Cheap Homes for Rent in Grand Boulevard Neighborhood of Chicago, IL from $1,100 (14 Rentals)

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

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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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 4901 S Drexel Blvd priced from $1,030. 4721 S. Ellis Avenue has the second lowest priced unit, which is a Studio apartment currently listed from $1,050. Here are the most affordable Grand Boulevard apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
4901 S Drexel BlvdStudio ApartmentStudio,1BA$1,030
4721 S. Ellis Avenueells0bdStudio,1BA$1,050
4720 S Drexel BlvdStudio ApartmentStudio,1BA$1,130
Drexel Granddrxg0bdStudio,1BA$1,215
49th Street Apartments1 Bedrooms1BR,1BA$1,225

Best Value Apartments for Rent in Grand Boulevard, IL

As of August 24, 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 $5,000 with a $1.67 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$1.67
4317 S Forrestville Ave, Unit Apartment Two4317 S Forrestville Ave3BR,2BA$1.88
5229 S. Drexel Avenue5229-3bB3BR,2BA$1.54
Greenwood 5201gnwd3bd3BR,1BA$1.78
4949 S Wabash Ave, Unit Top Floor Unit 34949 S Wabash Ave2BR,2BA$1.88
4448 S Princeton Ave, Unit 14448 S Princeton Ave4BR,1BA$1.58
4939 S Wabash Ave, Unit 24939 S Wabash Ave3BR,1BA$1.88
4841 S St Lawrence Ave, Unit 34841 S St Lawrence Ave2BR,1BA$1.40
49th Street Apartments1 Bedrooms1BR,1BA$1.63

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Grand Boulevard, Chicago, IL

Ranked #106

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 Grand Boulevard

What type of rentals are currently available in Grand Boulevard?

There are currently 662 Apartments for Rent in Grand Boulevard, IL with pricing that ranges from $1,030 to $5,000. There are also 92 Single Family Homes for rent, Condos, and Townhome rentals currently available in Grand Boulevard ranging from $1,125 to $7,500.

What is the current price range for Rental Homes in Grand Boulevard?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Grand Boulevard ranges from $1,125 to $7,500 with an average monthly rent of $2,284.

How much are larger Three and Four Bedroom Rentals in Grand Boulevard?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Grand Boulevard range from $1,500 to $4,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,400 to $5,000. Four Bedroom Single-Family rentals are also available starting from $1,600 and Four Bedroom Apartments start at $1,900.

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.