Apartments for Rent in the Oakland Neighborhood of Chicago, IL (523 Rentals) Page 3 of 11

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719 E 41st St
Studio Apartments

719 E 41st St

719 E 41st StChicago, IL 60653
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722-726 E Bowen Ave
1 to 4 Bedroom Apartments

722-726 E Bowen Ave

722-726 E Bowen AveChicago, IL 60653
  • Utilities Included
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715 E 41st St
Studio Apartments

715 E 41st St

715 E 41st StChicago, IL 60653

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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637 E 41st St
Studio Apartments

637 E 41st St

637 E 41st StChicago, IL 60653
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946 E 43rd St
2 Bedroom Apartments

946 E 43rd St

946 E 43rd StChicago, IL 60653
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633 E Bowen Ave
Studio Apartments

633 E Bowen Ave

633 E Bowen AveChicago, IL 60653
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619 E Bowen Ave
Studio Apartments

619 E Bowen Ave

619 E Bowen AveChicago, IL 60653
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524 E Bowen Ave
Studio Apartments

524 E Bowen Ave

524 E Bowen AveChicago, IL 60653
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Gabriela
3 Bedroom Apartments

Gabriela

4315-4317 S Cottage Grove AveChicago, IL 60653
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517-521 E 38th St
2 to 3 Bedroom Apartments

517-521 E 38th St

517-521 E 38th StChicago, IL 60653
Showing Results 101-150, Page 3 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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Articles, How-To's, and Tips

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

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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

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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

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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

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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.