2 Bedroom Apartments for Rent in the South Side Neighborhood of Chicago, IL (489 Rentals)

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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.

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

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8249 S Evans
2 Bedroom Apartments

8249 S Evans

8249 S Evans AveChicago, IL 60619

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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South Side, Chicago, IL Local Guide

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 8043 S Maryland Ave and is listed at 1,300 square feet priced from $1,399. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
8043 S Maryland Ave2 Beds, 1 bath1,300 Sq Ft$1,399
8014 S Maryland Ave Chicago, IL 606192 Bedroom 1 Bath Apartment1,000 Sq Ft$1,135
1348 W 83rd St2 BR950 Sq Ft$900
8209 S Ellis Avenue (NEW)2/1900 Sq Ft$1,686
8056 S Drexel Ave Chicago, IL 606192 Bedroom 1 Bath Apartment with Dining900 Sq Ft$1,140
8253-59 S Ingleside Ave Chicago, IL 606192 Bedroom 1 Bath Apartment875 Sq Ft$1,005
8148-56 S Ingleside 914-918 E 82nd St Chicago, IL 606192 Bedroom 1 Bath Apartment850 Sq Ft$1,000
8200 S. Evans Ave.2 Bed / 1 Bath850 Sq Ft$1,500
8100 S Drexel Ave Chicago, IL 606192 Bedroom 1 Bath Apartment850 Sq Ft$1,075
7930-46 S Ingleside Ave Chicago, IL 606192 Bedroom 1 Bath Apartment800 Sq Ft$1,035

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 1348 W 83rd St. The average price for all 2 Bedroom apartments in South Side is currently $1,383. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
1348 W 83rd St2 BR$900
8152 S Evans 714-20 E 82nd Chicago, IL 606192 Bedroom 1 Bath Apartment with Dining$985
8148-56 S Ingleside 914-918 E 82nd St Chicago, IL 606192 Bedroom 1 Bath Apartment$1,000
8253-59 S Ingleside Ave Chicago, IL 606192 Bedroom 1 Bath Apartment$1,005
7916 S Drexel Ave Chicago, IL 606192 Bedroom 1 Bath Apartment$1,015
7927 S Ellis2 Bedroom 1 Bath Apartment$1,020
8127 S Ellis Ave Chicago, IL 606192 Bedroom 1 Bath Apartment$1,020
7917-27 S Drexel Ave Chicago, IL 606192 Bedroom 1 Bath Apartment$1,025
7643 S Stewart Ave Chicago, IL 606202 Bedroom 1 Bath Apartment$1,025
7939 S Dobson Ave Chicago, IL 606192 Bedroom 1 Bath Apartment$1,030

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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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
South Side, Chicago, IL

Ranked #102

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 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 1348 W 83rd St 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 $1,383.

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 1,300 square feet unit starting from $1,399 at 8043 S Maryland Ave.

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 930 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

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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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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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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.