5 Bedroom Apartments for Rent in Chicago, IL (182 Rentals)

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1638 N Sedgwick St, Unit 1
$9,744
Total Monthly Price

Total Monthly Price

Base Rent
$9,744
Total Monthly Price
$9,744
5 Bedroom Apartment Available Jul 1

1638 N Sedgwick St, Unit 1

1638 N Sedgwick StChicago, IL 60614
  • Smoke Free

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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3820 N Sheffield Ave
$6,100
Total Monthly Price

Total Monthly Price

Base Rent
$5,100 - $6,100
Total Monthly Price
$5,100 - $6,100
5 Bedroom Apartment Available Aug 1

3820 N Sheffield Ave

3820 N Sheffield AveChicago, IL 60613
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217 N Laramie Ave, Unit 1
$1,995
Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995
5 Bedroom Apartment Available Jul 15

217 N Laramie Ave, Unit 1

217 N Laramie AveChicago, IL 60644
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3824 N Sheffield Ave
$6,100
Total Monthly Price

Total Monthly Price

Base Rent
$5,100 - $6,100
Total Monthly Price
$5,100 - $6,100
5 Bedroom Apartment Available Aug 1

3824 N Sheffield Ave

3824 N Sheffield AveChicago, IL 60613

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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property at 7002 W Farragut Ave

$16,630

Total Monthly Price

Total Monthly Price

Base Rent
$16,630
Total Monthly Price
$16,630

5 Bedroom, 2 Bath Home for Rent

Available Aug 1

7002 W Farragut Ave

ChicagoIL60656
property at 6101 W 64th Pl

$16,640

Total Monthly Price

Total Monthly Price

Base Rent
$16,640
Total Monthly Price
$16,640

5 Bedroom, 2 Bath Home for Rent

Available Oct 1

6101 W 64th Pl

ChicagoIL60638

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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6437 N Wayne Ave
5 Bedroom Apartments

6437 N Wayne Ave

6437 N Wayne AveChicago, IL 60626
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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

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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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
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7601 S Essex Ave
5 Bedroom Apartments

7601 S Essex Ave

7601 S Essex AveChicago, IL 60649
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5441 S Union Ave
5 Bedroom Apartments

5441 S Union Ave

5441 S Union AveChicago, IL 60609
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1346 W Webster
5 Bedroom Apartments

1346 W Webster

1346 W Webster AveChicago, IL 60614

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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Showing Results 1-50, Page 1 of 4

Chicago, IL Local Guide

Largest Available Chicago 5 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths1,750 Sq Ft$3,950

Cheapest Available Chicago 5 Bedroom Apartments

Apartment ListingModel NamePriced From
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths$3,950

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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Location, Location, Location!

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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 8,285 Studio Apartments in Chicago with rent ranges from $595 to $8,604 with an average price of $2,044.

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 $640 to $9,987 with an average monthly rent of $2,478.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $762 to $18,797. Today's average rental price for Two Bedrooms here is $3,072.

How expensive are Chicago Three Bedroom Apartments?

There are currently 4,999 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,724 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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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.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.