
Luxury Homes for Rent in the Near South Side Neighborhood of Chicago, IL (100 Rentals)
The most luxurious Homes in the Near South Side area of Chicago with high-end amenities, features, and finishes.


1322 S Wabash Ave

1201 S Prairie Ave

2110 S Wabash Ave

1305 S Michigan Ave

1400 S Michigan Ave

1160 S Michigan Ave

800 S Clark St, Unit 415

1700 S Michigan Ave, Unit 1616

910 S Michigan Ave
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.

1322 S Wabash Ave, Unit 2304

1400 S Michigan Ave, Unit 709

1400 S Michigan Ave, Unit 5A

801 S Plymouth Ct, Unit 2703

1250 S Michigan Ave, Unit 02208

50 E 16th St, Unit 1007

1250 S Michigan Ave, Unit 502

1250 S Michigan Ave, Unit 502

1160 S Michigan Ave, Unit 3601

1451 S State St, Unit 2206
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.

233 E 13th St, Unit 2501

50 E 16th St, Unit 2 bed corner in south loop

1322 S Wabash Ave, Unit 1011

1315 S Wabash Ave, Unit 807

1160 S Michigan Ave, Unit 25C

1502 S Prairie Ave, Unit G

1115 S Plymouth Ct, Unit 113

1617 S Michigan Ave, Unit 207

1201 S Prairie Ave, Unit 1405

Total Monthly Price
1401 S State St, Unit GO FL7-ID1018
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1515 S Prairie Ave, Unit 1204

Total Monthly Price
1000 S Michigan Ave, Unit SI FL9-ID1347

2550 S Wabash Ave, Unit 506

Total Monthly Price
1210 S Indiana Ave, Unit SI FL20-ID1328

Total Monthly Price
1210 S Indiana Ave, Unit SI FL11-ID1317

Total Monthly Price
1401 S State St, Unit SI FL22-ID770

Total Monthly Price
1000 S Michigan Ave, Unit SI FL12-ID1348

Total Monthly Price
1210 S Indiana Ave, Unit SI FL34-ID1299

Total Monthly Price
1909 S Michigan Ave, Unit SI ID1244939P

1212 S Michigan Ave, Unit 2802
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.

1212 S Michigan Ave, Unit 2101

140 W Roosevelt Rd

1126 S Michigan Ave

144 W Roosevelt Rd

1451 S State St

1028 S State St

1223 S Michigan Ave

1263 S Michigan Ave

2550 S Wabash Ave, Unit 506

1212 S Michigan Ave, Unit 1601
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.
Near South Side, Chicago, IL Local Guide

How much does it cost to rent a home in Near South Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Near South Side 2 Bedroom Homes for Rent | $3,432 | $2,000 | $5,500 |
| Near South Side 3 Bedroom Homes for Rent | $4,567 | $3,275 | $6,900 |
| Near South Side 4 Bedroom Homes for Rent | $1,656 | $1,160 | $2,600 |
Browse Homes for Rent in this Neighborhood
There are currently 100 rentals with your search options within a 1 mile radius of the Near South Side Neighborhood of Chicago, IL.
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Near South Side, Chicago, IL Local Guide
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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 ArticleA 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 ArticleReal 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 ArticleQuick 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.
Pet Friendly LifestyleNear South Side, Chicago, IL
Ranked #37
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
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 $1,150 to $14,664. There are also 200 Single Family Homes for rent, Condos, and Townhome rentals currently available in Near South Side ranging from $1,160 to $6,900.
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 $1,160 to $6,900 with an average monthly rent of $2,817.
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 $1,640 to $10,739, while Three Bedroom Homes, Condos, and Townhomes for rent range from $3,275 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,160 and Four Bedroom Apartments start at $3,000.
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

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.

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.

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.

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

First Apartment Regrets: Real Renters Share What They'd Do Differently
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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.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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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.

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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.