
Luxury Homes for Rent in Uptown Neighborhood of Chicago, IL (84 Rentals) Page 2 of 2
The most luxurious Homes in the Uptown area of Chicago with high-end amenities, features, and finishes.


3825 N Pine Grove Ave

3923 N Ashland Ave

3923 N Ashland Ave

4452 N Sheridan Rd

3942 N Janssen Ave

4180 N Marine Dr

744 W Gordon Terrace

944 W Grace St

744 W Gordon Terrace
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

4180 N Marine Dr

4452 N Sheridan Rd

4226 N Ashland Ave

3825 N Pine Grove Ave

3927 N Clarendon Ave

4002 N Southport Ave

4450 N Sheridan Rd

3804 N Marshfield Ave

4745 N Beacon St

852 W Belle Plaine Ave

4414 N Clark St

3900 N Pine Grove Ave

1024 W Ainslie St

1048 W Lawrence Ave

3927 N Clarendon Ave

1000 W Leland Ave

654 W Gordon Terrace

1030 W Byron St

1131 W Winona St

4226 N Ashland Ave

3857 N Hermitage Ave

1615 W Irving Park Rd

3951 N Wayne Ave

4119 N Ashland Ave
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 | $2,626 | $1,800 | $3,768 |
| Uptown 3 Bedroom Homes for Rent | $5,906 | $930 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $4,197 | $2,999 | $6,795 |
Browse Homes for Rent in this Neighborhood
There are currently 84 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 1166 Apartments for Rent in Uptown, IL with pricing that ranges from $850 to $11,806. There are also 281 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $930 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 $930 to $40,000 with an average monthly rent of $3,205.
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 $11,806, while Three Bedroom Homes, Condos, and Townhomes for rent range from $930 to $40,000. Four Bedroom Single-Family rentals are also available starting from $2,999 and Four Bedroom Apartments start at $5,100.
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

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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!