Apartments for Rent in the Oakland Neighborhood of Chicago, IL (523 Rentals) Page 5 of 11

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4112 S King Dr
Studio Apartments

4112 S King Dr

4112 S King DrChicago, IL 60653
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3565 S King Dr
Studio Apartments

3565 S King Dr

3565 S King DrChicago, IL 60653
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4530 S Ellis Ave
Studio to 1 Bedroom Apartments

4530 S Ellis Ave

4530 S Ellis AveChicago, IL 60653
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4520-4526 S Drexel Blvd
Studio to 2 Bedroom Apartments

4520-4526 S Drexel Blvd

4520-4526 S Drexel BlvdChicago, IL 60653
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3654 S King Dr
Studio Apartments

3654 S King Dr

3654 S King DrChicago, IL 60653
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3553 S King Dr
Studio Apartments

3553 S King Dr

3553 S King DrChicago, IL 60653
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3559 S King Dr
Studio Apartments

3559 S King Dr

3559 S King DrChicago, IL 60653
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3644 S King Dr
Studio Apartments

3644 S King Dr

3644 S King DrChicago, IL 60653
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The Nethergreen
1 to 4 Bedroom Apartments

The Nethergreen

1131-1135 E 45th StChicago, IL 60653
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3549 S King Dr
Studio Apartments

3549 S King Dr

3549 S King DrChicago, IL 60653
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3638 S King Dr
Studio Apartments

3638 S King Dr

3638 S King DrChicago, IL 60653
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3642 S King Dr
Studio Apartments

3642 S King Dr

3642 S King DrChicago, IL 60653
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3630 S King Dr
Studio Apartments

3630 S King Dr

3630 S King DrChicago, IL 60653
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Drexel Court
1 Bedroom Apartments

Drexel Court

4536 S Drexel BlvdChicago, IL 60653
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4525 S Evans Ave
2 to 4 Bedroom Apartments

4525 S Evans Ave

4525 S Evans AveChicago, IL 60653
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3632 S King Dr
1 Bedroom Apartments

3632 S King Dr

3632 S King DrChicago, IL 60653
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4527 S Evans Ave
3 to 4 Bedroom Apartments

4527 S Evans Ave

4527 S Evans AveChicago, IL 60653
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3525 S King Dr
Studio Apartments

3525 S King Dr

3525 S King DrChicago, IL 60653
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3612 S King Dr
Studio Apartments

3612 S King Dr

3612 S King DrChicago, IL 60653
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3747 S Giles Ave
3 Bedroom Apartments

3747 S Giles Ave

3747 S Giles AveChicago, IL 60653
Showing Results 201-250, Page 5 of 11

Frequently Asked Questions about Oakland

What is the current pricing and availability for apartments for rent in the Oakland area of Chicago, IL?

As of today, August 24, 2026, there are currently 523 available Oakland apartments priced from $1,025 to $3,723, with an average monthly rent of $1,786.

What is the current price range for One Bedroom Oakland Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Oakland ranges from $1,215 to $2,350 with an average monthly rent of $1,427.

What does renting a Two Bedroom Apartment in Oakland cost?

The monthly rent prices of Two Bedroom Apartments currently available in Oakland range from $1,450 to $2,700. Today's average rental price for Two Bedrooms here is $1,836.

How expensive are Oakland Three Bedroom Apartments?

There are currently 95 Three Bedroom Apartments listings available in Oakland on ApartmentHomeLiving.com. The pricing ranges from $1,720 to $3,723 - averaging $2,446 for the location.

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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

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When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

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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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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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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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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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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.