Apartments for Rent in Chicago, IL Under $5,500 with Swimming Pool (277 Rentals) Page 5 of 6

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211 E. Ohio St.
Studio to 2 Bedroom Apartments

211 E. Ohio St.

205-215 E Ohio StChicago, IL 60611
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Hollywood Towers
1 Bedroom Apartments

Hollywood Towers

5701 N Sheridan RdChicago, IL 60660
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R+D659
Studio to 4 Bedroom Apartments

R+D659

645-659 W Randolph StChicago, IL 60661
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55 E Erie St
Studio to 3 Bedroom Apartments

55 E Erie St

55 E Erie StChicago, IL 60611
Corporate Housing
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600 N Lake Shore Dr
Studio to 3 Bedroom Apartments

600 N Lake Shore Dr

600 N Lake Shore DrChicago, IL 60611
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Coronado
Studio to 2 Bedroom Apartments

Coronado

3900 N Pine Grove AveChicago, IL 60613
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400 E Ohio St
3 Bedroom Apartments

400 E Ohio St

400 E Ohio StChicago, IL 60611
Corporate Housing
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1636 N Wells St
Studio Apartments

1636 N Wells St

1636 N Wells StChicago, IL 60614
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Luxury condo unit
Studio to 3 Bedroom Apartments

Luxury condo unit

333 N CanalChicago, IL 60606
Corporate Housing
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1850 N. Clark St.
Studio to 1 Bedroom Apartments

1850 N. Clark St.

1850-1856 N Clark StChicago, IL 60614
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The Duplex Tower
1 to 3 Bedroom Apartments

The Duplex Tower

6166 N Sheridan RdChicago, IL 60660
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Albion Oak Park
$1,871 - $4,631
Total Monthly Price

Total Monthly Price

Base Rent
$1,871 - $4,631
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Studio to 3 Bedroom Apartments Available Now

Albion Oak Park

1000 Lake StOak Park, IL 60301
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District 1860
Rent Specials
$2,098 - $4,691
Total Monthly Price

Total Monthly Price

Base Rent
$2,098 - $4,691
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Studio to 3 Bedroom Apartments Available Now

District 1860

7215 N District AveLincolnwood, IL 60712
Luxury
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Albion Evanston
Rent Specials
$2,436 - $3,058
Total Monthly Price

Total Monthly Price

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$2,436 - $3,058
Total Monthly Price
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Studio to 2 Bedroom Apartments Available Jul 6

Albion Evanston

1500 Sherman AveEvanston, IL 60201
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Park 205 Apartments
Rent Specials
$2,742 - $6,555
Total Monthly Price

Total Monthly Price

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$2,742 - $6,555
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1 to 3 Bedroom Apartments Available Now

Park 205 Apartments

205 W Touhy AvePark Ridge, IL 60068
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Uptown La Grange
$2,274 - $6,509
Total Monthly Price

Total Monthly Price

Base Rent
$2,274 - $6,509
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Studio to 3 Bedroom Apartments Available Now

Uptown La Grange

31 E Ogden AveLa Grange, IL 60525
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Orion Prospect
Rent Specials
$1,382 - $3,104
Total Monthly Price

Total Monthly Price

Base Rent
$1,382 - $3,104
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1 to 3 Bedroom Apartments Available Now

Orion Prospect

475 W Enterprise DrMount Prospect, IL 60056
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Vyne on Haven
$1,981 - $6,308
Total Monthly Price

Total Monthly Price

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$1,981 - $6,308
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Studio to 3 Bedroom Apartments Available Now

Vyne on Haven

100 N Haven RdElmhurst, IL 60126
Corporate Housing
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Showing Results 201-250, Page 5 of 6

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big 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 $4,260.

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 590 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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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.

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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.

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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.

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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

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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.

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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.

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.