
2 Bedroom Apartments for Rent in the South Side Neighborhood of Chicago, IL (511 Rentals)


Ivy Park Homes

8100 S Drexel Ave

8201 S Ada St

Chatham Grove

8259 S Loomis Blvd

Total Monthly Price
7712 S Carpenter St

Total Monthly Price
7944 S Lafayette Ave, Unit 2

Total Monthly Price
9037 S Bishop St

8024 S Michigan Ave, Unit 2 West
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

8900 S Dauphin Ave

8220 S Eberhart Ave, Unit 3

658 E 81st St, Unit G

1617 E 77th St, Unit 1

10725 S Calumet Ave, Unit Apt 3

8240 S Evans Ave, Unit Apt 1

9160 S Halsted St, Unit Apt 2E

8119 S Vernon Ave, Unit 2

8346-8348 S Maryland Ave, Unit 8346-3

1253 W 80th St, Unit 2
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

7908 S Langley Ave, Unit 201

650 E 79th St, Unit 203

60 E 91st St

8917 S Cottage Grove Ave, Unit 2E

10529 S Eberhart Ave

9601 S Harvard Ave

7556 S Champlain Ave

9410 S Laflin St

8146 S Maryland Ave

652-658 E 81st St
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.

8949 S Blackstone Ave

8235 S Indiana Ave

7841 S Loomis Blvd

9124 S Ada St

8502 S Stony Island Ave

1545 E 85th St

9243 S Stony Island Ave

8026 S Aberdeen St

8010 S Evans Ave

950 E 86th St
Renting Smart: Lease Basics Every Renter Needs
Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

658 E 81st St

8229 S Vernon Ave

10434 S Wentworth Ave

808 E 89th Pl

36 W 103rd Pl

7700 S Green St

8035 S Maryland Ave

7722 S Cornell Ave

1253 W 80th St

10108 S State St
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.
South Side, Chicago, IL Local Guide

How much does it cost to rent an apartment in South Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| South Side Studio Apartments | $792 | $700 | $850 |
| South Side 1 Bedroom Apartments | $1,055 | $800 | $1,418 |
South Side 2 Bedroom Apartments | $1,428 | $900 | $2,200 |
| South Side 3 Bedroom Apartments | $1,685 | $1,250 | $3,195 |
| South Side 4 Bedroom Apartments | $1,900 | $1,500 | $2,200 |
Browse Apartments in this Neighborhood
There are currently 511 rentals with your search options within a 2 mile radius of the South Side Neighborhood of Chicago, IL.
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South Side, Chicago, IL Local Guide
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Largest Available South Side 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the South Side area of Chicago, IL is found at 7752 S Cornell and is listed at 1,043 square feet priced from $1,345. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| 7752 S Cornell | 2 Bedroom 1 Bath Apartment with Dining | 1,043 Sq Ft | $1,345 |
| 8014 S Maryland | 2 Bedroom 1 Bath Apartment | 1,000 Sq Ft | $1,135 |
| 8259 S Loomis Blvd | 2 BR | 950 Sq Ft | $900 |
| Chatham Grove | 2 Bedroom, 1 Bath | 900 Sq Ft | $1,399 |
| 8056 S Drexel | 2 Bedroom 1 Bath Apartment with Dining | 900 Sq Ft | $1,140 |
| 8201 S Michigan Avenue | 2 Bedroom | 850 Sq Ft | $1,450 |
| 8456 S Wabash | 2 Bedroom 1 Bath Apartment | 840 Sq Ft | $1,375 |
| 8855 S Cottage Grove Ave | 2 Bedroom 1 Bath Apartment | 800 Sq Ft | $1,125 |
| 8241 S Ellis | 2 Bedroom 1 Bath Apartment with Dining | 800 Sq Ft | $1,215 |
| 7800 S Morgan | 2 Bedroom 1 Bath Apartment | 796 Sq Ft | $1,105 |
Cheapest Available South Side 2 Bedroom Apartments
Currently the lowest priced 2 Bedroom apartment unit South Side of Chicago, IL is the 2 BR Model starting from $900 at 8259 S Loomis Blvd. The average price for all 2 Bedroom apartments in South Side is currently $1,428. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 8259 S Loomis Blvd | 2 BR | $900 |
| 1155 W 83rd St | 2 BDR | $950 |
| 8127 S Ellis | 2 Bedroom 1 Bath Apartment | $1,020 |
| 8148 S Ingleside | 2 Bedroom 1 Bath Apartment | $1,020 |
| 7916 S Drexel | 2 Bedroom 1 Bath Apartment | $1,020 |
| 7917 S Drexel | 2 Bedroom 1 Bath Apartment | $1,025 |
| 7643 S Stewart | 2 Bedroom 1 Bath Apartment | $1,025 |
| 7800 S Morgan | 2 Bedroom 1 Bath Apartment | $1,105 |
| 8201 S Drexel | 2 Bedroom 1 Bath Apartment | $1,110 |
| 8855 S Cottage Grove Ave | 2 Bedroom 1 Bath Apartment | $1,125 |
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 LifestyleSouth Side, Chicago, IL
Ranked #67
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Frequently Asked Questions about 2 Bedroom South Side Apartments
What is the Cheapest apartment in South Side with 2 Bedroom?
Currently the most affordable 2 Bedroom in South Side is at 8259 S Loomis Blvd listed at $900.
How much is the average rent for a 2 Bedroom South Side Apartment?
The average rent for a 2 Bedroom Apartment in South Side is $1,428.
What is the largest available 2 Bedroom South Side Apartment for rent?
Today's apartment with the most square footage in South Side is a 1,043 square feet unit starting from $1,345 at 7752 S Cornell.
What is the average size for South Side 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in South Side is currently 1,687 sq ft.
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

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.

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.

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.

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

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.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.