5 Bedroom Apartments for Rent in Chicago, IL (167 Rentals) Page 2 of 4

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4712 W Monroe St
5 Bedroom Apartments

4712 W Monroe St

4712 W Monroe StChicago, IL 60644
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3409 W 18th St
5 Bedroom Apartments

3409 W 18th St

3409 W 18th StChicago, IL 60623

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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Wolfram18
5 Bedroom Apartments

Wolfram18

1650 W Wolfram StChicago, IL 60657
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1320 N State Pky
5 Bedroom Apartments

1320 N State Pky

1320 N State PkyChicago, IL 60610
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Seelos House
5 Bedroom Apartments

Seelos House

1027 E Hyde Park BlvdChicago, IL 60615
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2437 W Walton St
5 Bedroom Apartments

2437 W Walton St

2437 W Walton StChicago, IL 60622

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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531 W Briar Pl
5 Bedroom Apartments

531 W Briar Pl

531 W Briar PlChicago, IL 60657
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5124 S Michigan Ave
5 Bedroom Apartments

5124 S Michigan Ave

5124 S Michigan AveChicago, IL 60615
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3329 N Avers Ave
5 Bedroom Apartments

3329 N Avers Ave

3329 N Avers AveChicago, IL 60618

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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6915 S Peoria St
5 Bedroom Apartments

6915 S Peoria St

6915 S Peoria StChicago, IL 60621

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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2883 S Throop St
5 Bedroom Apartments

2883 S Throop St

2883 S Throop StChicago, IL 60608
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2038 W 21st St
5 Bedroom Apartments

2038 W 21st St

2038 W 21st StChicago, IL 60608
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1416 E 68th St
5 Bedroom Apartments

1416 E 68th St

1416 E 68th StChicago, IL 60637

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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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 8,267 Studio Apartments in Chicago with rent ranges from $600 to $14,710 with an average price of $2,046.

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 $650 to $9,999 with an average monthly rent of $2,495.

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 $19,651. Today's average rental price for Two Bedrooms here is $3,109.

How expensive are Chicago Three Bedroom Apartments?

There are currently 4,902 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $38,481 - averaging $3,761 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

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

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.

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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

decorative image for How Commercial-to-Residential Property Conversions Help the Housing Crisis article

How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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.