
2 Bedroom Homes for Rent in Uptown Neighborhood of Chicago, IL (77 Rentals) Page 2 of 2


5050 N Sheridan Rd

917 W Dakin St

3815 N Greenview Ave

4832 N Winthrop Ave, Unit 2W

3808 N Sheffield Ave, Unit 3808-1W

4637 N Ashland Ave, Unit 302

5050 N Sheridan Rd

4521 Malden St
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.

3853 N Janssen Ave, Unit S4

4513 N Clark St, Unit 201

1406 W Warner Ave, Unit 3E

4808 N Paulina St

3825 N Pine Grove Ave

917 W Dakin St, Unit 405

3815 N Greenview Ave

1600 W Belle Plaine Ave

744 W Gordon Terrace, Unit 312
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!

4877 N Ashland Ave

3912 N Pine Grove Ave

3928 N Pine Grove Ave

908 W Grace St

908 W Belle Plaine Ave

3900 N Pine Grove Ave

3829 N Southport Ave

651 W Sheridan Rd

3808 N Sheffield Ave
Chicago's Best Affordable Neighborhoods
Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms
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 | $2,870 | $1,750 | $4,000 |
| Uptown 3 Bedroom Homes for Rent | $5,951 | $875 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $3,897 | $3,800 | $3,995 |
| Uptown 5 Bedroom Homes for Rent | $3,680 | $3,680 | $3,680 |
Browse Homes for Rent in this Neighborhood
There are currently 77 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1148 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $12,013. There are also 300 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $875 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 $875 to $40,000 with an average monthly rent of $3,330.
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 $2,270 to $12,013, while Three Bedroom Homes, Condos, and Townhomes for rent range from $875 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,800 and Four Bedroom Apartments start at $3,500.
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.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.