Cheap Apartments for Rent in the Grand Boulevard Neighborhood of Chicago, IL from $700 (47 Rentals)

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

property at 5252 S Drexel Ave

$650 - $800

Total Monthly Price

Total Monthly Price

Base Rent
$650 - $800
Total Monthly Price
$650 - $800

1 Bedroom, 1 Bath Condo for Rent

Available Now

5252 S Drexel Ave

ChicagoIL60615
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5035 S King Dr
2 to 4 Bedroom Apartments

5035 S King Dr

5035 S King DrChicago, IL 60615
  • Utilities Included
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Hyde Park / Kenwood
Studio to 1 Bedroom Apartments

Hyde Park / Kenwood

4400-4404 S Drexel BlvdChicago, IL 60653
  • Utilities Included

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Ohio Commons
1 to 4 Bedroom Apartments

Ohio Commons

5001 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
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Rosenwald Courts
1 to 2 Bedroom Apartments

Rosenwald Courts

4600-4602 S Michigan AveChicago, IL 60653
  • Utilities Included

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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4721 S. Ellis Avenue
Studio to 3 Bedroom Apartments

4721 S. Ellis Avenue

4721-4729 S Ellis AveChicago, 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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The Pershing
1 to 2 Bedroom Apartments

The Pershing

3845 S State StChicago, IL 60609
  • 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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Oakwood Apartments
Studio to 1 Bedroom Apartments

Oakwood Apartments

427-439 E Oakwood BlvdChicago, IL 60653
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Drexel Terrace
1 to 3 Bedroom Apartments

Drexel Terrace

5043-5045 S Drexel AveChicago, IL 60615
Corporate Housing
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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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The Sutherland
Studio to 2 Bedroom Apartments

The Sutherland

4659 S Drexel BlvdChicago, IL 60653
Corporate Housing

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.

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4956 S Michigan
3 to 4 Bedroom Apartments

4956 S Michigan

4956 S Michigan AveChicago, IL 60615
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4853 S Prairie Ave
1 to 3 Bedroom Apartments

4853 S Prairie Ave

4853 S Prairie 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

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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5300 S. Drexel Avenue
Studio to 2 Bedroom Apartments

5300 S. Drexel Avenue

5300-5304 S Drexel AveChicago, IL 60615
Corporate Housing
Showing Results 1-47, Page 1 of 1

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 4 Beds unit found at Coleman Place At Legends South priced from $170. 824 E 53rd St has the second lowest priced unit, which is a Studio apartment currently listed from $850. Here are the most affordable Grand Boulevard apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Coleman Place At Legends SouthThe Wells4BR,2BA$170
824 E 53rd StLarge StudioStudio,1BA$850
801-05 E Drexel Square Chicago, IL 60615Studio ApartmentStudio,1BA$940
5130 S Dr Martin Luther King Jr Dr Chicago, IL 606151 Bedroom 1 Bath Apartment1BR,1BA$1,000
4721 S. Ellis Avenueells0bBStudio,1BA$1,040
4720 S Drexel Blvd Chicago, IL 60615Studio ApartmentStudio,1BA$1,040
5049 S. Drexel Boulevard5049-1bA1BR,1BA$1,199
Drexel Granddrxg0bdStudio,1BA$1,225
Drexel Terracedrxt1bb1BR,1BA$1,265
Ellis Courtelli0bdStudio,1BA$1,375

Best Value Apartments for Rent in Grand Boulevard, IL

As of April 18, 2026 the best value apartment in the Grand Boulevard area is the $1.09 price per square foot 5211 S Greenwood Ave Model at 5211 S Greenwood Ave in the in the Hyde Park neighborhood starting from $3,500. 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.
5211 S Greenwood Ave5211 S Greenwood Ave4BR,2BA$1.09
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
5046 S Champlain Ave 612 E 51st St Chicago, IL 606153 Bedroom 1 Bath Apartment3BR,1BA$1.21
4812 S Indiana Ave, Unit 14812 S Indiana Ave3BR,1.5BA$1.41
4859 S. Champlain Avenue4859-2bA2BR,1BA$1.47
824 E 53rd St1 Bed1BR,1BA$1.19
Coleman Place At Legends SouthThe Burnham1BR,1BA$1.20
5130 S Dr Martin Luther King Jr Dr Chicago, IL 606151 Bedroom 1 Bath Apartment1BR,1BA$1.43

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.

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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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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.

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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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How much rent can you afford?

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Pet Friendly Lifestyle
Grand Boulevard, Chicago, IL

Ranked #60

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 Cheapest Studio apartment in Grand Boulevard?

Currently the most affordable Cheap Studio Apartment in Grand Boulevard is at 824 E 53rd St listed at $850.

How much is rent for a Cheap One Bedroom Grand Boulevard Apartment?

The lowest price for a Cheap One Bedroom Grand Boulevard Apartment is $914 at Coleman Place At Legends South.

What is the lowest price for a Cheap Two Bedroom Grand Boulevard Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Grand Boulevard is starting from $1,106 at Coleman Place At Legends South.

What is the most affordable Grand Boulevard Three Bedroom Apartment?

The best deal on a cheap Grand Boulevard Three Bedroom Apartment rental is at Coleman Place At Legends South and starts from $1,284.

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

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A Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent in Chicago

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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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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.

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Best Neighborhoods to Rent in Near Chicago's Top Employers

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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.

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From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

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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.

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Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.