Top Rated Apartments for Rent in Chicago, IL with Swimming Pool (101 Rentals) Page 2 of 3

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Apartments in Chicago with the best features, newest construction, and richest amenities.

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Union West
$2,254 - $10,846

Total Monthly Price

Base Rent$2,254 - $10,846
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Union West

939 W Washington BlvdChicago, IL 60607
Luxury
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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

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The Reed
Rent Specials
$2,761 - $11,312

Total Monthly Price

Base Rent$2,761 - $11,312
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

The Reed

234 W Polk StChicago, IL 60607
Luxury
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EMME
Rent Specials
$2,469 - $4,444

Total Monthly Price

Base Rent$2,469 - $4,444
Total Monthly PriceVaries
Studio to 2 Bedroom Apartments Available Now

EMME

165 N Desplaines StChicago, IL 60661
Corporate Housing
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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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1111 N. Dearborn
$1,824 - $4,902

Total Monthly Price

Base Rent$1,824 - $4,902
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

1111 N. Dearborn

1111 N Dearborn StChicago, IL 60610
Affordability
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One East Scott
Studio to 1 Bedroom Apartments

One East Scott

1 E Scott StChicago, IL 60610
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850 Lake Shore Drive
Studio to 3 Bedroom Apartments

850 Lake Shore Drive

850 N Lake Shore DrChicago, IL 60611
Military
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Park Place Tower
Studio Apartments

Park Place Tower

655 W Irving Park RdChicago, IL 60613
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2800 N Lake Shore Dr
Studio to 4 Bedroom Apartments

2800 N Lake Shore Dr

2800 N Lake Shore DrChicago, IL 60657
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1850 N. Clark St.
Studio to 1 Bedroom Apartments

1850 N. Clark St.

1850-1856 N Clark StChicago, IL 60614

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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Park 205 Apartments
$2,657 - $6,035

Total Monthly Price

Base Rent$2,657 - $6,035
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

Park 205 Apartments

205 W Touhy AvePark Ridge, IL 60068
Corporate Housing
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Vyne on Haven
$2,001 - $6,326

Total Monthly Price

Base Rent$2,001 - $6,326
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

Vyne on Haven

100 N Haven RdElmhurst, IL 60126
Corporate Housing
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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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The Marke
$2,302 - $4,621

Total Monthly Price

Base Rent$2,302 - $4,621
Total Monthly PriceVaries
1 to 3 Bedroom Apartments Available Now

The Marke

100 N Addison AveElmhurst, IL 60126
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1717 Evanston
$2,690 - $15,810

Total Monthly Price

Base Rent$2,690 - $15,810
Total Monthly PriceVaries
Studio to 3 Bedroom Apartments Available Now

1717 Evanston

1717 Ridge AveEvanston, IL 60201
Furnished
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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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Showing Results 51-100, Page 2 of 3

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 The Lawrence House listed at $1,075.

How much is the average rent for Chicago Apartments with Swimming Pool?

The average rent for a Apartment in Chicago with Swimming Pool is $4,263.

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.

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