5 Bedroom Apartments for Rent in the Southwest Chicago Neighborhood of Chicago, IL (74 Rentals)

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239 W 74th St
5 Bedroom Apartments

239 W 74th St

239 W 74th StChicago, IL 60621

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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2883 S Throop St
5 Bedroom Apartments

2883 S Throop St

2883 S Throop StChicago, IL 60608
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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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1416 E 68th St
5 Bedroom Apartments

1416 E 68th St

1416 E 68th StChicago, IL 60637

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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5124 S Michigan Ave
5 Bedroom Apartments

5124 S Michigan Ave

5124 S Michigan AveChicago, IL 60615
  • Utilities Included
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3409 W 18th St
5 Bedroom Apartments

3409 W 18th St

3409 W 18th StChicago, IL 60623
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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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4712 W Monroe St
5 Bedroom Apartments

4712 W Monroe St

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

5242 W Adams St

5242 W Adams StChicago, IL 60644

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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5441 S Union Ave
5 Bedroom Apartments

5441 S Union Ave

5441 S Union AveChicago, IL 60609
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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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123 S Peoria St
5 Bedroom Apartments

123 S Peoria St

123 S Peoria StChicago, IL 60607
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Seelos House
5 Bedroom Apartments

Seelos House

1027 E Hyde Park BlvdChicago, IL 60615
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6551 S Ingleside Ave
5 Bedroom Apartments

6551 S Ingleside Ave

6551 S Ingleside AveChicago, IL 60637
Senior Living

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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4209 W Cermak Rd
5 Bedroom Apartments

4209 W Cermak Rd

4209 W Cermak RdChicago, IL 60623
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Lawndale Apartments
5 Bedroom Apartments

Lawndale Apartments

3206 W Douglas BlvdChicago, IL 60623
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Southwest Chicago - One of the Best Affordable Neighborhoods in Chicago

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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Southwest Chicago, Chicago, IL Local Guide

Largest Available Southwest Chicago 5 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths1,750 Sq Ft$3,950

Cheapest Available Southwest Chicago 5 Bedroom Apartments

Apartment ListingModel NamePriced From
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths$3,950

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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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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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 #13

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 2,576 Studio Apartments in Southwest Chicago with rent ranges from $575 to $4,011 with an average price of $1,809.

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 $650 to $15,732 with an average monthly rent of $2,314.

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 $14,517. Today's average rental price for Two Bedrooms here is $2,524.

How expensive are Southwest Chicago Three Bedroom Apartments?

There are currently 1,871 Three Bedroom Apartments listings available in Southwest Chicago on ApartmentHomeLiving.com. The pricing ranges from $800 to $16,745 - averaging $2,656 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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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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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.