Apartments for Rent in the Southwest Chicago Neighborhood of Chicago, IL with Swimming Pool (103 Rentals)

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AMLI West Loop
Rent Specials
$2,401 - $6,379
Total Monthly Price

Total Monthly Price

Base Rent
$2,401 - $6,379
Total Monthly Price
$2,401 - $6,379
Studio to 2 Bedroom Apartments Available Now

AMLI West Loop

205 S PeoriaChicago, IL 60607
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1001 South State
Rent Specials
$2,448 - $14,211
Total Monthly Price

Total Monthly Price

Base Rent
$2,448 - $14,211
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

1001 South State

1001 S State StChicago, IL 60605
Corporate Housing
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AMLI Lofts
$2,244 - $5,993
Total Monthly Price

Total Monthly Price

Base Rent
$2,244 - $5,993
Total Monthly Price
$2,244 - $5,993
Studio to 2 Bedroom Apartments Available Now

AMLI Lofts

850 S Clark StChicago, IL 60605
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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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The Van Buren
Rent Specials
$2,481 - $6,199
Total Monthly Price

Total Monthly Price

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$2,481 - $6,199
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1 to 2 Bedroom Apartments Available Now

The Van Buren

808 W Van Buren StChicago, IL 60607
Corporate Housing
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The Cooper
Rent Specials
$2,109 - $8,547
Total Monthly Price

Total Monthly Price

Base Rent
$2,109 - $8,547
Total Monthly Price
Varies
Studio to 3 Bedroom Apartments Available Now

The Cooper

720 S Wells StChicago, IL 60607
Student Housing
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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The Reed
Rent Specials
$2,809 - $11,278
Total Monthly Price

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Base Rent
$2,809 - $11,278
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Studio to 3 Bedroom Apartments Available Now

The Reed

234 W Polk StChicago, IL 60607
Luxury
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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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1905 W 19th St, Unit 1
$1,975
Total Monthly Price

Total Monthly Price

Base Rent
$1,975
Total Monthly Price
$1,975
2 Bedroom Apartment Available Now

1905 W 19th St, Unit 1

1905 W 19th StChicago, IL 60608
Affordability

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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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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Showing Results 1-50, Page 1 of 3

Southwest Chicago, 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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Quick Rent Budget Calculator

How much rent can you afford?

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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Pet Friendly Lifestyle
Southwest Chicago, Chicago, IL

Ranked #9

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Southwest Chicago, Chicago, IL

School data provided by Great Schools

Frequently Asked Questions about Southwest Chicago Apartments with Swimming Pool

What is the Cheapest Swimming Pool apartment in Southwest Chicago?

Currently the most affordable Apartment in Southwest Chicago with Swimming Pool is at 626 on the Park listed at $1,199.

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

The average rent for a Apartment in Southwest Chicago with Swimming Pool is $4,367.

What is the largest Southwest Chicago Apartment for rent with Swimming Pool?

Today's Apartment with Swimming Pool and the most square footage in Southwest Chicago is a 2,948 square feet unit starting from $2,448 at 1001 South State.

What is the average size for Southwest Chicago Apartments for rent with Swimming Pool?

The average size for a rental with Swimming Pool in Southwest Chicago is currently at 545 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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

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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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

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.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

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.

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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.

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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.