
Apartments for Rent in Chicago, IL with Swimming Pool (597 Rentals) Page 10 of 12


1500 N Lake Shore Dr

3470 N Lake Shore Dr

Glen Lake Condominiums

The Palmolive Condos

1516 N State Pky

71 E Division St

1221 W Washington Blvd

200 S State St

949 N Damen Ave

Dearborn Park High Rise 1

757 Orleans at Chicago

1415 N Dearborn St

Ambassador House Condos

Towers Condominium

Lakeview Condominium Association

2650 N Lakeview Ave

District Haus

Residences 132 East Delaware Place

Old Town Residences

20 N State St

990 N Lake Shore Dr

550 N Saint Clair St

Pointe 1900 Residences

Hampden Court Condos

State Place Tower and Shops at State Place

100 East Bellevue

No. 9 Walton

Trump International Hotel & Tower - Chicago

Hampden Tower

5100 N Marine Dr

Plaza on Dewitt

Stratford at South Commons

450 W Briar Pl

Ovaltine

The Reserve

The Emerson

Huntington Square

Total Monthly Price
District 1860

Elmhurst 255

Total Monthly Price
The Henry at Harms Woods

Total Monthly Price
Park 205 Apartments

The Monarch

The Eagles

Total Monthly Price
Optima Old Orchard Woods

ReNew Des Plaines North & South

The GLEN VIEW

The Element

Total Monthly Price
Albion Oak Park

Glen Oaks Commons
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 The Sovereign listed at $940.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $4,196.
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

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.

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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.