Cheap Apartments for Rent in the Oakland Neighborhood of Chicago, IL from $700 (42 Rentals)

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

property at 4021 S Ellis Ave

$1,250 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$1,250 - $4,000

Total Monthly Price
$1,250 - $4,000

1 To 3 Bedroom Condos for Rent

Available Now

4021 S Ellis Ave

ChicagoIL60653

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property at 3720 S Indiana Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300

4 Bedroom, 2 Bath Condo for Rent

Available Now

3720 S Indiana Ave, Unit 1, Unit 1

3720 S Indiana Ave
ChicagoIL60653
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Hyde Park / Kenwood
Studio to 1 Bedroom Apartments

Hyde Park / Kenwood

4400-4404 S Drexel BlvdChicago, IL 60653
  • Utilities Included
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Paul G Stewart Center
Studio to 2 Bedroom Apartments

Paul G Stewart Center

400 E 41st StChicago, IL 60653
Senior Living
  • Utilities Included

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Lake Park Manor
1 to 4 Bedroom Apartments

Lake Park Manor

3601-3645 S Lake Park AveChicago, IL 60653
  • Utilities Included
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Oakwood Apartments
Studio to 1 Bedroom Apartments

Oakwood Apartments

427-439 E Oakwood BlvdChicago, IL 60653
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The Sutherland
Studio to 2 Bedroom Apartments

The Sutherland

4659 S Drexel BlvdChicago, IL 60653
Corporate Housing

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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Maple Court
Studio to 2 Bedroom Apartments

Maple Court

1120-1126 E 47th StChicago, IL 60653
Corporate Housing
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Pershing Place
1 to 3 Bedroom Apartments

Pershing Place

624 E Pershing RdChicago, IL 60653
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4611 S Drexel Blvd
1 to 2 Bedroom Apartments

4611 S Drexel Blvd

4611 S Drexel BlvdChicago, IL 60653
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1030 E 47th
2 Bedroom Apartments

1030 E 47th

1030 E 47th StChicago, IL 60653

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Oakland, Chicago, IL Local Guide

Cheapest Available Oakland Apartments for Rent

 

The cheapest available apartment rental in the Oakland area of Chicago, IL is a 4 Beds unit found at Coleman Place At Legends South priced from $170. Lake Meadows Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,015. Here are the most affordable Oakland apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Coleman Place At Legends SouthThe Wells4BR,2BA$170
Lake Meadows Apartmentslakem2-0b1aStudio,1BA$1,015
4455 S. Greenwood Avenue4455-0bAStudio,1BA$1,195
4700 Lake Park ApartmentsStudioStudio,1BA$1,214
Lake Grove Village1B1BR,1BA$1,218
The Sutherlandsuth1bh1BR,1BA$1,820
Woodland Park By The LakeThe Lakeshore2BR,2BA$2,295
Celebration Apartments3 Bed 2 Bath3BR,2BA$2,950

Best Value Apartments for Rent in Oakland, IL

As of May 26, 2026 the best value apartment in the Oakland area is the $1.86 price per square foot 3 Bed 2 Bath Model at Celebration Apartments in the in the Armour Square neighborhood starting from $2,950. The second greatest value Oakland apartment is the The Lakeshore Model at Woodland Park By The Lake starting at $2,295 with a $2.21 price per square foot in the Douglas neighborhood. Here is today’s list of the best values for Oakland apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Celebration Apartments3 Bed 2 Bath3BR,2BA$1.86
Woodland Park By The LakeThe Lakeshore2BR,2BA$2.21
4010 S Calumet Ave, Unit 1D4010 S Calumet Ave2BR,2BA$2.37
Coleman Place At Legends SouthThe Burnham1BR,1BA$1.20
The Sutherlandsuth1bh1BR,1BA$2.82
Lake Grove Village1A1BR,1BA$1.97
4455 S. Greenwood Avenue4455-0bAStudio ,1BA$2.47
4700 Lake Park ApartmentsStudioStudio ,1BA$2.53
Lake Meadows Apartmentslakem6-0b1b_bStudio ,1BA$2.80

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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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.

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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
Oakland, Chicago, IL

Ranked #71

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Frequently Asked Questions about Cheap Oakland Apartments

What is a cheap apartment in Oakland?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Oakland is under $2,950.

What is the price of a cheap apartment in Oakland?

The cheapest apartment in Oakland is Coleman Place At Legends South which is listed at $914, while the average apartment in Oakland costs $2,700.

What types of apartments are the cheapest in Oakland?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 172 regular apartments in Oakland that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Oakland?

Cheap apartments in Oakland have an average cost of $1,242 which is $1,458 cheaper than the average rent for all rentals in Oakland.

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

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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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I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.