Apartments for Rent in Chicago, IL Under $3,500 with Swimming Pool (251 Rentals)

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Flora
$2,504 - $5,157
Total Monthly Price

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$2,504 - $5,157
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Studio to 3 Bedroom Apartments Available Now

Flora

1114 W Carroll AveChicago, IL 60607
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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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Spoke
Rent Specials
$2,465 - $3,395
Total Monthly Price

Total Monthly Price

Base Rent
$2,465 - $3,395
Total Monthly Price
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Studio to 3 Bedroom Apartments Available Now

Spoke

728 N Morgan StChicago, IL 60642
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1001 South State
Rent Specials
$2,415 - $9,869
Total Monthly Price

Total Monthly Price

Base Rent
$2,415 - $9,869
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1001 South State

1001 S State StChicago, IL 60605
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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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AMLI Lofts
$2,393 - $6,414
Total Monthly Price

Total Monthly Price

Base Rent
$2,393 - $6,414
Total Monthly Price
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Studio to 2 Bedroom Apartments Available Now

AMLI Lofts

850 S Clark StChicago, IL 60605
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AMLI River North
$2,489 - $6,916
Total Monthly Price

Total Monthly Price

Base Rent
$2,489 - $6,916
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Jul 4

AMLI River North

71 W Hubbard StChicago, IL 60654
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Hubbard Place
$2,913 - $5,664
Total Monthly Price

Total Monthly Price

Base Rent
$2,913 - $5,664
Total Monthly Price
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Studio to 2 Bedroom Apartments Available Now

Hubbard Place

360 W Hubbard StChicago, IL 60654
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One Superior Place
$2,479 - $4,345
Total Monthly Price

Total Monthly Price

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$2,479 - $4,345
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Studio to 2 Bedroom Apartments Available Now

One Superior Place

1 W Superior StChicago, IL 60654
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It's time to soak up some sun!

One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

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AMLI West Loop
$3,029 - $7,180
Total Monthly Price

Total Monthly Price

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$3,029 - $7,180
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Studio to 2 Bedroom Apartments Available Now

AMLI West Loop

205 S PeoriaChicago, IL 60607
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SoNo East
Rent Specials
$2,444 - $5,285
Total Monthly Price

Total Monthly Price

Base Rent
$2,444 - $5,285
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Now

SoNo East

840 W Blackhawk StChicago, IL 60642
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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AMLI 808
$2,269 - $6,716
Total Monthly Price

Total Monthly Price

Base Rent
$2,269 - $6,716
Total Monthly Price
Varies
Studio to 2 Bedroom Apartments Available Jul 18

AMLI 808

808 N Wells StChicago, IL 60610
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The Van Buren
Rent Specials
$2,736 - $5,956
Total Monthly Price

Total Monthly Price

Base Rent
$2,736 - $5,956
Total Monthly Price
Varies
1 to 2 Bedroom Apartments Available Jul 1

The Van Buren

808 W Van Buren StChicago, IL 60607
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Elevate Lincoln Park
$2,623 - $13,380
Total Monthly Price

Total Monthly Price

Base Rent
$2,623 - $13,380
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Jul 8

Elevate Lincoln Park

930 W Altgeld StChicago, IL 60614
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Catalyst
Rent Specials
$2,640 - $6,710
Total Monthly Price

Total Monthly Price

Base Rent
$2,640 - $6,710
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

Catalyst

123 N Desplaines StChicago, IL 60661
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1225 Old Town
$2,395 - $7,205
Total Monthly Price

Total Monthly Price

Base Rent
$2,395 - $7,205
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1225 Old Town

1225 N Wells StChicago, IL 60610
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State and Grand
Rent Specials
$2,894 - $8,021
Total Monthly Price

Total Monthly Price

Base Rent
$2,894 - $8,021
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

State and Grand

505 N State StChicago, IL 60654
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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

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Chicago, IL Local Guide

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chicago, IL Rentals by Map

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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 $4,259.

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 577 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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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.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.