Homes for Rent by Owner in the Southwest Chicago Neighborhood of Chicago, IL (41 Rentals)

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property at 950 W Monroe St

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995

Total Monthly Price
$2,995

1 Bedroom, 1 Bath Condo for Rent

Available Oct 1

950 W Monroe St, Unit 414

950 W Monroe St
ChicagoIL60607
property at 419 W Root St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

4 Bedroom, 2 Bath Home for Rent

Available Now

419 W Root St

ChicagoIL60609
property at 7337 S South Shore Dr

$1,250

Total Monthly Price

Total Monthly Price

Base Rent
$1,250

Total Monthly Price
$1,250

Studio, 1 Bath Condo for Rent

Available Now

7337 S South Shore Dr, Unit 1421

7337 S South Shore Dr
ChicagoIL60649
property at 7724 S Marshfield Ave

$1,400

Total Monthly Price

Total Monthly Price

Base Rent
$1,400

Total Monthly Price
$1,400

2 Bedroom, 1 Bath Condo for Rent

Available Now

7724 S Marshfield Ave, Unit Garden Apt

7724 S Marshfield Ave
ChicagoIL60620
property at 821 S Western Ave

$1,700

Total Monthly Price

Total Monthly Price

Base Rent
$1,700

Total Monthly Price
$1,700

2 Bedroom, 2 Bath Condo for Rent

Available Sep 7

821 S Western Ave, Unit 2

821 S Western Ave
ChicagoIL60612
property at 4800 S Chicago Beach Dr

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850

Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

4800 S Chicago Beach Dr, Unit 1605

4800 S Chicago Beach Dr
ChicagoIL60615
property at 3001 S Michigan Ave

$1,875

Total Monthly Price

Total Monthly Price

Base Rent
$1,875

Total Monthly Price
$1,875

1 Bedroom, 1 Bath Condo for Rent

Available Sep 1

3001 S Michigan Ave, Unit 1505

3001 S Michigan Ave
ChicagoIL60616

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.

property at 1400 S Michigan Ave

$2,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

1400 S Michigan Ave, Unit 27G

1400 S Michigan Ave
ChicagoIL60605
property at 1043 W Madison St

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

Studio, 1 Bath Condo for Rent

Available Now

1043 W Madison St, Unit 27R

1043 W Madison St
ChicagoIL60607
property at 7637 S Eberhart Ave

$2,100

Total Monthly Price

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100

5 Bedroom, 1 Bath Home for Rent

Available Now

7637 S Eberhart Ave

ChicagoIL60619
property at 1450 E 55th Plz

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

1450 E 55th Plz, Unit 720S

1450 E 55th Plz
ChicagoIL60637
property at 5206 S Drexel Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

3 Bedroom, 2 Bath Condo for Rent

Available Oct 1

5206 S Drexel Ave, Unit Drexel Ave

5206 S Drexel Ave
ChicagoIL60615

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.

property at 1918 S Michigan Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

2 Bedroom, 1 Bath Condo for Rent

Available Sep 1

1918 S Michigan Ave, Unit 202

1918 S Michigan Ave
ChicagoIL60616
property at 1717 S Prairie Ave

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

1717 S Prairie Ave, Unit 1307

1717 S Prairie Ave
ChicagoIL60616
property at 1111 S Wabash Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 S Wabash Ave, Unit 1605

1111 S Wabash Ave
ChicagoIL60605
property at 1111 S Wabash Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1111 S Wabash Ave, Unit 23D

1111 S Wabash Ave
ChicagoIL60605
property at 6231 S Woodlawn Ave

$2,400

Total Monthly Price

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

3 Bedroom, 2 Bath Condo for Rent

Available Now

6231 S Woodlawn Ave, Unit 3

6231 S Woodlawn Ave
ChicagoIL60637
property at 700 S Clark St

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

700 S Clark St, Unit 13D

700 S Clark St
ChicagoIL60605
property at 705 S Clark St

$2,450

Total Monthly Price

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450

1 Bedroom, 1 Bath Condo for Rent

Available Now

705 S Clark St, Unit 44G

705 S Clark St
ChicagoIL60605
property at 611 S Wells St

$2,500

Total Monthly Price

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500

1 Bedroom, 1 Bath Condo for Rent

Available Now

611 S Wells St, Unit 1609

611 S Wells St
ChicagoIL60607

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!

property at 933 W Van Buren St

$2,695 - $3,750

Total Monthly Price

Total Monthly Price

Base Rent
$2,695 - $3,750

Total Monthly Price
$2,695 - $3,750

1 To 2 Bedroom Condos for Rent

Available Now

933 W Van Buren St

ChicagoIL60607
property at 701 S Dearborn St

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700

1 Bedroom, 1 Bath Condo for Rent

Available Now

701 S Dearborn St, Unit 1607

701 S Dearborn St
ChicagoIL60605
property at 850 W Jackson Blvd

$2,800

Total Monthly Price

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800

1 Bedroom, 1 Bath Condo for Rent

Available Now

850 W Jackson Blvd, Unit 13E

850 W Jackson Blvd
ChicagoIL60607
property at 4222 S Indiana Ave

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900

4 Bedroom, 3 Bath Condo for Rent

Available Now

4222 S Indiana Ave, Unit 1

4222 S Indiana Ave
ChicagoIL60653
property at 701 S Wells St

$2,975

Total Monthly Price

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975

2 Bedroom, 2 Bath Condo for Rent

Available Now

701 S Wells St, Unit 1405

701 S Wells St
ChicagoIL60607
property at 2807 S Halsted St

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100

3 Bedroom, 2 Bath Condo for Rent

Available Now

2807 S Halsted St, Unit #309

2807 S Halsted St
ChicagoIL60608

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.

property at 4852 S Prairie Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

3 Bedroom, 2 Bath Condo for Rent

Available Now

4852 S Prairie Ave, Unit 1B

4852 S Prairie Ave
ChicagoIL60615
property at 1040 W Adams St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Oct 1

1040 W Adams St, Unit 1040 W Adams

1040 W Adams St
ChicagoIL60607
property at 313 S Peoria St

$3,500

Total Monthly Price

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500

2 Bedroom, 2 Bath Condo for Rent

Available Now

313 S Peoria St, Unit 12D

313 S Peoria St
ChicagoIL60607
property at 1201 W Adams St

$3,699

Total Monthly Price

Total Monthly Price

Base Rent
$3,699

Total Monthly Price
$3,699

2 Bedroom, 2 Bath Condo for Rent

Available Now

1201 W Adams St, Unit 505

1201 W Adams St
ChicagoIL60607
property at 130 S Green St

$4,200

Total Monthly Price

Total Monthly Price

Base Rent
$4,200

Total Monthly Price
$4,200

2 Bedroom, 2 Bath Condo for Rent

Available Now

130 S Green St, Unit 7D

130 S Green St
ChicagoIL60607
property at 1411 W Harrison St

$4,500

Total Monthly Price

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

3 Bedroom, 2.5 Bath Townhome for Rent

Available Now

1411 W Harrison St

ChicagoIL60607

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.

Southwest Chicago, Chicago, IL Local Guide

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

Read Article
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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.

Read Article
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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 #8

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Southwest Chicago

What type of rentals are currently available in Southwest Chicago?

There are currently 7455 Apartments for Rent in Southwest Chicago, IL with pricing that ranges from $600 to $32,164. There are also 1241 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Chicago ranging from $900 to $58,000.

What is the current price range for Rental Homes in Southwest Chicago?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Southwest Chicago ranges from $900 to $58,000 with an average monthly rent of $2,519.

How much are larger Three and Four Bedroom Rentals in Southwest Chicago?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Southwest Chicago range from $1,010 to $16,016, while Three Bedroom Homes, Condos, and Townhomes for rent range from $910 to $8,500. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $1,025.

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

decorative image for The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago article

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.

decorative image for Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago article

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

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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.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention   article

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.