5 Bedroom Apartments for Rent in Chicago, IL (146 Rentals)

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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Lawndale Apartments
5 Bedroom Apartments

Lawndale Apartments

3206 W Douglas BlvdChicago, IL 60623
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4725 W maypole
5 Bedroom Apartments

4725 W maypole

4721-4725 W Maypole AveChicago, IL 60644
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Chicago, IL Local Guide

Largest Available Chicago 5 Bedroom Apartments

The largest available 5 Bedroom apartment unit in Chicago, IL is found at 5218-5220 S. Kimbark Avenue in the Hyde Park neighborhood and is 2,057 square feet priced from $3,250. 5487-5491 S. Hyde Park Boulevard has the second largest 5 Bedroom, which is sized at 2,039 square feet and currently listed start at $3,995. Here is today’s list of the largest available 5 Bedroom units in Chicago:

Apartment ListingModel NameSquare FootagePriced From
5218-5220 S. Kimbark Avenue5218-5bC2,057 Sq Ft$3,250
5487-5491 S. Hyde Park Boulevard5487-5bA2,039 Sq Ft$3,995
1515 E. 54th Street1515-5bD1,830 Sq Ft$3,945

Cheapest Available Chicago 5 Bedroom Apartments

As of May 03, 2025 the lowest priced 5 Bedroom apartment unit in Chicago, IL is the 5218-5bC Model starting from $3,250 at 5218-5220 S. Kimbark Avenue in the Hyde Park neighborhood. The second most affordable Chicago 5 Bedroom is the 1515-5bD Model at 1515 E. 54th Street starting at $3,945 . The average price for all 5 Bedroom apartments in Chicago is currently $4,034. Here is today’s list of the cheapest available 5 Bedroom options in Chicago:

Apartment ListingModel NamePriced From
5218-5220 S. Kimbark Avenue5218-5bC$3,250
1515 E. 54th Street1515-5bD$3,945
Luxury Student Housing at Leavitt Place5 Bedroom 3 Baths$3,950
5487-5491 S. Hyde Park Boulevard5487-5bA$3,995
5335-5337 S. Woodlawn Avenue5335-5bD$4,475

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Getting Around Chicago, IL

Walk Score®

83 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

77 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

66 / 100

Good Transit

Many nearby public transportation options

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Chicago

How much are Studio apartments in Chicago?

There are currently 2,784 Studio Apartments in Chicago with rent ranges from $532 to $9,091 with an average price of $2,073.

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 $685 to $14,180 with an average monthly rent of $2,636.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $895 to $22,451. Today's average rental price for Two Bedrooms here is $3,278.

How expensive are Chicago Three Bedroom Apartments?

There are currently 4,022 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $725 to $38,481 - averaging $3,782 for the location.

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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Navigating the Rental Market: Tips for First-Time Renters

Written by: Sandy Baker

Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.