
Apartments for Rent in the Oakland Neighborhood of Chicago, IL Under $2,000 (38 Rentals)


4611 S Ellis Ave

4611 South Drexel Blvd

4700 Lake Park Apartments

Lake Grove Village

Total Monthly Price
3232 S King Dr, Unit 3

4423 S Indiana Ave, Unit Apt 3

4319 S Michigan Ave, Unit 3

3607 S King Dr, Unit 1
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.

4410 S Drexel Blvd, Unit 2

4556-4558 S Prairie Ave, Unit 4558-G

4543 S St Lawrence Ave, Unit 2F

4423 S Prairie Ave

509 E 44th St

4145 S Michigan Ave

4553 S Michigan Ave

429 E Oakwood Blvd

601 E 32nd St
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

431 E Oakwood Blvd

435 E Oakwood Blvd

Williams Apartments

925 East 46th Street

4611 S Drexel Blvd

1030 E 47th

4034 S Prairie Ave

Pershing Place

4348-4358 S Prairie Ave
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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!

Maple Court

The Sutherland

Oakwood Apartments

Greenwood Park Apartments

Lake Park Manor

4455 S. Greenwood Avenue

Lake Park Crescent Apartments

4013-4015 S Calumet Ave

Paul G Stewart Center
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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.

Hyde Park / Kenwood

Coleman Place At Legends South
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 | $1,182 | $955 | $1,280 |
| Oakland 1 Bedroom Apartments | $1,396 | $1,195 | $1,950 |
| Oakland 2 Bedroom Apartments | $1,802 | $1,451 | $3,800 |
| Oakland 3 Bedroom Apartments | $2,454 | $1,650 | $3,815 |
Browse Apartments in this Neighborhood
There are currently 38 rentals with your search options within a 1 mile radius of the Oakland Neighborhood of Chicago, IL.
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Oakland, Chicago, IL Local Guide
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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
Read ArticleReal 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.
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 #69
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.0Pet Friendly
Frequently Asked Questions about Oakland
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 $1,195 to $1,950 with an average monthly rent of $1,396.
What does renting a Two Bedroom Apartment in Oakland cost?
The monthly rent prices of Two Bedroom Apartments currently available in Oakland range from $1,451 to $3,800. Today's average rental price for Two Bedrooms here is $1,802.
How expensive are Oakland Three Bedroom Apartments?
There are currently 99 Three Bedroom Apartments listings available in Oakland on ApartmentHomeLiving.com. The pricing ranges from $1,650 to $3,815 - averaging $2,454 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

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

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.

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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.