Apartments for Rent in the Oakland Neighborhood of Chicago, IL (523 Rentals) Page 6 of 11

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3715 S Giles Ave
3 Bedroom Apartments

3715 S Giles Ave

3715 S Giles AveChicago, IL 60653
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3562 S King Dr
Studio Apartments

3562 S King Dr

3562 S King DrChicago, IL 60653
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924 E 46th St
3 Bedroom Apartments

924 E 46th St

924 E 46th StChicago, IL 60653
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3608 S King Dr
Studio Apartments

3608 S King Dr

3608 S King DrChicago, IL 60653
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3602 S King Dr
Studio Apartments

3602 S King Dr

3602 S King DrChicago, IL 60653
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1020 E 46th St
Studio Apartments

1020 E 46th St

1020 E 46th StChicago, IL 60653
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430 E 44th St
1 Bedroom Apartments

430 E 44th St

430 E 44th StChicago, IL 60653
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3550 S King Dr
Studio Apartments

3550 S King Dr

3550 S King DrChicago, IL 60653
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4325 S King Dr
3 Bedroom Apartments

4325 S King Dr

4325 S King DrChicago, IL 60653
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3530-3532 S King Dr
Studio to 1 Bedroom Apartments

3530-3532 S King Dr

3530-3532 S King DrChicago, IL 60653
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4051 Prairie ave
3 Bedroom Apartments

4051 Prairie ave

4051 Prairie aveChicago, IL 60653
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3538 S King Dr
2 to 3 Bedroom Apartments

3538 S King Dr

3538 S King DrChicago, IL 60653
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4552 S Evans Ave
9 Bedroom Apartments

4552 S Evans Ave

4552 S Evans AveChicago, IL 60653
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4139 S Prairie Ave
2 to 3 Bedroom Apartments

4139 S Prairie Ave

4139 S Prairie AveChicago, IL 60653
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662 E 46th St
3 Bedroom Apartments

662 E 46th St

662 E 46th StChicago, IL 60653
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4326 S King Dr
Studio Apartments

4326 S King Dr

4326 S King DrChicago, IL 60653
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4240 S Calumet Ave
3 to 4 Bedroom Apartments

4240 S Calumet Ave

4240 S Calumet AveChicago, IL 60653
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4624 S Evans Ave
2 Bedroom Apartments

4624 S Evans Ave

4624 S Evans AveChicago, IL 60653
Showing Results 251-300, Page 6 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

Written by: Nicole Harms

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

Written by: Nicole Harms

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.