5 Bedroom Apartments for Rent in the Southwest Chicago Neighborhood of Chicago, IL (71 Rentals)

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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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5124 S Michigan Ave
5 Bedroom Apartments

5124 S Michigan Ave

5124 S Michigan AveChicago, IL 60615
  • Utilities Included
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2883 S Throop St
5 Bedroom Apartments

2883 S Throop St

2883 S Throop StChicago, IL 60608

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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1416 E 68th St
5 Bedroom Apartments

1416 E 68th St

1416 E 68th StChicago, IL 60637
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7601 S Essex Ave
5 Bedroom Apartments

7601 S Essex Ave

7601 S Essex AveChicago, IL 60649
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5242 W Adams St
5 Bedroom Apartments

5242 W Adams St

5242 W Adams StChicago, IL 60644
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4712 W Monroe St
5 Bedroom Apartments

4712 W Monroe St

4712 W Monroe StChicago, IL 60644

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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2038 W 21st St
5 Bedroom Apartments

2038 W 21st St

2038 W 21st StChicago, IL 60608
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123 S Peoria St
5 Bedroom Apartments

123 S Peoria St

123 S Peoria StChicago, IL 60607
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5441 S Union Ave
5 Bedroom Apartments

5441 S Union Ave

5441 S Union AveChicago, IL 60609
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4209 W Cermak Rd
5 Bedroom Apartments

4209 W Cermak Rd

4209 W Cermak RdChicago, IL 60623
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6551 S Ingleside Ave
5 Bedroom Apartments

6551 S Ingleside Ave

6551 S Ingleside AveChicago, IL 60637
Senior Living
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3409 W 18th St
5 Bedroom Apartments

3409 W 18th St

3409 W 18th StChicago, IL 60623

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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1818 S Hamlin St
5 Bedroom Apartments

1818 S Hamlin St

1818 S Hamlin StChicago, IL 60623
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Seelos House
5 Bedroom Apartments

Seelos House

1027 E Hyde Park BlvdChicago, IL 60615
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6915 S Peoria St
5 Bedroom Apartments

6915 S Peoria St

6915 S Peoria StChicago, IL 60621
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Lawndale Apartments
5 Bedroom Apartments

Lawndale Apartments

3206 W Douglas BlvdChicago, IL 60623
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5051 S Forrestville
5 Bedroom Apartments

5051 S Forrestville

5051 S Forrestville AveChicago, IL 60615
  • Utilities Included

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 2

Southwest Chicago, Chicago, IL Local Guide

Largest Available Southwest Chicago 5 Bedroom Apartments

The largest available 5 Bedroom apartment unit in the Southwest Chicago area of Chicago, IL is found at 2010 S. Wabash Ave and is listed at 2,100 square feet priced from $3,500. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
2010 S. Wabash Ave5B2B2,100 Sq Ft$3,500
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths1,750 Sq Ft$3,950
5335-5337 S. Woodlawn Avenue5335w5a1,650 Sq Ft$4,395

Cheapest Available Southwest Chicago 5 Bedroom Apartments

Currently the lowest priced 5 Bedroom apartment unit Southwest Chicago of Chicago, IL is the 5B2B Model starting from $3,500 at 2010 S. Wabash Ave. The average price for all 5 Bedroom apartments in Southwest Chicago is currently $3,837. Here is today’s list of the cheapest available 5 Bedroom options in the area:

Apartment ListingModel NamePriced From
2010 S. Wabash Ave5B2B$3,500
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths$3,950
5335-5337 S. Woodlawn Avenue5335w5a$4,395

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 #8

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

How much are Studio apartments in Southwest Chicago?

There are currently 2,553 Studio Apartments in Southwest Chicago with rent ranges from $600 to $15,622 with an average price of $1,986.

What is the current price range for One Bedroom Southwest Chicago Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Southwest Chicago ranges from $800 to $9,885 with an average monthly rent of $2,245.

What does renting a Two Bedroom Apartment in Southwest Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Southwest Chicago range from $850 to $24,461. Today's average rental price for Two Bedrooms here is $2,592.

How expensive are Southwest Chicago Three Bedroom Apartments?

There are currently 1,900 Three Bedroom Apartments listings available in Southwest Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $16,146 - averaging $2,734 for the location.

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.