
Homes for Rent in the Uptown Neighborhood of Chicago, IL Under $2,000 (252 Rentals)


640 W Grace St, Unit 03W

655 W Irving Park Rd, Unit 811

4857 N Paulina St, Unit 3

4640 N Paulina St, Unit 301

940 W Carmen Ave

4208 N Clark St, Unit 4226-1

1940 W Wilson Ave, Unit 3

3818 N Sheffield Ave

4960 N Marine Dr, Unit # 0719
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.

927 W Lawrence Ave, Unit LH

3820 N Greenview Ave, Unit 1W

4036 N Ashland Ave

630 W Sheridan Rd

4244 N Ashland Ave, Unit #3E

3825 N Pine Grove Ave

5020 N Sheridan Rd

4880 N Marine Dr, Unit 207

3831 N Fremont St, Unit 308

4521 N Paulina 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.

4737 N Hermitage Ave, Unit 203

732 W Bittersweet Pl, Unit 406

4737 N Hermitage Ave, Unit 207

4519 N Paulina St, Unit 3A

4036 N Ashland Ave, Unit E3

948 W Cuyler Ave, Unit 115

948 W Cuyler Ave, Unit 314

4700 N Racine Ave, Unit 4700 North Racine Avenue

4737 N Hermitage Ave, Unit 207

3831 N Fremont St, Unit 411
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4700 N Racine Ave, Unit 4700 North Racine Avenue

4180 N Marine Dr, Unit 110

3950 N Lake Shore Dr, Unit 1222

941 W Carmen Ave, Unit 941 West Carmen Avenue

4180 N Marine Dr, Unit 4180 North Marine Drive

941 W Carmen Ave, Unit 001

940 W Winona St, Unit 505

5054 N Winthrop Ave, Unit 208

941 W Carmen Ave, Unit 507

4737 N Hermitage Ave, Unit 4737 North Hermitage Ave
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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.

5219 N Ashland Ave, Unit B

3831 N Fremont St, Unit 3831 North Fremont St

4036.5 N Ashland Ave, Unit GDS

4258 N Clark St, Unit 1

1445 W Argyle St, Unit 1

3825 N Pine Grove Ave, Unit 202

4278 N Hazel St, Unit C unit

4614 N Paulina St, Unit 104

4180 N Marine Dr, Unit 215

817 W Lakeside Pl, Unit 205
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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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 | $2,999 | $1,800 | $3,750 |
| Uptown 3 Bedroom Homes for Rent | $6,298 | $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 252 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 1092 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $6,500. There are also 406 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 $3,967.
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

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.