435 E Oakwood Blvd
ChicagoIL60653
Cheap Homes for Rent in the Oakland Neighborhood of Chicago, IL from $1,000 (14 Rentals)
Search the lowest-cost Homes available for rent right now in the Oakland area of Chicago.
431 E Oakwood Blvd
ChicagoIL60653
601 E 32nd St
ChicagoIL60616
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$1,7452 Bedroom Apartments Available Now
4030 S Cottage Grove Ave
4030 S Cottage Grove AveChicago, IL 60653
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$1,7502 Bedroom Apartments Available Sep 7
4423 S Indiana Ave, Unit Apt 3
4423 S Indiana AveChicago, IL 60653
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$1,8602 Bedroom Apartments Available Now
4319 S Michigan Ave, Unit 3
4319 S Michigan AveChicago, IL 60653
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$1,8602 Bedroom Apartments Available Now
4317 S Michigan Ave, Unit 1
4317 S Michigan AveChicago, IL 60653
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!
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$1,8602 Bedroom Apartments Available Now
4319 S Michigan Ave, Unit 3
4319 S Michigan AveChicago, IL 60653
4340 S Berkeley Ave
ChicagoIL60653
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$1,9501 Bedroom Apartments Available Now
4410 S Drexel Blvd, Unit 2
4410 S Drexel BlvdChicago, IL 60653
4619 S Michigan Ave
ChicagoIL60653
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$2,3004 Bedroom Apartments Available Now
4326 S Calumet Ave, Unit 2
4326 S Calumet AveChicago, IL 60653
637 E Woodland Park Ave
ChicagoIL60616
3313 S Calumet Ave
ChicagoIL60616
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
Showing Results 1-14, Page 1 of 1
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 | $2,486 | $2,345 | $2,600 |
| Oakland 3 Bedroom Homes for Rent | $2,584 | $1,900 | $3,295 |
| Oakland 4 Bedroom Homes for Rent | $3,850 | $2,900 | $4,800 |
| Oakland 5 Bedroom Homes for Rent | $5,000 | $5,000 | $5,000 |
Browse Homes for Rent in this Neighborhood
There are currently 14 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 4 Beds unit found at Coleman Place At Legends South priced from $170. 4700 Lake Park Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,214. Here are the most affordable Oakland apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Coleman Place At Legends South | The Wells | 4BR,2BA | $170 |
| 4700 Lake Park Apartments | Studio | Studio,1BA | $1,214 |
| Lake Grove Village | 1B | 1BR,1BA | $1,218 |
| Lake Meadows Apartments | lm51b1a | 1BR,1BA | $1,250 |
| The Sutherland | suth0bc | Studio,1BA | $1,395 |
Best Value Apartments for Rent in Oakland, IL
As of July 26, 2026 the best value apartment in the Oakland area is the $1.41 price per square foot 4615 S Vincennes Ave Model at 4615 S Vincennes Ave, Unit Vincennes in the in the Armour Square neighborhood starting from $2,600. The second greatest value Oakland apartment is the 3902 S Lake Park Ave Model at 3902 S Lake Park Ave, Unit 3 starting at $3,300 with a $1.94 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. |
|---|---|---|---|
| 4615 S Vincennes Ave, Unit Vincennes | 4615 S Vincennes Ave | 4BR,1.5BA | $1.41 |
| 3902 S Lake Park Ave, Unit 3 | 3902 S Lake Park Ave | 3BR,2BA | $1.94 |
| Celebration Apartments | 3 Bed 2 Bath | 3BR,2BA | $1.86 |
| Woodland Park By The Lake | The Lakeshore | 2BR,2BA | $2.16 |
| 4437 S Prairie Ave, Unit 1 | 4437 S Prairie Ave | 3BR,1BA | $1.80 |
| Coleman Place At Legends South | The Burnham | 1BR,1BA | $1.20 |
| 1030 E 47th | 2 Bedroom 1 Bath Apartment | 2BR,1BA | $2.54 |
| Lake Grove Village | 1A | 1BR,1BA | $1.97 |
| Maple Court | mpc-1bc | 1BR,1BA | $2.89 |
| 4700 Lake Park Apartments | Studio | Studio ,1BA | $2.53 |
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
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.
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Pet Friendly LifestyleOakland, Chicago, IL
Ranked #66
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Oakland
What type of rentals are currently available in Oakland?
There are currently 505 Apartments for Rent in Oakland, IL with pricing that ranges from $1,125 to $3,800. There are also 31 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $1,095 to $5,000.
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 $1,095 to $5,000 with an average monthly rent of $3,020.
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 $1,720 to $3,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,900 to $3,295. Four Bedroom Single-Family rentals are also available starting from $2,900 and Four Bedroom Apartments start at $2,300.
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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I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.
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Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.
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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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