
Apartments for Rent in Chicago, IL with Swimming Pool (484 Rentals) Page 4 of 10


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233 S Halsted St

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326 E Ohio St

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370 N Desplaines St, Unit 201

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110 N Carpenter St

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808 N Lake Shore Dr

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444 N Orleans St

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1240 W Randolph St

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651 W Washington Blvd

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944 W Madison St

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316 W Illinois St

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451 N State St

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601 N State St

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619 W Randolph St

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3732 N Pine Grove Ave

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3714 W Cortland St, Unit 2

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942 W Huron St

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215 N Clinton St

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211 E Ohio St, Unit 2719

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158 W Division St

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1415 W Randolph St

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2219 W Wellington Ave, Unit CH

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3018 N Sheridan Rd, Unit 14A

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400 N State St, Unit 1-3303

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1833 N Leavitt St, Unit 212

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900 W Washington Blvd, Unit 32E

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502 E Illinois St, Unit 1812

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4315 N Hazel St, Unit 104

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1436 W Randolph St, Unit 619

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17 N Ada St, Unit 701

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1150 S Michigan Ave

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316 W Erie St, Unit 807

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211 E Ohio St, Unit 2612

715 S Clark St, Unit 2801

190 E Illinois St, Unit 2102

3710 N Pine Grove Ave, Unit 311

617 N Wells St, Unit 1003

1356 W Randolph St, Unit 1802

145 N Desplaines St, Unit 1003

461 W Chicago Ave, Unit 2003

347 W Chestnut St, Unit 1313

181 E Illinois St, Unit 220EI

461 W Chicago Ave, Unit 1502

525 N State St, Unit 2

1356 W Randolph St, Unit 2003

190 E Illinois St, Unit 3005

501 N State St, Unit 2203

347 W Chestnut St, Unit 2506

200 N Wells St, Unit 2201

513 S Damen Ave, Unit 809
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+ |
Browse Top Apartments in Chicago
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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 $4,220.
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

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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.