Cheap Homes for Rent in the Uptown Neighborhood of Chicago, IL from $1,050 (126 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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Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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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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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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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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Uptown, Chicago, IL Local Guide

Cheapest Available Uptown Apartments for Rent

 

The cheapest available apartment rental in the Uptown area of Chicago, IL is a Studio unit found at 4521 N. Malden St. priced from $1,140. The Onyx on Carmen has the second lowest priced unit, which is a Studio apartment currently listed from $1,150. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
4521 N. Malden St.Studio 607Studio,1BA$1,140
The Onyx on CarmenUpgraded Studio ApartmentStudio,1BA$1,150
Wilson Uptown LLCStudioStudio,1BA$1,195
The WinnieA8 - 60% AMI AROStudio,1BA$1,234
The Onyx on SheridanStudio ApartmentStudio,1BA$1,250

Best Value Apartments for Rent in Uptown, IL

As of September 04, 2026 the best value apartment in the Uptown area is the $1.20 price per square foot 828 Leland W Ave Model at 828 Leland W Ave, Unit 1 in the in the Uptown Chicago neighborhood starting from $2,995. The second greatest value Uptown apartment is the 1456 W Irving Park Rd Model at 1456 W Irving Park Rd, Unit # 01 starting at $4,250 with a $1.85 price per square foot in the Lakeview neighborhood. Here is today’s list of the best values for Uptown apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
828 Leland W Ave, Unit 1828 Leland W Ave5BR,2BA$1.20
1456 W Irving Park Rd, Unit # 011456 W Irving Park Rd4BR,2BA$1.85
1456 W Irving Park Rd, Unit 11456 W Irving Park Rd4BR,2BA$1.80
5349 N Kenmore Ave, Unit 25349 N Kenmore Ave3BR,2BA$1.80
5300 N Sheridan Rd3BR/1.0BA3BR,1BA$1.90
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
652 W Gordon Ter, Unit 1E652 W Gordon Ter2BR,2BA$2.20
900 W Montrose Ave905 Agatite - 2 bed den2BR,1BA$2.00
Times Square Apartments2 Bedrooms Floor Plan B32BR,1BA$2.06
930 W. Winona1 bedroom1BR,1BA$2.19

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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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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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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Best Local Schools in
Uptown, Chicago, IL

School data provided by Great Schools

Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1088 Apartments for Rent in Uptown, IL with pricing that ranges from $1,095 to $6,500. There are also 368 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,050 to $40,000.

What is the current price range for Rental Homes in Uptown?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown ranges from $1,050 to $40,000 with an average monthly rent of $2,740.

How much are larger Three and Four Bedroom Rentals in Uptown?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown range from $2,550 to $5,200, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,799 and Four Bedroom Apartments start at $3,795.

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.

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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

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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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.