2 Bedroom Apartments for Rent in the Oakland Neighborhood of Chicago, IL (123 Rentals)

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

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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809 E 40th St
2 Bedroom Apartments

809 E 40th St

809 E 40th StChicago, IL 60653
  • Utilities Included

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

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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Gwendolyn Place
2 Bedroom Apartments

Gwendolyn Place

109 E 43rd StChicago, IL 60653
  • Smoke Free
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425 E 41st St
2 Bedroom Apartments

425 E 41st St

425 E 41st StChicago, IL 60653
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539 E 46th Pl
2 Bedroom Apartments

539 E 46th Pl

539 E 46th PlChicago, 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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722-726 E Bowen Ave
2 Bedroom Apartments

722-726 E Bowen Ave

722-726 E Bowen AveChicago, IL 60653
  • Utilities Included
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4525 S Evans Ave
2 Bedroom Apartments

4525 S Evans Ave

4525 S Evans AveChicago, IL 60653

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

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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3918 S King Dr
2 Bedroom Apartments

3918 S King Dr

3918 S King DrChicago, IL 60653

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

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Oakland, Chicago, IL Local Guide

Largest Available Oakland 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Oakland area of Chicago, IL is found at 4611 S Ellis Ave and is listed at 1,116 square feet priced from $2,500. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
4611 S Ellis Ave2 BD 2 BA1,116 Sq Ft$2,500
Coleman Place At Legends SouthThe Armstrong1,050 Sq Ft$1,106
Woodland Park By The LakeThe Lakeshore1,039 Sq Ft$2,245
Lake Meadows Apartmentslm92b1ab1,000 Sq Ft$1,760
The Sutherlandsuthb211937 Sq Ft$2,285
Lake Grove Village2C900 Sq Ft$1,451
1030 E 47th2 Bedroom 1 Bath Apartment695 Sq Ft$1,765

Cheapest Available Oakland 2 Bedroom Apartments

Currently the lowest priced 2 Bedroom apartment unit Oakland of Chicago, IL is the The Armstrong Model starting from $1,106 at Coleman Place At Legends South. The average price for all 2 Bedroom apartments in Oakland is currently $1,836. Here is today’s list of the cheapest available 2 Bedroom options in the area:

Apartment ListingModel NamePriced From
Coleman Place At Legends SouthThe Armstrong$1,106
Lake Grove Village2D$1,451
Lake Meadows Apartmentslm52b1a$1,545
1030 E 47th2 Bedroom 1 Bath Apartment$1,765
Woodland Park By The LakeThe Lakeshore$2,245
The Sutherlandsuthb211$2,285
4611 S Ellis Ave2 BD 1 BA$2,350

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

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A 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

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Real 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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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
Oakland, Chicago, IL

Ranked #66

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Frequently Asked Questions about 2 Bedroom Oakland Apartments

How much is the average rent for a 2 Bedroom Oakland Apartment?

The average rent for a 2 Bedroom Apartment in Oakland is $1,836.

What is the largest available 2 Bedroom Oakland Apartment for rent?

Today's apartment with the most square footage in Oakland is a 1,116 square feet unit starting from $2,500 at 4611 S Ellis Ave.

What is the average size for Oakland 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Oakland is currently 1,100 sq ft.

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

Written by: Nicole Harms

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

Written by: Nicole Harms

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.