
Homes for Rent in Uptown Neighborhood of Chicago, IL Under $1,500 (47 Rentals)


4737 N Hermitage Ave, Unit 204

4631 N Paulina St, Unit 101

1468 W Winnemac Ave, Unit 1E

5051 N Glenwood Ave, Unit 3

1468 W Winnemac Ave, Unit 1E
4735 N Beacon St, Unit 308

839 W Sheridan Rd, Unit 205

4547 N Dover St, Unit 4543-2C
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5054 N Winthrop Ave, Unit 313

732 W Bittersweet Pl, Unit 601

817 W Lakeside Pl, Unit 206

3821 N Ashland Ave, Unit 104 IRU

661 W Sheridan Rd, Unit 605

661 W Sheridan Rd, Unit 103

3831 N Fremont St, Unit 410

5054 N Winthrop Ave, Unit 413

4700 N Racine Ave, Unit 108
Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

846 W Montrose Ave, Unit 103

4521 Malden St, Unit 602

4521 Malden St, Unit 206

4501 Malden St, Unit 4501-3C

1256 W Montrose Ave, Unit 1F

732 W Bittersweet Pl, Unit 508

817 W Lakeside Pl, Unit 206

4526 N Sheridan Rd, Unit 510
4600 N Beacon St, Unit 4604-4F
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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1940 W Wilson Ave, Unit 1948-1S

663 W Grace St, Unit 301

663 W Grace St, Unit 314

839 W Sheridan Rd, Unit 205

3831 N Fremont St, Unit 4

3824 N Fremont, Unit 205

4866 N Magnolia Ave, Unit 405

948 W Cuyler Ave, Unit 203

4866 N Magnolia Ave, Unit 211
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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.

4866 N Magnolia Ave, Unit 209

4866 N Magnolia Ave, Unit 205

948 W Cuyler Ave, Unit 314

948 W Cuyler Ave, Unit 311

4866 N Magnolia Ave, Unit 103

4737 N Hermitage Ave, Unit 204

4631 N Paulina St, Unit 101

4650 N Paulina St, Unit 201

917 W Dakin St, Unit 110
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909 W Dakin St, Unit 011

4547 N Dover St
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 | $2,984 | $1,595 | $4,105 |
| Uptown 3 Bedroom Homes for Rent | $7,635 | $2,850 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $4,200 | $4,200 | $4,200 |
Browse Homes for Rent in this Neighborhood
There are currently 47 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
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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
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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.
Best Local Schools in Uptown, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1077 Apartments for Rent in Uptown, IL with pricing that ranges from $1,050 to $9,999. There are also 250 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,145 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 $1,145 to $40,000 with an average monthly rent of $3,698.
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 $2,235 to $8,644, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,850 to $40,000. Four Bedroom Single-Family rentals are also available starting from $4,200 and Four Bedroom Apartments start at $3,500.
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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.