
2 Bedroom Apartments for Rent in the Oakland Neighborhood of Chicago, IL (124 Rentals)


4611 South Drexel Blvd

4611 S Ellis Ave

4700 Lake Park Apartments

Woodland Park By The Lake

Lake Grove Village

Total Monthly Price
4010 S Calumet Ave, Unit 1D, Unit 1D

Total Monthly Price
4335 S Saint Lawrence Ave, Unit 1, Unit 1

4111 S Indiana Ave, Unit Unit #2, Unit Unit #2

3607 S King Dr, Unit 1
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

4319 S Michigan Ave, Unit 3

4319 S Michigan Ave, Unit 3

4618 S Evans Ave, Unit Basement

509 E 44th St

3423 S Cottage Grove Ave

4330 S Martin Luther King Dr

4553 S Michigan Ave

4445 S Vincennes Ave

4108 S Drexel Blvd

3738 S Calumet Ave
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.

809 E 40th St

4607 S Indiana Ave

539 E 46th Pl

4131 S Michigan Ave

425 E 41st St

3544-3546 S King Dr

4139 S Prairie Ave

4501 S Michigan Ave

4137 S Michigan Ave

845 E 38th Pl
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

4544-4546 S Ellis Ave

517-521 E 38th St

3310 S Indiana Ave

4355-4359 S Saint Lawrence Ave

3446 S Prairie Ave

722-726 E Bowen Ave

4549-4557 S Michigan Ave

1024-1026 E 46th St

4401 S Vincennes Ave

4624 S Evans Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

3932 S Indiana Ave

4400 S Calumet Ave

4218 S Indiana Ave

4516 S Vincennes Ave

3700-3708 S Indiana Ave

4600 S Indiana Ave

4335-4337 S Greenwood Ave

4525 S Evans Ave

3918 S King Dr

4412 S Prairie Ave
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.
Oakland, Chicago, IL Local Guide

How much does it cost to rent an apartment in Oakland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakland Studio Apartments | $1,205 | $1,035 | $1,559 |
| Oakland 1 Bedroom Apartments | $1,413 | $1,185 | $1,950 |
Oakland 2 Bedroom Apartments | $1,802 | $1,451 | $3,800 |
| Oakland 3 Bedroom Apartments | $2,873 | $1,720 | $8,285 |
Browse Apartments in this Neighborhood
There are currently 124 rentals with your search options within a 1 mile radius of the Oakland Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Oakland, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Oakland 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Oakland area of Chicago, IL is found at Woodland Park By The Lake and is listed at 1,178 square feet priced from $2,295. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Woodland Park By The Lake | The Harbor | 1,178 Sq Ft | $2,295 |
| Coleman Place At Legends South | The Armstrong | 1,050 Sq Ft | $1,106 |
| Lake Meadows Apartments | lakem9-2b1a | 1,000 Sq Ft | $1,690 |
| The Sutherland | suthm2b211 | 937 Sq Ft | $2,285 |
| Lake Grove Village | 2C | 900 Sq Ft | $1,451 |
| 4700 Lake Park Apartments | Two Bedroom | 853 Sq Ft | $2,211 |
| 1030 E 47th | 2 Bedroom 1 Bath Apartment | 808 Sq Ft | $1,790 |
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 $1,802. Here is today’s list of the cheapest available 2 Bedroom options in the area:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Coleman Place At Legends South | The Armstrong | $1,106 |
| Lake Meadows Apartments | lakem2-2b1a | $1,435 |
| Lake Grove Village | 2D | $1,451 |
| 1030 E 47th | 2 Bedroom 1 Bath Apartment | $1,790 |
| Woodland Park By The Lake | The Lakeshore | $1,975 |
| 4700 Lake Park Apartments | Two Bedroom | $2,211 |
| The Sutherland | suthm2b211 | $2,285 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleBest 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
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleA 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
Read ArticleQuick 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.
Pet Friendly LifestyleOakland, Chicago, IL
Ranked #78
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about 2 Bedroom Oakland Apartments
What is the Cheapest apartment in Oakland with 2 Bedroom?
Currently the most affordable 2 Bedroom in Oakland is at Coleman Place At Legends South listed at $1,106.
How much is the average rent for a 2 Bedroom Oakland Apartment?
The average rent for a 2 Bedroom Apartment in Oakland is $1,802.
What is the largest available 2 Bedroom Oakland Apartment for rent?
Today's apartment with the most square footage in Oakland is a 1,178 square feet unit starting from $2,295 at Woodland Park By The Lake.
What is the average size for Oakland 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Oakland is currently 908 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

A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago
Written by: Nicole Harms
I’m Nicole, your ApartmentHomeLiving.com Local Expert for Chicago, IL. As a resident of the Chicago area for over 20 years, I’ve learned which neighborhoods are great and which are best avoided.

Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
Written by: Nicole Harms
With world-class museums lining its streets, Chicago is a place people go to learn. It’s not surprising, therefore, that it’s also home to multiple colleges and universities with national and global reputations.

Best Neighborhoods to Rent in Near Chicago's Top Employers
Written by: Nicole Harms
Whenever life takes me into the city, I’m always impressed with the sheer amount of industry and commerce that it holds. With all of that commerce comes a wide range of employment options.

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

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.