
1133 N Dearborn StChicago, IL 60610
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$2,305 - $14,264Studio to 2 Bedroom Apartments Available Now
Gateway West Loop
11 S Green StChicago, IL 60607
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$2,105 - $3,992Studio to 3 Bedroom Apartments Available Now
3450 N. Lake Shore Drive
3450 N Lake Shore DrChicago, IL 60657
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$1,779 - $5,873Studio to 2 Bedroom Apartments Available Now
The Montrose
4334 N Hazel StChicago, IL 60613
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$2,493 - $7,310
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$2,493 - $7,310
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Env Chicago
161 W Kinzie StChicago, IL 60654
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$2,217 - $5,737Studio to 3 Bedroom Apartments Available Now
Alta
555 W Kinzie StChicago, IL 60654
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$1,871 - $3,977Studio to 2 Bedroom Apartments Available Now
Scio at the Medical District
901 S Ashland AveChicago, IL 60607
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.
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$1,615 - $3,616
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Studio to 2 Bedroom Apartments Available Aug 1Total Monthly Price
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$1,615 - $3,616
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1120 N. LaSalle
1120 LaSalle DrChicago, IL 60610
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$2,424 - $7,983
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$2,424 - $7,983
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750 N. Rush
750 N Rush StChicago, IL 60611
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$2,553 - $5,3451 to 2 Bedroom Apartments Available Now
Foundry
1475 N Kingsbury StChicago, IL 60642
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$2,9251 Bedroom Apartments Available Now
6 Corners Lofts
4714 W Irving Park RdChicago, IL 60641
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$1,995 - $8,461Studio to 3 Bedroom Apartments Available Aug 4
1407 on Michigan
1407 S Michigan AveChicago, IL 60605
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$2,489 - $4,174Studio to 2 Bedroom Apartments Available Jul 31
Millennium on LaSalle
29 S La Salle StChicago, IL 60603
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$2,225 - $3,553Studio to 3 Bedroom Apartments Available Now
Landmark West Loop
1035 W Van Buren StChicago, IL 60607
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$2,299 - $10,000Studio to 3 Bedroom Apartments Available Aug 3
Linea Apartments
215 W Lake StChicago, IL 60606
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$2,126 - $4,113Studio to 3 Bedroom Apartments Available Now
215 West Apartments
215 W Washington StChicago, IL 60606
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$1,760 - $4,525Studio to 3 Bedroom Apartments Available Now
Axis Apartments and Lofts
441 E Erie StChicago, IL 60611
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.
Showing Results 51-100, Page 2 of 10
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 | $2,018 | $595 | $4,964 |
| Chicago 1 Bedroom Apartments with Swimming Pool | $2,462 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments with Swimming Pool | $3,041 | $500 | $10,000+ |
| Chicago 3 Bedroom Apartments with Swimming Pool | $3,691 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments with Swimming Pool | $3,779 | $924 | $10,000+ |
| Chicago 5 Bedroom Apartments | $5,729 | $2,695 | $10,000+ |
| Chicago 6 Bedroom Apartments | $15,122 | $6,790 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
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Chicago, IL Area Reviews
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Write a ReviewNicole • 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 601 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
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.
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.