Cheap Apartments for Rent in the Uptown Neighborhood of Chicago, IL from $400 (131 Rentals)

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

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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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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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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property at 1261 W Argyle St

$1,320 - $1,600

Studio To 1 Bedroom Rentals

Available Now

1261 W Argyle St

ChicagoIL60640

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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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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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 The Annabelle Apartments priced from $1,015. 4735 Beacon has the second lowest priced unit, which is a Studio apartment currently listed from $1,050. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
The Annabelle ApartmentsStudio Floor Plan S3Studio,1BA$1,015
4735 BeaconStudioStudio,1BA$1,050
3834 N SheffieldStudioStudio,1BA$1,095
Kenmore0BR/1.0BAStudio,1BA$1,100
The EdisonStudio | 1 bath - EFFRStudio,1BA$1,106
Sheridan Park LLCStudio in UptownStudio,1BA$1,150

Best Value Apartments for Rent in Uptown, IL

As of December 30, 2025 the best value apartment in the Uptown area is the $1.14 price per square foot 4008 N Southport Ave Model at 4008 N Southport Ave, Unit 1 in the in the Lakeview neighborhood starting from $3,200. The second greatest value Uptown apartment is the 1452 W Winnemac Ave Model at 1452 W Winnemac Ave, Unit 3 starting at $3,295 with a $1.94 price per square foot in the Uptown Chicago 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.
4008 N Southport Ave, Unit 14008 N Southport Ave3BR,2BA$1.14
1452 W Winnemac Ave, Unit 31452 W Winnemac Ave2BR,1BA$1.94
1454 W Winnemac Ave, Unit 31454 W Winnemac Ave2BR,1BA$1.94
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
1456 W Irving Park Rd, Unit 21456 W Irving Park Rd2BR,1BA$2.00
1456 W Irving Park Rd, Unit 21456 W Irving Park Rd2BR,1BA$2.00
902 W Montrose Ave, Unit A00C902 W Montrose Ave2BR,1BA$2.00
911 W Lawrence Ave, Unit #307911 W Lawrence Ave1BR,1BA$2.00

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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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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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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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Pet Friendly Lifestyle
Uptown, Chicago, IL

Ranked #17

Among cities in Illinois for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Uptown, Chicago, IL

School data provided by Great Schools

Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of rentals and neighborhoods across the USA, including Chicago. LifeStyle Ratings are a useful tool for comparing and sorting apartments and neighborhoods when choosing your rental home. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, kid and pet-friendly communities, availability of transit options, walking, and biking. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Uptown Apartments

What is the Cheapest Studio apartment in Uptown?

Currently the most affordable Cheap Studio Apartment in Uptown is at The Annabelle Apartments listed at $1,012.

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

The lowest price for a Cheap One Bedroom Uptown Apartment is $1,225 at Times Square Apartments.

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

Today's best deal for a Cheap Two Bedroom Apartment in Uptown is starting from $1,554 at Times Square Apartments.

What is the most affordable Uptown Three Bedroom Apartment?

The best deal on a cheap Uptown Three Bedroom Apartment rental is at Buena Shores and starts from $2,160.

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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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!