
Homes for Rent in the Uptown Neighborhood of Chicago, IL Under $2,000 (240 Rentals) Page 2 of 5


4866 N Magnolia Ave, Unit 103

948 W Cuyler Ave, Unit 108

4708 N Racine Ave, Unit E3

817 W Lakeside Pl, Unit 106

4614 N Paulina St, Unit 104

817 W Lakeside Pl, Unit 205

4180 N Marine Dr, Unit 215

941 W Carmen Ave, Unit 408

3825 N Pine Grove Ave, Unit 904
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

817 W Lakeside Pl, Unit 204

663 W Grace St, Unit 801

817 W Lakeside Pl, Unit 502

4700 N Racine Ave, Unit 312

4526 N Sheridan Rd, Unit 118

3825 N Pine Grove Ave, Unit 315

4180 N Marine Dr, Unit 2011

4526 N Sheridan Rd, Unit 508

3950 N Lake Shore Dr, Unit 2221

3817 N Greenview Ave, Unit W2
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!

4180 N Marine Dr, Unit 011

4180 N Marine Dr, Unit 1101

4180 N Marine Dr, Unit 2001

4180 N Marine Dr, Unit 114

4180 N Marine Dr, Unit 906

4180 N Marine Dr, Unit 305

4180 N Marine Dr, Unit 209

4180 N Marine Dr, Unit 216

941 W Carmen Ave, Unit 507

6119 N Kenmore Ave, Unit 508
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.

910 W Dakin St, Unit 914-315

1606 W Sunnyside Ave, Unit 1606-3N

948 W Cuyler Ave, Unit 5

3824 N Fremont St, Unit 114

4547 N Dover St, Unit 4543-2C

948 W Cuyler Ave, Unit 115

661 W Sheridan Rd, Unit 406

663 W Grace St, Unit 507

663 W Grace St, Unit 504

4180 N Marine Dr, Unit 1403
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.

4034 N Ashland Ave, Unit 5-E1

4115 N Paulina St, Unit E3

4120 N Ashland Ave, Unit E2

4644 N Paulina, Unit 014

3824 N Fremont St, Unit 512

4725 N Hermitage, Unit 302

4180 N Marine Dr, Unit 609

4180 N Marine Dr, Unit 110

3950 N Lake Shore Dr, Unit 1222A

4180 N Marine Dr, Unit 1002
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 240 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 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

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
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
Written by: Nicole Harms
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
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.

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.
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.