
Apartments for Rent in Chicago, IL Under $3,500 with Swimming Pool (253 Rentals) Page 4 of 6


Total Monthly Price
17 N Ada St, Unit 701

Total Monthly Price
1150 S Michigan Ave

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655 W Irving Park Rd, Unit 2308

Total Monthly Price
2102 W Barry Ave, Unit 1

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720 W Gordon Terrace, Unit 5C

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620 N State St

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4653 N Major Ave, Unit 2S

3710 N Pine Grove Ave, Unit 311

617 N Wells St, Unit 1003

1380 W Randolph St, Unit 813

347 W Chestnut St, Unit 1313

347 W Chestnut St, Unit 2506

347 W Chestnut St, Unit 711

513 S Damen Ave, Unit 809

513 S Damen Ave, Unit 1312

513 S Damen Ave, Unit 2009

513 S Damen Ave, Unit 1205

513 S Damen Ave, Unit 1416

513 S Damen Ave, Unit 916

513 S Damen Ave, Unit 702

513 S Damen Ave, Unit 1906

513 S Damen Ave, Unit 401

1930 S Wabash Ave, Unit 417

3710 N Pine Grove Ave, Unit 4

347 W Chestnut St, Unit 1904

347 W Chestnut St, Unit 2112

800 N Cleveland Ave, Unit 1304

740 N Aberdeen St, Unit 307

347 W Chestnut St, Unit 911

210 E Illinois St, Unit 1204

119 W Randolph St, Unit 1705

160 N Aberdeen St, Unit 1214

1229 N Dearborn St

900 S Shore Dr, Unit 2306

1637 W Chicago Ave

211 E. Ohio St.

Hollywood Towers

R+D659

55 E Erie St

600 N Lake Shore Dr

Coronado

1636 N Wells St

Luxury condo unit

1850 N. Clark St.

The Duplex Tower

The Reserve

Buckingham

Top of The Mount Apartments

Total Monthly Price
Albion Oak 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 | $2,031 | $595 | $5,465 |
| Chicago 1 Bedroom Apartments | $2,476 | $640 | $9,987 |
| Chicago 2 Bedroom Apartments | $3,061 | $762 | $10,000+ |
| Chicago 3 Bedroom Apartments | $3,778 | $883 | $10,000+ |
| Chicago 4 Bedroom Apartments | $4,062 | $924 | $10,000+ |
| Chicago 5 Bedroom Apartments | $7,612 | $1,995 | $10,000+ |
| Chicago 6 Bedroom Apartments | $7,668 | $6,700 | $10,000+ |
Explore Chicago
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 3548 S Western Ave, Unit 1R listed at $1,095.
How much is the average rent for Chicago Apartments with Swimming Pool?
The average rent for a Apartment in Chicago with Swimming Pool is $4,250.
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 589 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

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.