
Homes for Rent in Uptown Neighborhood of Chicago, IL Under $2,000 (142 Rentals)


655 W Irving Park Rd, Unit Park Place, Tower

708 W Bittersweet Pl, Unit 301

745 W Gordon Ter, Unit 310

3816 N Fremont St, Unit A00W

5048 N Marine Dr, Unit 23

3825 N Pine Grove Ave, Unit ONE BEDROOM

3825 N Fremont, Unit 1E

927 W Lawrence Ave, Unit LH

4312 N Clarendon Ave, Unit 1231
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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3826 N Fremont, Unit 2w

3921 N Pine Grove Ave, Unit 3W

744 W Gordon Ter, Unit 201

630 W Sheridan Rd

4240 N Clarendon Ave, Unit 314N

900 W Winona St, Unit 309

4244 N Ashland Ave, Unit #2W

700 W Bittersweet Pl, Unit 1207

5020 N Sheridan Rd, Unit 406

968 W Cuyler Ave, Unit 305
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.

3825 N Pine Grove Ave

922 W Eastwood Ave

5051 N Glenwood Ave

4278 N Hazel St

1318 W Foster Ave

910 Lawrence

1415 W Hutchinson St

4610 N Dover St

4610 N Dover St

3825 N Pine Grove Ave
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

931 W Sunnyside Ave

931 W Sunnyside

4180 N Marine Dr

1606 W Sunnyside Ave

4180 N Marine Dr

1338 W Irving Park Rd

3815 N Greenview Ave

817 W Lakeside Pl

4700 N Racine Ave

4600 N Clarendon Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

817 W Lakeside Pl

925 W Carmen Ave

4180 N Marine Dr

817 W Lakeside Pl

817 W Lakeside Pl

940 W Winona St

3933 N Clarendon Ave

839 W Sheridan Rd

4180 N Marine Dr

3836 N Fremont
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!
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 | $2,605 | $1,800 | $3,500 |
| Uptown 3 Bedroom Homes for Rent | $6,776 | $950 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,383 | $3,995 | $6,795 |
Browse Homes for Rent in this Neighborhood
There are currently 142 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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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 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 1196 Apartments for Rent in Uptown, IL with pricing that ranges from $1,000 to $11,965. There are also 291 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $950 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 $950 to $40,000 with an average monthly rent of $3,634.
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 $2,160 to $11,965, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,995 and Four Bedroom Apartments start at $3,295.
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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.