
Cheap Homes for Rent in the Uptown Neighborhood of Chicago, IL from $1,000 (205 Rentals) Page 2 of 5
Search the lowest-cost Homes available for rent right now in the Uptown area of Chicago.


948 W Cuyler Ave, Unit 5

948 W Cuyler Ave, Unit 114

5054 N Winthrop Ave, Unit 208

3824 N Fremont St, Unit 615

4610 N Dover St, Unit 3G

4610 N Dover St, Unit 3G
4600 N Beacon St, Unit 1A

4866 N Magnolia Ave, Unit 103

736 W Buena Ave, Unit 210
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

4752 N Paulina, Unit 301

5219 N Ashland Ave, Unit B

736 W Buena Ave, Unit 401

4880 N Marine Dr, Unit 207

4866 N Magnolia Ave, Unit 103

4866 N Magnolia Ave, Unit 405

948 W Cuyler Ave, Unit 115

948 W Cuyler Ave, Unit 115

3824 N Fremont St, Unit 512

4866 N Magnolia Ave, Unit 308
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!

3824 N Fremont St, Unit 611

4866 N Magnolia Ave, Unit 405

948 W Cuyler Ave, Unit 115

3824 N Fremont St, Unit 403

3831 N Fremont St, Unit 212

910 W Dakin St, Unit 914-315

4650 N Paulina St, Unit 403

3831 N Fremont St, Unit 303

4631 N Paulina St, Unit 303
4616 N Beacon St, Unit 1A
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

3831 N Fremont St, Unit 307

909 W Dakin, Unit 802

917 W Dakin St, Unit 308

4631 N Paulina St, Unit 303

4614 N Paulina St, Unit 309

4866 N Magnolia Ave, Unit 207

4866 N Magnolia Ave, Unit 208
4541 N Beacon St, Unit 3D
4616 N Beacon St, Unit 1B

4644 N Paulina, Unit 014
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

4180 N Marine Dr, Unit 104

817 W Lakeside Pl, Unit 204

663 W Grace St, Unit 801

817 W Lakeside Pl, Unit 502

3825 N Pine Grove Ave

817 W Lakeside Pl, Unit 205

817 W Lakeside Pl, Unit 203

817 W Lakeside Pl, Unit 302

4278 N Hazel St, Unit C unit

903 W Sunnyside Ave
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.
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 | $3,007 | $1,800 | $3,750 |
| Uptown 3 Bedroom Homes for Rent | $6,545 | $2,000 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,488 | $2,900 | $7,495 |
| Uptown 5 Bedroom Homes for Rent | $5,562 | $5,500 | $5,750 |
Browse Homes for Rent in this Neighborhood
There are currently 205 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1089 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $6,500. There are also 400 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 $4,012.
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 $2,195 to $5,750, 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 $2,900 and Four Bedroom Apartments start at $2,995.
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

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I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
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Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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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.
Articles, How-To's, and Tips

Rent According to Income: A Look at Income-Restricted Rentals
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The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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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
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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.