Cheap Apartments for Rent in the Uptown Chicago Neighborhood of Chicago, IL from $400 (170 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Uptown Chicago area of Chicago.

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

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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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Uptown Chicago, Chicago, IL Local Guide

Cheapest Available Uptown Chicago Apartments for Rent

 

The cheapest available apartment rental in the Uptown Chicago area of Chicago, IL is a Studio unit found at The Lawrence House priced from $1,260. The Edison has the second lowest priced unit, which is a Studio apartment currently listed from $1,273. Here are the most affordable Uptown Chicago apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
The Lawrence HouseA1 - 60% AMI AHSAPStudio,1BA$1,260
The EdisonStudio | 1 bath - EFFRStudio,1BA$1,273
4241 Kenmore ApartmentsStudio UnitsStudio,1BA$1,300
4031 N Kenmore ApartmentsKenmore Studio - 4031Studio,1BA$1,300
Lawrence Lofts1 Bedroom ARO - LOW Income Restrictions - Stude...1BR,1BA$1,350
The Wilson ClubStudioStudio,1BA$1,400
Sheridan-Gunnison ApartmentsStudioStudio,1BA$1,450
Sheridan Park LLC1 Bedroom in Uptown1BR,1BA$1,450

Best Value Apartments for Rent in Uptown Chicago, IL

As of June 04, 2026 the best value apartment in the Uptown Chicago area is the $0.31 price per square foot 910 W Gunnison St Model at 910 W Gunnison St, Unit G1 in the in the Uptown Chicago neighborhood starting from $3,100. The second greatest value Uptown Chicago apartment is the 1338 W Winona St Model at 1338 W Winona St, Unit 3 starting at $3,250 with a $1.30 price per square foot in the Uptown Chicago neighborhood. Here is today’s list of the best values for Uptown Chicago apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
910 W Gunnison St, Unit G1910 W Gunnison St3BR,2BA$0.31
1338 W Winona St, Unit 31338 W Winona St3BR,1BA$1.30
1520 W Sunnyside Ave, Unit 1WS1520 W Sunnyside Ave3BR,2BA$1.92
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.88
4318 N Sheridan Rd, Unit 24318 N Sheridan Rd2BR,2BA$1.75
4452 N Sheridan Rd, Unit 24452 N Sheridan Rd2BR,2BA$1.93
4443 N Sheridan Rd, Unit 34443 N Sheridan Rd2BR,2BA$2.00
1012 W Sunnyside Ave, Unit 21012 W Sunnyside Ave2BR,1BA$2.09
4180 Marine Terrace Apartments0BR/1.0BAStudio ,1BA$2.14
1256 W Montrose Ave, Unit 1F1256 W Montrose AveStudio ,1BA$2.08

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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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, Chicago, IL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving.com works hard to bring you Lifestyle Ratings of neighborhoods, cities, and rental properties across Illinois, including Chicago. Our Lifestyle Ratings help you zero-in on the perfect place to call home. This takes in many factors including searching for the best amenities, and convenient access to the outdoors, pet-friendly features, places that make kids happy, proximity to transit, and how walkable or bikeable each community and area is. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Uptown Chicago Apartments

What is the Cheapest Studio apartment in Uptown Chicago?

Currently the most affordable Cheap Studio Apartment in Uptown Chicago is at The Edison listed at $1,257.

How much is rent for a Cheap One Bedroom Uptown Chicago Apartment?

The lowest price for a Cheap One Bedroom Uptown Chicago Apartment is $1,350 at Lawrence Lofts.

What is the lowest price for a Cheap Two Bedroom Uptown Chicago Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Uptown Chicago is starting from $1,895 at 4501-4515 N Malden St.

What is the most affordable Uptown Chicago Three Bedroom Apartment?

The best deal on a cheap Uptown Chicago Three Bedroom Apartment rental is at Sheridan-Gunnison Apartments and starts from $2,550.

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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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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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.