Room in Shared 3 bed/1 bath home
1223 W Gunnison St
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Cheap Homes for Rent in Uptown Neighborhood of Chicago, IL from $900 (80 Rentals)
Search the lowest-cost Homes available for rent right now in the Uptown area of Chicago.
Room in Shared 3 bed/1 bath home
3814 N Clark St
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4735 N Beacon St
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4547 N Dover St
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948 W Cuyler Ave
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948 W Cuyler Ave
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948 W Cuyler Ave
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968 W Cuyler Ave, Unit 305
968 W Cuyler Ave
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$1,100Studio Apartments Available Now
922 W Eastwood Ave
922 W Eastwood AveChicago, IL 60640
Room in Shared 3 bed/1 bath home
1223 W Gunnison St
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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.
4600 N Beacon St
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3831 N Fremont St
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4521 Malden St
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4526 N Sheridan Rd
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4600 N Beacon St
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661 W Sheridan Rd
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4636 N Paulina St
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4631 N Paulina St
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4501 Malden St
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736 W Buena Ave
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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.
755 W Buena Ave
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3836 N Fremont
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3831 N Fremont St
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817 W Lakeside Pl
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817 W Lakeside Pl
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3933 N Clarendon Ave
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$1,4001 Bedroom Apartments Available Now
1318 W Foster Ave
1318 W Foster AveChicago, IL 60640
839 W Sheridan Rd
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3933 N Clarendon Ave
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4541 N Beacon St
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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!
4610 N Dover St
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1606 W Sunnyside Ave
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4610 N Dover St
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4612 N Beacon St
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839 W Sheridan Rd
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839 W Sheridan Rd
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4737 N Hermitage Ave
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3933 N Clarendon Ave
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3933 N Clarendon Ave
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4700 N Racine Ave
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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.
4700 N Racine Ave
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4034 N Ashland Ave
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922 W Dakin St
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917 W Dakin St
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914 W Dakin St
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700 W Bittersweet Pl, Unit 1207
700 W Bittersweet Pl
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4737 N Hermitage Ave
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4742 N Hermitage Ave
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931 W Sunnyside Ave
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931 W Sunnyside
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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.
Uptown, Chicago, IL Local Guide
How much does it cost to rent a home in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown 2 Bedroom Homes for Rent | $2,717 | $1,800 | $4,055 |
| Uptown 3 Bedroom Homes for Rent | $5,855 | $960 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,528 | $3,995 | $6,795 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 80 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Uptown, Chicago, IL Local Guide
- Nearby Chicago neighborhoods
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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 $888. 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 Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Annabelle Apartments | Studio Floor Plan S3 | Studio,1BA | $888 |
| 4735 Beacon | Studio - New Rehab | Studio,1BA | $1,050 |
| The Edison | Studio | 1 bath - EFFR | Studio,1BA | $1,071 |
| Sheridan Park LLC | Studio in Uptown | Studio,1BA | $1,075 |
| 4600 Beacon | Studio | Studio,1BA | $1,095 |
| 3838 N. Broadway | Studio | Studio,1BA | $1,145 |
Best Value Apartments for Rent in Uptown, IL
As of March 03, 2026 the best value apartment in the Uptown area is the $1.94 price per square foot 1454 W Winnemac Ave Model at 1454 W Winnemac Ave, Unit 3 in the in the Uptown Chicago neighborhood starting from $3,295. The second greatest value Uptown 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 apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 1454 W Winnemac Ave, Unit 3 | 1454 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 |
| 900 W Montrose Ave | 901 Agatite - 2 bed 2 bath | 2BR,2BA | $1.93 |
| 4443 N Sheridan Rd, Unit 3 | 4443 N Sheridan Rd | 2BR,2BA | $2.00 |
| 1012 W Sunnyside Ave, Unit 3 | 1012 W Sunnyside Ave | 2BR,1BA | $2.00 |
| 4537 N Greenview Ave, Unit Garden R | 4537 N Greenview Ave | 1BR,1BA | $1.82 |
| 902 W Montrose Ave, Unit A00C | 902 W Montrose Ave | 2BR,1BA | $2.00 |
| 4750 N Sheridan Rd, Unit 1 | 4750 N Sheridan Rd | 1BR,1BA | $1.99 |
| 911 W Lawrence Ave, Unit #407 | 911 W Lawrence Ave | 1BR,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
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 ArticleCash 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.
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
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Best Local Schools in Uptown, 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
Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1167 Apartments for Rent in Uptown, IL with pricing that ranges from $888 to $14,293. There are also 309 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $960 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 $960 to $40,000 with an average monthly rent of $3,515.
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 $2,160 to $14,293, while Three Bedroom Homes, Condos, and Townhomes for rent range from $960 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,995 and Four Bedroom Apartments start at $5,400.
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
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.
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.
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.
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.