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$1,025Studio Apartment Available Now
4711 N Winthrop Ave, Unit #304
4711 N Winthrop AveChicago, IL 60640
Cheap Apartments for Rent in the Uptown Chicago Neighborhood of Chicago, IL from $400 (55 Rentals)
Search the lowest-cost Apartments available for rent right now in the Uptown Chicago area of Chicago.
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$1,050Studio Apartment Available Now
930 W Eastwood Ave, Unit #308
930 W Eastwood AveChicago, IL 60640
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$1,100 - $1,400Studio to 1 Bedroom Apartments Available Now
Issel Building
4538-4552 N Clark StChicago, IL 60640
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$1,125 - $1,550Studio to 1 Bedroom Apartments Available Now
The Onyx on Sheridan
5036 N Sheridan RdChicago, IL 60640
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5240 N Winthrop Ave
ChicagoIL60640
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$1,150 - $1,575Studio to 1 Bedroom Apartments Contact Us For Availability
930 W. Winona
930 W Winona StChicago, IL 60640
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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$1,159 - $3,600Studio to 2 Bedroom Apartments Available Now
Times Square Apartments
869 W Buena AveChicago, IL 60613
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Rent Specials
$1,172 - $2,284Studio to 3 Bedroom Apartments Available Now
The Edison
5200 N Sheridan RdChicago, IL 60640
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$1,175 - $2,258Studio to 2 Bedroom Apartments Available Now
Wyndham Apartments
5240 N Sheridan RdChicago, IL 60640
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$1,200 - $2,000Studio to 2 Bedroom Apartments Available Now
4241 Kenmore Apartments
4241 N Kenmore AveChicago, IL 60613
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$1,2001 Bedroom Apartment Available Now
4240 N Kenmore Ave, Unit 104
4240 N Kenmore AveChicago, IL 60613
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Studio to 2 Bedroom Apartments
Stephen's Commons- Senior Living-Age 62+
833 Wilson AveChicago, IL 60640
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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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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.
Uptown Chicago, Chicago, IL Local Guide
Overview by By Dave Herholz from St. Louis USA (North Avenue B is licensed under Internal
How much does it cost to rent an apartment in Uptown Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Chicago Studio Apartments | $1,571 | $1,025 | $2,382 |
| Uptown Chicago 1 Bedroom Apartments | $1,966 | $1,200 | $3,510 |
| Uptown Chicago 2 Bedroom Apartments | $2,818 | $1,780 | $4,995 |
| Uptown Chicago 3 Bedroom Apartments | $3,212 | $2,170 | $5,478 |
Browse Apartments in this Neighborhood
There are currently 55 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
See all Apartments in ChicagoExplore Chicago
Uptown Chicago, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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 Sheridan Park LLC priced from $1,095. The Onyx on Sheridan has the second lowest priced unit, which is a Studio apartment currently listed from $1,125. Here are the most affordable Uptown Chicago apartments for rent in Chicago, IL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Sheridan Park LLC | Studio in Uptown | Studio,1BA | $1,095 |
| The Onyx on Sheridan | Upgraded Studio Apartment | Studio,1BA | $1,125 |
| The Onyx on Carmen | Upgraded Studio Apartment | Studio,1BA | $1,150 |
| Times Square Apartments | Studio Floor Plan S2 | Studio,1BA | $1,159 |
| The Edison | Studio | 1 bath - EFFR | Studio,1BA | $1,172 |
| Wyndham Apartments | Studio Floor Plan S1 | Studio,1BA | $1,175 |
Best Value Apartments for Rent in Uptown Chicago, IL
As of November 01, 2025 the best value apartment in the Uptown Chicago area is the $1.94 price per square foot 1452 W Winnemac Ave Model at 1452 W Winnemac Ave, Unit 3 in the in the Uptown Chicago neighborhood starting from $3,295. The second greatest value Uptown Chicago apartment is the 1455 W Wilson Ave Model at 1455 W Wilson Ave, Unit 2 starting at $3,000 with a $1.88 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1452 W Winnemac Ave, Unit 3 | 1452 W Winnemac Ave | 2BR,1BA | $1.94 |
| 1455 W Wilson Ave, Unit 2 | 1455 W Wilson Ave | 2BR,1BA | $1.88 |
| 4318 N Sheridan Rd, Unit 2 | 4318 N Sheridan Rd | 2BR,2BA | $1.75 |
| 4452 N Sheridan Rd, Unit 3 | 4452 N Sheridan Rd | 2BR,2BA | $1.80 |
| 4445 N Sheridan Rd, Unit 4452-3 | 4445 N Sheridan Rd | 2BR,2BA | $1.93 |
| 4452 N Sheridan Rd, Unit 2 | 4452 N Sheridan Rd | 2BR,2BA | $1.93 |
| 4241 Kenmore Apartments | 4031 Kenmore - 2 bedroom | 2BR,1BA | $1.91 |
| 900 W Montrose Ave | 906 Montrose - 2 Bed /1 bath | 2BR,1BA | $1.80 |
| 4750 N Sheridan Rd, Unit 1 | 4750 N Sheridan Rd | 1BR,1BA | $1.69 |
| 939 W Sunnyside Ave, Unit 3 | 939 W Sunnyside Ave | 1BR,1BA | $1.88 |
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.
Read ArticleBest 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
Read ArticleThe 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.
Read ArticleA 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
Read ArticleQuick 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 LifestyleUptown Chicago, Chicago, IL
Ranked #25
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Uptown Chicago, Chicago, IL
McCutcheon Elementary School
City Of Chicago School District 299
Public School - Grades PK-8 (301)
4 out of 10
Lake View High School
City Of Chicago School District 299
Public School - Grades 9-12 (1417)
3 out of 10
Walt Disney Magnet School
City Of Chicago School District 299
Public School - Grades PK-8 (1455)
6 out of 10
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.
Getting Around the Uptown Chicago Neighborhood in Chicago, IL
Walk Score®
91 / 100
Walker’s Paradise
Daily errands do not require a car
Bike Score®
92 / 100
Biker's Paradise
Daily errands can be accomplished on a bike
Transit Score®
75 / 100
Excellent Transit
Transit is convenient for most trips
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Uptown Chicago Apartments
What is a cheap apartment in Uptown Chicago?
A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Uptown Chicago is under $1,175.
What is the price of a cheap apartment in Uptown Chicago?
The cheapest apartment in Uptown Chicago is Times Square Apartments which is listed at $1,302, while the average apartment in Uptown Chicago costs $3,200.
What types of apartments are the cheapest in Uptown Chicago?
Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Uptown Chicago that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.
How do the prices of cheap apartments compare to the average apartment in Uptown Chicago?
Cheap apartments in Uptown Chicago have an average cost of $105 which is $3,095 cheaper than the average rent for all rentals in Uptown Chicago.
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.
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
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.