
Luxury Homes for Rent in Uptown Neighborhood of Chicago, IL (116 Rentals) Page 2 of 3
The most luxurious Homes in the Uptown area of Chicago with high-end amenities, features, and finishes.


3521 N Broadway

3829 N Southport Ave

993 W Dakin St

3919 N Janssen Ave

1606 W Belle Plaine Ave

949 W Grace St

949 W Grace St

949 W Grace St

3938 N Janssen 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

4637 N Ashland Ave

1656 W Summerdale Ave

3933 N Janssen Ave

1252 W Carmen Ave

3782 N Halsted St

1215 W Sunnyside Ave

4513 N Clark St

4000 N Southport Ave

901 W Agatite Ave

935 W Winona St

901 W Agatite Ave

935 W Winona St

901 W Agatite Ave

711 W Gordon Terrace

933 W Irving Park Rd

908 W Montrose Ave

906 W Montrose Ave

908 W Montrose Ave

3820 N Sheffield Ave

1600 W Belle Plaine Ave

4000 N Southport Ave

3915 N Janssen Ave

944 W Grace St

1600 W Belle Plaine Ave

3915 N Janssen Ave

944 W Grace St

1658 W Summerdale Ave

4414 N Clark St

4637 N Ashland Ave

3825 N Pine Grove Ave

3815 N Greenview Ave

744 W Gordon Terrace

959 W Grace St

3825 N Pine Grove Ave

4607 N Sheridan Rd

744 W Gordon Terrace

3804 N Marshfield Ave

3825 N Pine Grove Ave

744 W Gordon Terrace

3923 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 | $2,717 | $1,800 | $4,055 |
| Uptown 3 Bedroom Homes for Rent | $5,855 | $960 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,528 | $3,995 | $6,795 |
Browse Homes for Rent in this Neighborhood
There are currently 116 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 1167 Apartments for Rent in Uptown, IL with pricing that ranges from $888 to $14,293. There are also 309 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $960 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 $960 to $40,000 with an average monthly rent of $3,515.
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 $14,293, while Three Bedroom Homes, Condos, and Townhomes for rent range from $960 to $40,000. Four Bedroom Single-Family rentals are also available starting from $3,995 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

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.