5 Bedroom Apartments for Rent in Chicago, IL (188 Rentals)

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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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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6437 N Wayne Ave
5 Bedroom Apartments

6437 N Wayne Ave

6437 N Wayne AveChicago, IL 60626

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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2748 N. Lincoln
5 Bedroom Apartments

2748 N. Lincoln

2748 N Lincoln AveChicago, IL 60614
  • Utilities Included
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4340 N Bell Ave
5 Bedroom Apartments

4340 N Bell Ave

4340 N Bell AveChicago, IL 60618
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1238 N. Noble
5 Bedroom Apartments

1238 N. Noble

1238 N NobleChicago, IL 60642
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3153 N Hudson Ave
5 Bedroom Apartments

3153 N Hudson Ave

3153 N Hudson AveChicago, IL 60657
  • 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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Showing Results 1-50, Page 1 of 4

Chicago, IL Local Guide

Largest Available Chicago 5 Bedroom Apartments

The largest available 5 Bedroom apartment unit in Chicago, IL is found at Luxury Student Housing at Leavitt Place in the Lower West Side neighborhood and is 1,750 square feet priced from $3,950. 5051 S Forrestville in the Washington Park neighborhood has the second largest 5 Bedroom, which is sized at 1,606 square feet and currently listed start at $2,175. Here is today’s list of the largest available 5 Bedroom units in Chicago:

Apartment ListingModel NameSquare FootagePriced From
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths1,750 Sq Ft$3,950
5051 S Forrestville5 Bedroom 2 Bath Apartment1,606 Sq Ft$2,175
6437 N Wayne AveFive Bedroom1,500 Sq Ft$4,500
6455 N Glenwood AveFive Bedroom1,500 Sq Ft$4,500

Cheapest Available Chicago 5 Bedroom Apartments

As of May 15, 2026 the lowest priced 5 Bedroom apartment unit in Chicago, IL is the 5 Bedroom 2 Bath Apartment Model starting from $2,175 at 5051 S Forrestville in the Washington Park neighborhood. The second most affordable Chicago 5 Bedroom is the 5 Bedroom 3 Baths Model at Luxury Student Housing at Leavitt Place starting at $3,950 in the Lower West Side neighborhood. The average price for all 5 Bedroom apartments in Chicago is currently $7,769. Here is today’s list of the cheapest available 5 Bedroom options in Chicago:

Apartment ListingModel NamePriced From
5051 S Forrestville5 Bedroom 2 Bath Apartment$2,175
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths$3,950
6456 N Magnolia Ave5 Beds, 2 baths$4,500
6455 N Glenwood AveFive Bedroom$4,500

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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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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Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about Chicago

How much are Studio apartments in Chicago?

There are currently 8,346 Studio Apartments in Chicago with rent ranges from $550 to $10,150 with an average price of $1,951.

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

Today's rental pricing for One Bedroom Apartments in Chicago ranges from $520 to $11,280 with an average monthly rent of $2,517.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $850 to $18,797. Today's average rental price for Two Bedrooms here is $3,114.

How expensive are Chicago Three Bedroom Apartments?

There are currently 5,012 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,914 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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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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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

Written by: Nicole Harms

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

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

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.