
Homes for Rent in Uptown Neighborhood of Chicago, IL Under $1,500 (108 Rentals) Page 2 of 3


661 W Sheridan Rd, Unit 106

4526 N Sheridan Rd, Unit 118

4631 N Paulina St, Unit 303

3824 N Fremont St, Unit 601

4752 N Paulina St, Unit 501

4752 N Paulina, Unit 301

3824 N Fremont St, Unit 415

3824 N Fremont, Unit 312

4650 N Paulina St, Unit 403
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.

4537 N Dover St, Unit 3E
4604 N Beacon St, Unit 2D

3831 N Fremont St, Unit 303

3831 N Fremont St, Unit 316

3831 N Fremont St, Unit 311
4735 N Beacon St, Unit 306
4541 N Beacon St, Unit 3D
4616 N Beacon St, Unit 1A
4600 N Beacon St, Unit 1A
4541 N Beacon St, Unit 3F
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.
4602 N Beacon St, Unit 3A
4735 N Beacon St, Unit 314

732 W Bittersweet Pl, Unit 503

661 W Sheridan Rd, Unit 303

661 W Sheridan Rd, Unit 106

661 W Sheridan Rd, Unit 208

661 W Sheridan Rd, Unit 406
4541 N Beacon St, Unit 3F

4547 N Dover St, Unit 2H

4543 N Dover St, Unit 2C
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!

4537 N Dover St, Unit 1A

4537 N Dover St, Unit 3D
4735 N Beacon St, Unit 404
4735 N Beacon St, Unit 308
4735 N Beacon St, Unit 214

4866 N Magnolia Ave, Unit 207

4866 N Magnolia Ave, Unit 208

948 W Cuyler Ave, Unit 104

948 W Cuyler Ave, Unit 103

948 W Cuyler Ave, Unit 102
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

948 W Cuyler Ave, Unit 115

948 W Cuyler Ave, Unit 108

948 W Cuyler Ave, Unit 215

948 W Cuyler Ave, Unit 209

4866 N Magnolia Ave, Unit 212
4612 N Beacon St, Unit 4612-3D

948 W Cuyler Ave, Unit 314

3824 N Fremont St, Unit 403

3824 N Fremont St, Unit 113

732 W Bittersweet Pl, Unit 508
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 | $2,979 | $1,325 | $3,825 |
| Uptown 3 Bedroom Homes for Rent | $6,615 | $2,000 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,722 | $4,995 | $7,495 |
| Uptown 5 Bedroom Homes for Rent | $5,750 | $5,750 | $5,750 |
Browse Homes for Rent in this Neighborhood
There are currently 108 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
Explore Chicago
Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1114 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $7,661. There are also 398 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,050 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 $1,050 to $40,000 with an average monthly rent of $4,089.
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 $2,345 to $7,661, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $40,000. Four Bedroom Single-Family rentals are also available starting from $4,995 and Four Bedroom Apartments start at $3,195.
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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.