
Condos for Rent in the Uptown Neighborhood of Chicago, IL Under $2,000 (207 Rentals)


640 W Grace St, Unit 03W

655 W Irving Park Rd, Unit 811

4857 N Paulina St, Unit 3

4208 N Clark St, Unit 4226-1

1940 W Wilson Ave, Unit 3

3915 N Pine Grove Ave

3818 N Sheffield Ave

927 W Lawrence Ave, Unit LH

4036 N Ashland Ave
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4640 N Paulina St, Unit 102

3820 N Greenview Ave

4244 N Ashland Ave, Unit #3E

4880 N Marine Dr, Unit 207

4547 N Dover St, Unit 4537-2H

3912 N Pine Grove Ave, Unit 3914-3E

3815 N Greenview Ave, Unit 3821-2W

1940 W Wilson Ave, Unit 1944-1M

948 W Cuyler Ave, Unit 101

948 W Cuyler Ave, Unit 209
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948 W Cuyler Ave, Unit 4

948 W Cuyler Ave, Unit 106

1606 W Sunnyside Ave, Unit 3N

663 W Grace St, Unit 507

4521 N Paulina St, Unit 1A

948 W Cuyler Ave, Unit 103

817 W Lakeside Pl, Unit 805

4505 N Greenview Ave, Unit 4507-2E

4866 N Magnolia Ave, Unit 103

4708 N Racine Ave, Unit E3
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817 W Lakeside Pl, Unit 106

4614 N Paulina St, Unit 104

4180 N Marine Dr, Unit 215

817 W Lakeside Pl, Unit 205

941 W Carmen Ave, Unit 408

817 W Lakeside Pl, Unit 502

663 W Grace St, Unit 801

817 W Lakeside Pl, Unit 204

4700 N Racine Ave, Unit 312

3825 N Pine Grove Ave, Unit 904
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3825 N Pine Grove Ave, Unit 315

4526 N Sheridan Rd, Unit 118

4180 N Marine Dr, Unit 2011

4526 N Sheridan Rd, Unit 508

4180 N Marine Dr, Unit 011

3950 N Lake Shore Dr, Unit 2221

4180 N Marine Dr, Unit 1101

3817 N Greenview Ave, Unit W2

4180 N Marine Dr, Unit 305

4180 N Marine Dr, Unit 209
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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 Condos for Rent | $3,005 | $1,800 | $3,750 |
| Uptown 3 Bedroom Condos for Rent | $6,749 | $2,000 | $10,000+ |
| Uptown 4 Bedroom Condos for Rent | $4,150 | $2,900 | $5,300 |
| Uptown 5 Bedroom Condos for Rent | $5,583 | $5,500 | $5,750 |
Explore Chicago
Uptown, Chicago, IL Local Guide
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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
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Read ArticleA 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 1091 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $6,500. There are also 402 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 $3,826.
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
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From Lake Shore Drive to the O’Hare Airport, the city of Chicago is a study in diversity, resilience, and culture.

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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

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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.

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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.

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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.