Cheap Apartments for Rent in the Grand Boulevard Neighborhood of Chicago, IL from $700 (32 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Grand Boulevard area of Chicago.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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5035 S King Dr
2 to 4 Bedroom Apartments

5035 S King Dr

5035 S King DrChicago, IL 60615
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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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Ohio Commons
1 to 4 Bedroom Apartments

Ohio Commons

5001 S Drexel BlvdChicago, IL 60615
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4915 S Drexel Apartments
Studio to 4 Bedroom Apartments

4915 S Drexel Apartments

4915 S Drexel BlvdChicago, IL 60615
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Drexel Investments, LLC
Studio to 2 Bedroom Apartments

Drexel Investments, LLC

4742-4748 S Drexel BlvdChicago, IL 60615
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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
  • Utilities Included

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.

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Rosenwald Courts
1 to 2 Bedroom Apartments

Rosenwald Courts

4600-4602 S Michigan AveChicago, IL 60653
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801-05 E Drexel Square
Studio to 2 Bedroom Apartments

801-05 E Drexel Square

801-805 E Drexel SqChicago, IL 60615
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4850-4858 S Michigan Ave
1 to 3 Bedroom Apartments

4850-4858 S Michigan Ave

4850-4858 S Michigan AveChicago, IL 60615
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Pangea Commons
1 to 3 Bedroom Apartments

Pangea Commons

5019 S Saint Lawrence AveChicago, IL 60615
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Pangea Commons
2 to 5 Bedroom Apartments

Pangea Commons

5051 S Forrestville AveChicago, IL 60615
  • Utilities Included

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!

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Drexel Grand
Studio to 2 Bedroom Apartments

Drexel Grand

5220 S Drexel AveChicago, IL 60615
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Oakwood Apartments
Studio to 1 Bedroom Apartments

Oakwood Apartments

427-439 E Oakwood BlvdChicago, IL 60653
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824-842 E 53rd St
Studio to 1 Bedroom Apartments

824-842 E 53rd St

824-842 E 53rd StChicago, IL 60615
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4956 S Michigan
3 to 4 Bedroom Apartments

4956 S Michigan

4950-4956 S Michigan AveChicago, IL 60615
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Ellis Court
Studio to 2 Bedroom Apartments

Ellis Court

5301-5309 S Ellis AveChicago, IL 60615
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Ivy at Drexel
1 to 3 Bedroom Apartments

Ivy at Drexel

5235-5245 S Drexel AveChicago, IL 60615

Cash 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.

Grand Boulevard, Chicago, IL Local Guide

Cheapest Available Grand Boulevard Apartments for Rent

 

The cheapest available apartment rental in the Grand Boulevard area of Chicago, IL is a Studio unit found at 801-05 E Drexel Square priced from $975. Drexel Grand has the second lowest priced unit, which is a Studio apartment currently listed from $1,175. Here are the most affordable Grand Boulevard apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
801-05 E Drexel SquareStudio ApartmentStudio,1BA$975
Drexel Granddrxg0bdStudio,1BA$1,175
The Pershing1 bed1BR,1BA$1,180
Ellis Courtelli0bdStudio,1BA$1,400
4721 S. Ellis Avenueells2bB2BR,1BA$1,525
5300 S. Drexel Avenue5300d1bG1BR,1BA$1,575
5051 S Forrestville Ave3 Bedroom 1 Bath Apartment3BR,1BA$1,600
1101 E. Hyde Park Boulevard1101-1bb1BR,1BA$1,625
The Sutherlandsuthm-1bH1BR,1BA$1,650
5222-38 S. Drexel Avenue5222-1bb1BR,1BA$1,675

Best Value Apartments for Rent in Grand Boulevard, IL

As of December 02, 2025 the best value apartment in the Grand Boulevard area is the $1.67 price per square foot 3935 S Wells St Model at 3935 S Wells St, Unit 1 in the in the Douglas neighborhood starting from $5,000. The second greatest value Grand Boulevard apartment is the 3935 S Wells St Model at 3935 S Wells St, Unit 1 starting at $4,800 with a $1.60 price per square foot in the Douglas neighborhood. Here is today’s list of the best values for Grand Boulevard apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
3935 S Wells St, Unit 13935 S Wells St4BR,4BA$1.67
3935 S Wells St, Unit 13935 S Wells St4BR,4BA$1.60
3935 S Wells St, Unit 13935 S Wells St4BR,4BA$1.60
3935 S Wells St, Unit 13935 S Wells St4BR,4BA$1.60
4313 S King Dr3 x 23BR,2BA$1.40
5129 S Ingleside Ave, Unit 1 Front5129 S Ingleside Ave2BR,1BA$1.64
4336 S Indiana Ave, Unit 14336 S Indiana Ave2BR,2BA$1.59
4336 S Indiana Ave, Unit 14336 S Indiana Ave2BR,2BA$1.59
5051 S Forrestville Ave3 Bedroom 1 Bath Apartment3BR,1BA$1.67
The Pershing1 bed1BR,1BA$1.72

Don'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.

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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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The 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.

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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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Pet Friendly Lifestyle
Grand Boulevard, Chicago, IL

Ranked #53

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

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Cheap Grand Boulevard Apartments

What is the price of a cheap apartment in Grand Boulevard?

The cheapest apartment in Grand Boulevard is The Pershing which is listed at $1,180, while the average apartment in Grand Boulevard costs $4,800.

What types of apartments are the cheapest in Grand Boulevard?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Grand Boulevard that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Grand Boulevard?

Cheap apartments in Grand Boulevard have an average cost of $581 which is $4,219 cheaper than the average rent for all rentals in Grand Boulevard.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.