
Homes for Rent in the Uptown Chicago Neighborhood of Chicago, IL Under $2,000 (139 Rentals)


655 W Irving Park Rd, Unit 811

940 W Carmen Ave

4208 N Clark St, Unit 4226-1

1940 W Wilson Ave, Unit 3

927 W Lawrence Ave, Unit LH

5020 N Sheridan Rd

4880 N Marine Dr, Unit 207

732 W Bittersweet Pl, Unit 406

4036 N Ashland Ave, Unit E3
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948 W Cuyler Ave, Unit 115

948 W Cuyler Ave, Unit 314

4700 N Racine Ave, Unit 4700 North Racine Avenue

4700 N Racine Ave, Unit 4700 North Racine Avenue

4180 N Marine Dr, Unit 110

3950 N Lake Shore Dr, Unit 1222

4180 N Marine Dr, Unit 4180 North Marine Drive

941 W Carmen Ave, Unit 941 West Carmen Avenue

940 W Winona St, Unit 505

941 W Carmen Ave, Unit 001
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

941 W Carmen Ave, Unit 507

5054 N Winthrop Ave, Unit 208

1445 W Argyle St, Unit 1

4278 N Hazel St, Unit C unit

655 W Irving Park Rd, Unit 1805

910 W Dakin St, Unit 918-221

910 W Dakin St, Unit 916-117

4521 Malden St, Unit 204
4600 N Beacon St, Unit 4602-4C

1136 W Wilson Ave, Unit 211
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.

1256 W Montrose Ave, Unit R4

4700 N Racine Ave, Unit 313

941 W Carmen Ave, Unit 607

4060 N Kenmore Ave, Unit 105

4034 N Ashland Ave, Unit 4036.5-GDS

4034 N Ashland Ave, Unit 4034.5-E1

910 W Dakin St, Unit 912-206

4547 N Dover St, Unit 4537-2H

5054 N Winthrop Ave, Unit 213

4610 N Dover St, Unit 3B
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, Unit 2G

817 W Lakeside Pl, Unit 302

948 W Cuyler Ave, Unit 4

948 W Cuyler Ave, Unit 104

948 W Cuyler Ave, Unit 302

948 W Cuyler Ave, Unit 102

948 W Cuyler Ave, Unit 103

817 W Lakeside Pl, Unit 805

4505 N Greenview Ave, Unit 4507-2E

4708 N Racine Ave, Unit E3
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.
Uptown Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Uptown Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Chicago 2 Bedroom Homes for Rent | $2,881 | $1,800 | $3,750 |
| Uptown Chicago 3 Bedroom Homes for Rent | $3,900 | $2,100 | $6,400 |
| Uptown Chicago 4 Bedroom Homes for Rent | $6,246 | $4,250 | $7,495 |
Browse Homes for Rent in this Neighborhood
There are currently 139 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
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Uptown Chicago, 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, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Frequently Asked Questions about Uptown Chicago
What type of rentals are currently available in Uptown Chicago?
There are currently 763 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $595 to $5,380. There are also 227 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $900 to $7,495.
What is the current price range for Rental Homes in Uptown Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown Chicago ranges from $900 to $7,495 with an average monthly rent of $3,269.
How much are larger Three and Four Bedroom Rentals in Uptown Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown Chicago range from $2,195 to $5,380, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $6,400. Four Bedroom Single-Family rentals are also available starting from $4,250 and Four Bedroom Apartments start at $4,250.
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.