Cheap Homes for Rent in Grand Boulevard Neighborhood of Chicago, IL from $1,100 (20 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

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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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.

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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.

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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 $935. 4720 S Drexel Blvd has the second lowest priced unit, which is a Studio apartment currently listed from $970. Here are the most affordable Grand Boulevard apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
4901 S Drexel BlvdStudio ApartmentStudio,1BA$935
4720 S Drexel BlvdStudio ApartmentStudio,1BA$970
4721 S. Ellis Avenueells0bdStudio,1BA$1,025
4455 S. Greenwood Avenue4455-0bAStudio,1BA$1,195
Drexel Granddrxg0bdStudio,1BA$1,215

Best Value Apartments for Rent in Grand Boulevard, IL

As of June 27, 2025 the best value apartment in the Grand Boulevard area is the $2.09 price per square foot 5100-4bb Model at 5100 S. Ellis Avenue in the in the Hyde Park neighborhood starting from $3,800. The second greatest value Grand Boulevard apartment is the 5229-3bB Model at 5229 S. Drexel Avenue starting at $2,499 with a $1.55 price per square foot in the Hyde Park 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.
5100 S. Ellis Avenue5100-4bb4BR,4BA$2.09
5229 S. Drexel Avenue5229-3bB3BR,2BA$1.55
4552 S Evans Ave, Unit 14552 S Evans Ave3BR,2BA$1.92
Greenwood 5201gnwd3bd3BR,1BA$1.78
925 East 46th Street925ea3bA3BR,1BA$1.53
4934 S Michigan Ave, Unit Apartment 1R4934 S Michigan Ave2BR,1BA$1.71
1101 E. Hyde Park Boulevard1101-1bD1BR,1BA$1.76
5300-5308 S. Greenwood Avenue530g2bB2BR,1BA$2.19
5222-38 S. Drexel Avenue5222-1bb1BR,1BA$1.97
5049 S. Drexel Boulevard5049-1bc1BR,1BA$1.93

Quick Rent Budget Calculator

How much rent can you afford?

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Frequently Asked Questions about Grand Boulevard

What type of rentals are currently available in Grand Boulevard?

There are currently 655 Apartments for Rent in Grand Boulevard, IL with pricing that ranges from $935 to $7,650. There are also 77 Single Family Homes for rent, Condos, and Townhome rentals currently available in Grand Boulevard ranging from $1,100 to $8,000.

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 $1,100 to $8,000 with an average monthly rent of $2,570.

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 $1,800 to $7,650, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,400 to $4,200. Four Bedroom Single-Family rentals are also available starting from $1,800 and Four Bedroom Apartments start at $1,995.

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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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.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.