Cheap Homes for Rent in Oakland Neighborhood of Chicago, IL from $1,100 (15 Rentals)

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

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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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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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 Studio unit found at Lake Meadows Apartments priced from $1,050. Lake Grove Village has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,100. Here are the most affordable Oakland apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Lake Meadows Apartmentslakem5-0b1aStudio,1BA$1,050
Lake Grove Village1B1BR,1BA$1,100
4455 S. Greenwood Avenue4455-0bAStudio,1BA$1,195
The Sutherlandsuthm-0bDStudio,1BA$1,295
Maple Courtmplc1bBr1BR,1BA$1,445

Best Value Apartments for Rent in Oakland, IL

As of July 29, 2025 the best value apartment in the Oakland area is the $1.20 price per square foot 4339 S Evans Ave Model at 4339 S Evans Ave, Unit Unit2 in the in the Armour Square neighborhood starting from $3,600. The second greatest value Oakland apartment is the 4241 S Langley Ave Model at 4241 S Langley Ave, Unit Floor 2 starting at $2,499 with a $2.00 price per square foot in the Armour Square 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.
4339 S Evans Ave, Unit Unit24339 S Evans Ave3BR,2.5BA$1.20
4241 S Langley Ave, Unit Floor 24241 S Langley Ave3BR,1BA$2.00
603 E Bowen Ave, Unit 1603 E Bowen Ave2BR,2BA$2.10
Lake Grove Village1A1BR,1BA$1.78
4611 South Drexel Blvd1BR/1.0BA1BR,1BA$2.99
4335 S Saint Lawrence Ave, Unit 14335 S Saint Lawrence Ave2BR,1BA$3.75
4455 S. Greenwood Avenue4455-0bAStudio ,1BA$2.56
Maple Courtmplc1bBr1BR,1BA$3.20
Lake Meadows Apartmentslakem9-0b1a_bStudio ,1BA$2.79
The Sutherlandsuthm-0bAStudio ,1BA$3.66

Quick Rent Budget Calculator

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Frequently Asked Questions about Oakland

What type of rentals are currently available in Oakland?

There are currently 504 Apartments for Rent in Oakland, IL with pricing that ranges from $1,050 to $5,010. There are also 59 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $1,125 to $4,200.

What is the current price range for Rental Homes in Oakland?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Oakland ranges from $1,125 to $4,200 with an average monthly rent of $2,259.

How much are larger Three and Four Bedroom Rentals in Oakland?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Oakland range from $1,485 to $5,010, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,400 to $3,600. Four Bedroom Single-Family rentals are also available starting from $2,350 and Four Bedroom Apartments start at $1,995.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.