
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.


3900 N Broadway St, Unit 712, Unit 712

1515 W Wilson Ave, Unit 2

907 W Agatite Ave, Unit SI ID1319628P

3808 N Kenmore Ave, Unit SI ID1255616P

920 W Buena Ave, Unit 3

5050 N Broadway, Unit SI FL4-ID383

5050 N Broadway, Unit SI FL3-ID380

3829 N Southport Ave, Unit 1

3950 N Lake Shore Dr, Unit 1928
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!

4325 N Ashland Ave, Unit 6H

3933 N Janssen Ave, Unit 3943-S3

4513 N Clark St, Unit 203

3808 N Sheffield Ave, Unit 1

3829 N Southport Ave

3950 N Lake Shore Dr, Unit 8291

1436 W Belle Plaine Ave, Unit 6H

3740 N Halsted St

1472 W Summerdale Ave, Unit 1RE

3798 N Halsted St
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

4513 N Clark St, Unit 507

655 W Irving Park Rd

3820 N Sheffield Ave

3808 N Sheffield Ave

3804 N Marshfield Ave

944 W Grace St, Unit 954-G101

944 W Grace St

4002 N Southport Ave, Unit 3

3808 N Sheffield Ave, Unit 3808-1W

4637 N Ashland Ave, Unit 302

944 W Grace St

4500 N Marine Dr

843 W Grace St, Unit 201F

853 W Grace St, Unit 101A

3853 N Janssen Ave, Unit S4

853 W Grace St, Unit 101G

853 W Grace St, Unit 102F

4513 N Clark St, Unit 201

5120 N Kenmore Ave

1406 W Warner Ave, Unit 3E

901 W Dakin St, Unit 2E

3825 N Pine Grove Ave

917 W Dakin St, Unit 405

3815 N Greenview Ave

944 W Grace St

1600 W Belle Plaine Ave

4414 N Clark St, Unit 3

744 W Gordon Terrace, Unit 312

3923 N Ashland Ave, Unit 6B

3923 N Ashland Ave, Unit 6C
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 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 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

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.

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.