Cheap Apartments for Rent in the Southwest Chicago Neighborhood of Chicago, IL from $500 (1,227 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Southwest Chicago area of Chicago.

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4355 S Sawyer Ave
$995 - $1,000
Total Monthly Price

Total Monthly Price

Base Rent
$995 - $1,000

Total Monthly Price
$995 - $1,000
1 Bedroom Apartment Available Now

4355 S Sawyer Ave

4355 S Sawyer AveChicago, IL 60632
Affordability

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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Southwest Chicago, Chicago, IL Local Guide

Cheapest Available Southwest Chicago Apartments for Rent

 

The cheapest available apartment rental in the Southwest Chicago area of Chicago, IL is a 4 Beds unit found at Coleman Place At Legends South priced from $170. 6246 S. King Dr. has the second lowest priced unit, which is a Studio apartment currently listed from $675. Here are the most affordable Southwest Chicago apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Coleman Place At Legends SouthThe Wells4BR,2BA$170
6246 S. King Dr.EfficienciesStudio,1BA$675
5445 Ingleside By 3L LivingCo-Living Single RoomStudio,1BA$684
Highlands Tudor Manor - 55+ CommunityStudioStudio,1BA$700
7941 S MarquetteStudio ApartmentStudio,1BA$710
8000 S Ellis Ave 947-55 E 80th St Chicago, IL 60619Studio ApartmentStudio,1BA$715
5540 Hyde Park by 3L LivingEfficiency Studio - NorthStudio,1BA$724
5748 Blackstone By 3L LivingNo Kitchenette with Shared BathroomStudio,1BA$726

Best Value Apartments for Rent in Southwest Chicago, IL

As of March 11, 2026 the best value apartment in the Southwest Chicago area is the $0.12 price per square foot 908 Lyman Ave Model at 908 Lyman Ave, Unit 2a in the in the Oak Park Historic District neighborhood starting from $1,150. The second greatest value Southwest Chicago apartment is the 624 S Oakley Blvd Model at 624 S Oakley Blvd, Unit # 02 starting at $2,250 with a $0.23 price per square foot in the Near West Side neighborhood. Here is today’s list of the best values for Southwest Chicago apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
908 Lyman Ave, Unit 2a908 Lyman Ave1BR,1BA$0.12
624 S Oakley Blvd, Unit # 02624 S Oakley Blvd3BR,2BA$0.23
2253 W 19th St, Unit #32253 W 19th St3BR,2BA$0.23
1915 Harvey Ave, Unit 1915 Berwyn1915 Harvey Ave3BR,1BA$0.67
5567 W Van Buren St2Bd/1B - w/ an office2BR,1BA$0.66
6329 S Loomis Blvd, Unit 26329 S Loomis Blvd3BR,1BA$0.70
8855 S Dorchester Ave, Unit 2ndfloorr8855 S Dorchester Ave2BR,1BA$0.71
3616 W Lexington St, Unit 23616 W Lexington St1BR,1BA$0.59
2112 S 58th Ave, Unit 1R2112 S 58th Ave2BR,1BA$0.72
Coleman Place At Legends SouthThe Burnham1BR,1BA$0.22

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

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

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Pet Friendly Lifestyle
Southwest Chicago, Chicago, IL

Ranked #17

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental analysis called 'Lifestyle Ratings' - a comparison of rentals and neighborhoods across the USA, and customized analysis for South Chicago, IL. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, transit availability, pet-friendly communities, places that make kids happy, and how walkable or bikeable each community and area is. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Cheap Southwest Chicago Apartments

What is the Cheapest Studio apartment in Southwest Chicago?

Currently the most affordable Cheap Studio Apartment in Southwest Chicago is at 6246 S. King Dr. listed at $675.

How much is rent for a Cheap One Bedroom Southwest Chicago Apartment?

The lowest price for a Cheap One Bedroom Southwest Chicago Apartment is $170 at Coleman Place At Legends South.

What is the lowest price for a Cheap Two Bedroom Southwest Chicago Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Southwest Chicago is starting from $850 at 8702 S Escanaba Ave.

What is the most affordable Southwest Chicago Three Bedroom Apartment?

The best deal on a cheap Southwest Chicago Three Bedroom Apartment rental is at Coleman Place At Legends South and starts from $170.

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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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.

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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.