Cheap Homes for Rent in Uptown Neighborhood of Chicago, IL from $1,000 (128 Rentals)

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Search the lowest-cost Homes 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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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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property at 4180 N Marine Dr

4180 N Marine Dr

ChicagoIL60613

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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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 Sheridan Park LLC priced from $1,095. Times Square Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Sheridan Park LLCStudio in UptownStudio,1BA$1,095
Times Square ApartmentsStudio Floor Plan S2Studio,1BA$1,099
Issel BuildingStudio'sStudio,1BA$1,100
The Onyx on SheridanUpgraded Studio ApartmentStudio,1BA$1,125
3834 N SheffieldStudioStudio,1BA$1,145
3838 N. BroadwayStudioStudio,1BA$1,145

Best Value Apartments for Rent in Uptown, IL

As of November 12, 2025 the best value apartment in the Uptown area is the $1.75 price per square foot 5349 N Kenmore Ave Model at 5349 N Kenmore Ave, Unit 2 in the in the Edgewater neighborhood starting from $3,500. The second greatest value Uptown apartment is the 4101 N Kenmore Ave Model at 4101 N Kenmore Ave, Unit M01H starting at $2,995 with a $1.66 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.
5349 N Kenmore Ave, Unit 25349 N Kenmore Ave3BR,2BA$1.75
4101 N Kenmore Ave, Unit M01H4101 N Kenmore Ave3BR,2BA$1.66
4318 N Sheridan Rd, Unit 24318 N Sheridan Rd2BR,2BA$1.75
4452 N Sheridan Rd, Unit 34452 N Sheridan Rd2BR,2BA$1.80
5344 N Ashland Ave, Unit 25344 N Ashland Ave3BR,1BA$1.75
1340 W Byron St, Unit 011340 W Byron St2BR,1BA$1.79
1940 W Wilson Ave, Unit 1954-2BB1940 W Wilson Ave2BR,1BA$1.77
900 W Montrose Ave906 Montrose - 2 Bed /1 bath2BR,1BA$1.80
4750 N Sheridan Rd, Unit 14750 N Sheridan Rd1BR,1BA$1.69
4036 N Ashland Ave, Unit E14036 N Ashland AveStudio ,1BA$1.87

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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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 #20

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

Frequently Asked Questions about Uptown

What type of rentals are currently available in Uptown?

There are currently 1216 Apartments for Rent in Uptown, IL with pricing that ranges from $1,000 to $6,918. There are also 292 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,080 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 $1,080 to $40,000 with an average monthly rent of $3,308.

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 $2,170 to $6,918, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,080 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,995 and Four Bedroom Apartments start at $4,650.

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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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! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.