Cheap Homes for Rent in the Near South Side Neighborhood of Chicago, IL from $1,847 (73 Rentals)

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Search the lowest-cost Homes available for rent right now in the Near South Side area of Chicago.

property at 899 S Plymouth Ct
$1,900

Total Monthly Price

Base Rent$1,900
Total Monthly Price$1,900
Studio, 1 Bath Condo for Rent
Available Now
Affordability

899 S Plymouth Ct, Unit 1602

899 S Plymouth Ct
ChicagoIL60605

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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property at 801 S Plymouth Ct
$2,000

Total Monthly Price

Base Rent$2,000
Total Monthly Price$2,000
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

801 S Plymouth Ct, Unit 319

801 S Plymouth Ct
ChicagoIL60605
property at 1400 S Michigan Ave
$2,050

Total Monthly Price

Base Rent$2,050
Total Monthly Price$2,050
Studio, 1 Bath Condo for Rent
Available Now
Affordability

1400 S Michigan Ave, Unit 27G

1400 S Michigan Ave
ChicagoIL60605
  • Smoke Free

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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property at 222 W 26th St
$2,200

Total Monthly Price

Base Rent$2,200
Total Monthly Price$2,200
3 Bedroom, 1.5 Bath Condo for Rent
Available Now
Cost Per Sq.Ft.

222 W 26th St, Unit 205

222 W 26th St
ChicagoIL60616

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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property at 1409 S Wabash Ave
$2,250
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1409 S Wabash Ave

ChicagoIL60605

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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property at 1111 S Wabash Ave
$2,300

Total Monthly Price

Base Rent$2,300
Total Monthly Price$2,300
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1111 S Wabash Ave, Unit 23D

1111 S Wabash Ave
ChicagoIL60605
  • Smoke Free
property at 320 E 21st St
$2,300 - $3,100
1 To 2 Bedroom Rentals
Available Sep 25
Affordability

320 E 21st St

ChicagoIL60616
property at 1201 S Prairie Ave
$2,308 - $4,564

Total Monthly Price

Base Rent$2,308 - $4,564
Total Monthly Price$2,308 - $4,564
Studio To 2 Bedroom Condos for Rent
Available Sep 28
Luxury

1201 S Prairie Ave

ChicagoIL60605
  • Smoke Free
property at 2110 S Wabash Ave
$2,310 - $4,495

Total Monthly Price

Base Rent$2,310 - $4,495
Total Monthly Price$2,310 - $4,495
1 To 3 Bedroom Condos for Rent
Available Now
Affordability

2110 S Wabash Ave

ChicagoIL60616
  • Smoke Free
property at 1302 S Wabash Ave
$2,337
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1302 S Wabash Ave

ChicagoIL60605
property at 1717 S Prairie Ave
$2,350

Total Monthly Price

Base Rent$2,350
Total Monthly Price$2,350
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

1717 S Prairie Ave, Unit 1307

1717 S Prairie Ave
ChicagoIL60616

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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Showing Results 1-50, Page 1 of 2

Near South Side, Chicago, IL Local Guide

Best Value Homes for Rent in Near South Side, IL

As of September 19, 2026 the best value rental home in the Near South Side area is the $1.80 price per square foot 1816 S Indiana Ave Model at 1816 S Indiana Ave in the Near South Side neighborhood starting from $6,000. The second greatest value Near South Side rental home is the 1617 S Michigan Ave Model at 1617 S Michigan Ave, Unit 207 in the Near South Side neighborhood starting at $4,650 with a $1.79 price per square foot. Here is today’s list of the best values for Near South Side homes based on price per square foot:

Home ListingModel NameBed/BathPrice Per Sq.Ft.
1816 S Indiana Ave1816 S Indiana Ave4BR, 4BA$1.80
1617 S Michigan Ave, Unit 2071617 S Michigan Ave3BR, 3BA$1.79
100 E 14th St, Unit 1406100 E 14th St2BR, 2BA$2.74
222 W 26th St, Unit 205222 W 26th St3BR, 1.5BA$1.69
233 E 13th St, Unit 2501233 E 13th St2BR, 2BA$2.52
1250 S Michigan Ave, Unit 022081250 S Michigan Ave2BR, 2BA$2.50
1935 S Archer Ave, Unit 5201935 S Archer Ave2BR, 1.5BA$2.36
801 S Plymouth Ct, Unit 319801 S Plymouth Ct2BR, 1BA$2.00
1111 S Wabash Ave, Unit 16051111 S Wabash Ave1BR, 1BA$2.60
1717 S Prairie Ave, Unit 13071717 S Prairie Ave1BR, 1BA$2.61

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

Read Article

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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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.

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
Near South Side, Chicago, IL

Ranked #36

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

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Near South Side

What type of rentals are currently available in Near South Side?

There are currently 220 Apartments for Rent in Near South Side, IL with pricing that ranges from $946 to $28,269. There are also 161 Single Family Homes for rent, Condos, and Townhome rentals currently available in Near South Side ranging from $1,854 to $6,000.

What is the current price range for Rental Homes in Near South Side?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Near South Side ranges from $1,854 to $6,000 with an average monthly rent of $3,027.

How much are larger Three and Four Bedroom Rentals in Near South Side?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Near South Side range from $1,986 to $9,753, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,200 to $5,900. Four Bedroom Single-Family rentals are also available starting from $3,500 and Four Bedroom Apartments start at $2,277.

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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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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