437 E Oakwood Blvd
ChicagoIL60653
Cheap Homes for Rent in Oakland Neighborhood of Chicago, IL from $1,000 (9 Rentals)
Search the lowest-cost Homes available for rent right now in the Oakland area of Chicago.
4529 S Drexel Blvd
ChicagoIL60653
435 E Oakwood Blvd
ChicagoIL60653
4401 S Michigan Ave
ChicagoIL60653
500 E 33rd St
ChicagoIL60616
4500 S Cottage Grove Ave
ChicagoIL60653
4445 S Vincennes Ave
ChicagoIL60653
4545 S Drexel Blvd
ChicagoIL60653
4608 S Evans Ave
ChicagoIL60653
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms
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Oakland, Chicago, IL Local Guide
How much does it cost to rent a home in Oakland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakland 2 Bedroom Homes for Rent | $2,346 | $1,700 | $3,500 |
| Oakland 3 Bedroom Homes for Rent | $2,704 | $1,500 | $3,800 |
| Oakland 4 Bedroom Homes for Rent | $3,389 | $1,650 | $4,500 |
| Oakland 5 Bedroom Homes for Rent | $5,150 | $4,800 | $5,500 |
Browse Homes for Rent in this Neighborhood
There are currently 9 rentals with your search options within a 1 mile radius of the Oakland Neighborhood of Chicago, IL.
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Oakland, Chicago, IL Local Guide
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Cheapest Available Oakland Apartments for Rent
The cheapest available apartment rental in the Oakland area of Chicago, IL is a Studio unit found at 5445 Ingleside By 3L Living priced from $600. Lake Meadows Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,040. Here are the most affordable Oakland apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 5445 Ingleside By 3L Living | Large Co-Living Single Room | Studio,1BA | $600 |
| Lake Meadows Apartments | lakem7-0b1b | Studio,1BA | $1,040 |
| Prairie Shores | Classic Studio | Studio,1BA | $1,086 |
Best Value Apartments for Rent in Oakland, IL
As of April 13, 2025 the best value apartment in the Oakland area is the $1.92 price per square foot 4552 S Evans Ave Model at 4552 S Evans Ave, Unit 1 in the in the Armour Square neighborhood starting from $2,500. The second greatest value Oakland apartment is the The Lakeshore Model at Woodland Park By The Lake starting at $2,155 with a $2.07 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 4552 S Evans Ave, Unit 1 | 4552 S Evans Ave | 3BR,2BA | $1.92 |
| Woodland Park By The Lake | The Lakeshore | 2BR,2BA | $2.07 |
| The Shelby | A2 | 1BR,1BA | $2.86 |
| Prairie Shores | Renovated 1 Bed 1 Bath _640 | 1BR,1BA | $2.68 |
| 4455 S. Greenwood Avenue | 4455-1bA | 1BR,1BA | $2.39 |
| Lake Grove Village | 1A | 1BR,1BA | $1.78 |
| Maple Court | mplc1bCr | 1BR,1BA | $2.81 |
| The Flamingo Apartments | 1 Bedroom Floor Plan A2 | 1BR,1BA | $2.89 |
| Lake Meadows Apartments | lakem7-0b1a_b | Studio ,1BA | $2.74 |
| 5445 Ingleside By 3L Living | Large Co-Living Single Room | Studio ,1BA | $2.40 |
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 506 Apartments for Rent in Oakland, IL with pricing that ranges from $600 to $13,785. There are also 53 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $1,025 to $5,500.
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 $1,025 to $5,500 with an average monthly rent of $2,710.
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 $13,785, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,800. Four Bedroom Single-Family rentals are also available starting from $1,650 and Four Bedroom Apartments start at $1,255.
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.
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.
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.
Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.
Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.