Apartments for Rent in the Grand Boulevard Neighborhood of Chicago, IL (735 Rentals)

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

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property at 419 W Root St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400

4 Bedroom, 2 Bath Home for Rent

Available Now

419 W Root St

ChicagoIL60609
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704 E 50th Pl, Unit 202
$1,750
Total Monthly Price

Total Monthly Price

Base Rent
$1,750
Total Monthly Price
$1,750
3 Bedroom Apartment Available Now

704 E 50th Pl, Unit 202

704 E 50th PlChicago, IL 60615
Cost Per Sq.Ft.
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4557 S Wabash Ave, Unit 2
$1,800
Total Monthly Price

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800
3 Bedroom Apartment Available Sep 1

4557 S Wabash Ave, Unit 2

4557 S Wabash AveChicago, IL 60653
Affordability
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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.

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property at 4222 S Indiana Ave

$2,900

Total Monthly Price

Total Monthly Price

Base Rent
$2,900
Total Monthly Price
$2,900

4 Bedroom, 3 Bath Condo for Rent

Available Now

4222 S Indiana Ave, Unit 1

4222 S Indiana Ave
ChicagoIL60653
property at 4852 S Prairie Ave

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300
Total Monthly Price
$3,300

3 Bedroom, 2 Bath Condo for Rent

Available Now

4852 S Prairie Ave, Unit 1B

4852 S Prairie Ave
ChicagoIL60615
property at 837 E 52nd St

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300
Total Monthly Price
$2,300

3 Bedroom, 2 Bath Condo for Rent

Available Now

837 E 52nd St, Unit 3N

837 E 52nd St
ChicagoIL60615
property at 5206 S Drexel Ave

$2,300

Total Monthly Price

Total Monthly Price

Base Rent
$2,300
Total Monthly Price
$2,300

3 Bedroom, 2 Bath Condo for Rent

Available Oct 1

5206 S Drexel Ave, Unit Drexel Ave

5206 S Drexel Ave
ChicagoIL60615

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

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!

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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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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.

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Grand Boulevard, Chicago, IL Local Guide

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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Real 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.

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Quick 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.

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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 Grand Boulevard

What is the current pricing and availability for apartments for rent in the Grand Boulevard area of Chicago, IL?

As of today, September 01, 2026, there are currently 735 available Grand Boulevard apartments priced from $850 to $4,800, with an average monthly rent of $1,858.

How much are Studio apartments in Grand Boulevard?

There are currently 330 Studio Apartments in Grand Boulevard with rent ranges from $850 to $1,600 with an average price of $1,239.

What is the current price range for One Bedroom Grand Boulevard Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Grand Boulevard ranges from $875 to $2,350 with an average monthly rent of $1,478.

What does renting a Two Bedroom Apartment in Grand Boulevard cost?

The monthly rent prices of Two Bedroom Apartments currently available in Grand Boulevard range from $1,400 to $2,700. Today's average rental price for Two Bedrooms here is $1,957.

How expensive are Grand Boulevard Three Bedroom Apartments?

There are currently 195 Three Bedroom Apartments listings available in Grand Boulevard on ApartmentHomeLiving.com. The pricing ranges from $1,600 to $3,550 - averaging $2,437 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

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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

Written by: Nicole Harms

When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

Written by: Nicole Harms

I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

decorative image for Chicago Relocation 101: Mastering Utilities, Registration, and the CTA article

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

Written by: Nicole Harms

Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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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

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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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.

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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.