Apartments for Rent in the Oakland Neighborhood of Chicago, IL (523 Rentals) Page 10 of 11

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3610 S Ellis Ave
Studio to 3 Bedroom Apartments

3610 S Ellis Ave

3610 S Ellis AveChicago, IL 60653
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621 E 41st St
1 to 4 Bedroom Apartments

621 E 41st St

621 E 41st StChicago, IL 60653
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600 E 41st St
1 to 4 Bedroom Apartments

600 E 41st St

600 E 41st StChicago, IL 60653
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618 E Bowen Ave
Studio Apartments

618 E Bowen Ave

618 E Bowen AveChicago, IL 60653
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The Langston
1 to 4 Bedroom Apartments

The Langston

654 E 43rd StChicago, IL 60653
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4344 S Ellis Ave
Studio Apartments

4344 S Ellis Ave

4344 S Ellis AveChicago, IL 60653
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Hyde Park / Kenwood
Studio to 1 Bedroom Apartments

Hyde Park / Kenwood

4400-4404 S Drexel BlvdChicago, IL 60653
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Oakwood Apartments
Studio to 1 Bedroom Apartments

Oakwood Apartments

427-439 E Oakwood BlvdChicago, IL 60653
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Kenwood Courtyard
Studio to 3 Bedroom Apartments

Kenwood Courtyard

4408-4414 S Drexel BlvdChicago, IL 60653
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Drexel Court
1 Bedroom Apartments

Drexel Court

4424 S Drexel BlvdChicago, IL 60653
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Paul G Stewart Center
Studio to 2 Bedroom Apartments

Paul G Stewart Center

400 E 41st StChicago, IL 60653
Senior Living
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Wolcott Apartments
2 to 4 Bedroom Apartments

Wolcott Apartments

4433-4437 S Greenwood AveChicago, IL 60653
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4500 S Drexel Blvd
Studio to 3 Bedroom Apartments

4500 S Drexel Blvd

4500 S Drexel BlvdChicago, IL 60653
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4611 S Drexel Blvd
1 to 2 Bedroom Apartments

4611 S Drexel Blvd

4611 S Drexel BlvdChicago, IL 60653
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Pioneer Village
1 to 2 Bedroom Apartments

Pioneer Village

340 E 38th StChicago, IL 60653
Senior Living
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Trinity Acres
Studio to 1 Bedroom Apartments

Trinity Acres

3939 S Calumet AveChicago, IL 60653
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812 E 46th St
1 to 3 Bedroom Apartments

812 E 46th St

812 E 46th StChicago, IL 60653
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4313 S King Dr
3 Bedroom Apartments

4313 S King Dr

4313 S King DrChicago, IL 60653
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Kenwood
1 to 2 Bedroom Apartments

Kenwood

4625 S Drexel BlvdChicago, IL 60653
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811 E 46th St
1 to 3 Bedroom Apartments

811 E 46th St

811 E 46th StChicago, IL 60653
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4601-4611 S Evans Ave
1 to 3 Bedroom Apartments

4601-4611 S Evans Ave

4601-4611 S Evans AveChicago, IL 60653
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Wolcott Apartments
2 to 3 Bedroom Apartments

Wolcott Apartments

1204 E 46th StChicago, IL 60653
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43 Green East
Studio to 2 Bedroom Apartments

43 Green East

4308 S Calumet AveChicago, IL 60653
Showing Results 451-500, Page 10 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 25, 2026, there are currently 523 available Oakland apartments priced from $1,045 to $3,720, with an average monthly rent of $1,778.

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 $1,190 to $2,350 with an average monthly rent of $1,428.

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 $1,840.

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 $3,720 - averaging $2,436 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.