Cheap Apartments for Rent in the Uptown Neighborhood of Chicago, IL from $400 (139 Rentals)

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

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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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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Uptown - One of the Best Affordable Neighborhoods in Chicago

Named as one of the Best Affordable Neighborhoods to rent in Chicago by our Chicago, IL Local Expert Nicole Harms. See how it ranks!

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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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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 Ashland Avenue Apartments priced from $975. 3838 N. Broadway has the second lowest priced unit, which is a Studio apartment currently listed from $1,095. Here are the most affordable Uptown apartments for rent in Chicago, IL:

Apartment ListingModel NameBed/BathPriced From
Ashland Avenue ApartmentsStudio AStudio,1BA$975
3838 N. BroadwayStudioStudio,1BA$1,095
Onyx on SheridanStudio - UpgradedStudio,1BA$1,125
The Onyx on CarmenStudio Apartment - UpgradedStudio,1BA$1,150
3834 N SheffieldStudioStudio,1BA$1,195
4241 Kenmore ApartmentsStudio UnitsStudio,1BA$1,200

Best Value Apartments for Rent in Uptown, IL

As of June 03, 2025 the best value apartment in the Uptown area is the $1.97 price per square foot 4 Bed/2.5Bath Duplex Model at 1647 W Irving Park Rd in the in the Lakeview neighborhood starting from $6,500. The second greatest value Uptown apartment is the 4625 N Dover St Model at 4625 N Dover St, Unit G starting at $2,750 with a $1.25 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.
1647 W Irving Park Rd4 Bed/2.5Bath Duplex4BR,2.5BA$1.97
4625 N Dover St, Unit G4625 N Dover St2BR,2BA$1.25
910 W Gunnison St, Unit 1910 W Gunnison St3BR,2BA$1.78
1455 W Wilson Ave, Unit 21455 W Wilson Ave2BR,1BA$1.72
1246 W Winona St, Unit Apt 21246 W Winona St2BR,1BA$1.14
900 W Montrose Ave4408 Hazel -2 Bed2BR,1BA$1.84
4326 N Kenmore Ave4/14BR,1BA$1.82
1311 W Leland Ave, Unit 11-21311 W Leland Ave2BR,1BA$1.77
Park ShoresTwo Bedroom2BR,1BA$2.00
Ashland Avenue ApartmentsStudio AStudio ,1BA$1.95

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 #19

Among neighborhoods in Chicago, IL 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 Ashland Avenue Apartments listed at $975.

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

The lowest price for a Cheap One Bedroom Uptown Apartment is $1,300 at 850 Argyle Place.

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 $1,880 at Park Shores.

What is the most affordable Uptown Three Bedroom Apartment?

The best deal on a cheap Uptown Three Bedroom Apartment rental is at 4326 N Kenmore Ave and starts from $1,800.

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

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

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The Freedom of Short-Term Leases: Exploring the Advantages for Renters

Written by: Bobbi Jackson

If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.