
Homes for Rent in Uptown Neighborhood of Chicago, IL Under $2,000 (145 Rentals)


640 W Grace St, Unit 03W

4343 N Clarendon Ave, Unit 1004

4343 N Clarendon Ave, Unit 2117

3930 N Pine Grove Ave, Unit 310

927 W Lawrence Ave, Unit LH

3825 N Pine Grove Ave, Unit ONE BEDROOM

4950 N Marine Dr, Unit 903

3921 N Pine Grove Ave, Unit 3W

3826 N Fremont, Unit 2w
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744 W Gordon Ter, Unit 201

630 W Sheridan Rd

4040 N Ashland Ave, Unit 1

5100 N Marine Dr, Unit 24 C

4244 N Ashland Ave, Unit #2W

1136 W Wilson Ave, Unit 218
Cash 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.

3825 N Pine Grove Ave

4541 N Beacon St

3831 N Fremont St

4547 N Dover St

744 W Gordon Terrace

4737 N Hermitage Ave

4180 N Marine Dr

4180 N Marine Dr
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3914 N Pine Grove Ave

4631 N Paulina St

4631 N Paulina St

4180 N Marine Dr

655 W Irving Park Rd

1135 W Winona St

4610 N Dover St

917 W Dakin St

4236 N Broadway

4034 N Ashland Ave
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.

5050 N Sheridan Rd

941 W Carmen Ave

700 W Bittersweet Pl

4060 N Kenmore Ave

4060 N Kenmore Ave

661 W Sheridan Rd

845 W Agatite Ave

4737 N Hermitage Ave

3836 N Fremont St

5054 N Winthrop Ave
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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 | $2,698 | $1,800 | $3,768 |
| Uptown 3 Bedroom Homes for Rent | $5,304 | $910 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $3,548 | $2,999 | $4,200 |
Browse Homes for Rent in this Neighborhood
There are currently 145 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.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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 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.
Pet Friendly LifestyleUptown, Chicago, IL
Ranked #17
Among cities in Illinois for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
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 1164 Apartments for Rent in Uptown, IL with pricing that ranges from $995 to $9,687. There are also 297 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $850 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 $850 to $40,000 with an average monthly rent of $2,962.
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 $2,170 to $9,687, while Three Bedroom Homes, Condos, and Townhomes for rent range from $910 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,999 and Four Bedroom Apartments start at $5,400.
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

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.





