
Luxury Homes for Rent in Uptown Neighborhood of Chicago, IL (119 Rentals) Page 2 of 3
The most luxurious Homes in the Uptown area of Chicago with high-end amenities, features, and finishes.


3802 N Pine Grove Ave, Unit 2

927 W Irving Park Rd, Unit 2

3933 N Janssen Ave, Unit 3937 e3

944 W Grace St, Unit 954 a101

4225 N Paulina St, Unit W1

724 W Sheridan Rd

3839 N Greenview Ave, Unit 3839-3W

3933 N Janssen Ave, Unit 3943.5-W3

3933 N Janssen Ave, Unit 3943.5-W2
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.

3933 N Janssen Ave, Unit 3933-S1

3933 N Janssen Ave, Unit 3933-S3

3933 N Janssen Ave, Unit 3933-S2

3933 N Janssen Ave, Unit 3943-N2

3943.5 N Janssen Ave, Unit W3

3933 N Janssen Ave, Unit S3

3933 N Janssen Ave, Unit S1

3943 N Janssen Ave, Unit N2

3808 N Sheffield Ave, Unit 3816 3e

944 W Grace St, Unit 954-C102
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!

927 W Irving Park Rd, Unit 503

927 W Irving Park Rd, Unit 202

700 W Grace St, Unit 3802-2

927 W Irving Park Rd, Unit #305

952 W Carmen Ave, Unit 811

952 W Carmen Ave, Unit 802

5140 N Clark St, Unit 5140-4

4500 N Marine Dr

3803 N Broadway, Unit 3807-2

952 W Carmen Ave, Unit 407
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

952 W Carmen Ave, Unit 402

853 W Grace St, Unit 102i

853 W Grace St, Unit 102E

853 W Grace St, Unit 201C

3933 N Janssen Ave, Unit 3933-S1

910 W Gunnison St, Unit Garden

1044 W Byron St

1135 W Winona St, Unit b102

3919 N Janssen Ave, Unit 1

3915 N Janssen Ave, Unit 3S

3915 N Janssen Ave, Unit 3N

3820 N Sheffield Ave, Unit 2

944 W Grace St, Unit 1

843 W Grace St, Unit 201E

843 W Grace St, Unit 102D

3934 N Janssen Ave, Unit W4

3934 N Janssen Ave, Unit W3

3843 N Janssen Ave, Unit S4

3853 N Janssen Ave, Unit N3

4225 N Paulina St, Unit 4225-W1
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 | $3,049 | $1,595 | $4,105 |
| Uptown 3 Bedroom Homes for Rent | $7,979 | $2,000 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $6,050 | $4,200 | $7,900 |
| Uptown 6 Bedroom Homes for Rent | $12,000 | $10,000 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 119 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 1119 Apartments for Rent in Uptown, IL with pricing that ranges from $1,050 to $8,645. There are also 349 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,095 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 $1,095 to $40,000 with an average monthly rent of $5,445.
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 $1,871 to $8,645, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $40,000. Four Bedroom Single-Family rentals are also available starting from $4,200 and Four Bedroom Apartments start at $4,200.
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

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.