
Luxury Homes for Rent in the Uptown Neighborhood of Chicago, IL (111 Rentals)
The most luxurious Homes in the Uptown area of Chicago with high-end amenities, features, and finishes.


1131 W Winona St

844 W Grace St, Unit 2

853 W Grace St, Unit 2

844 W Grace St, Unit 1

853 W Grace St, Unit 2

1533 W Leland Ave, Unit G

3804 N Marshfield Ave, Unit 2

4643 N Clark St, Unit 01

941 W Grace St
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1602 W Belle Plaine Ave, Unit 1

1314 W Winnemac Ave, Unit 1314 W Winnemac Ave

3852 N Southport Ave, Unit 2

4334 N Sheridan Rd, Unit M06R

1352 W Carmen Ave, Unit 1N

1352 W Carmen Ave, Unit # 01N

652 W Gordon Ter, Unit 1W

652 W Gordon Ter, Unit 1W

3814 N Marshfield Ave, Unit 1

823 W Montrose Ave, Unit 1
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1354 W Carmen Ave, Unit 1

4000 N Southport Ave, Unit 2N

2315 N Southport Ave, Unit 3F

3820 N Sheffield Ave, Unit 1

Total Monthly Price
1049 W Lawrence Ave, Unit GO ID1058523P

927 W Irving Park Rd, Unit 503

706 W Grace St, Unit GDN

927 W Irving Park Rd, Unit 205

744 W Gordon Terrace, Unit 314

954 W Grace St, Unit E201
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3933 N Janssen Ave, Unit S2

3935 N Janssen Ave, Unit 3935 North Janssen Avenue

4180 N Marine Dr, Unit 1505

1434 W Farragut Ave, Unit 3D

1352 W Carmen Ave, Unit 1N

1604 W Berwyn Ave, Unit 2

4611 N Broadway, Unit 4611 North Broadway

952 W Carmen Ave, Unit 952 West Carmen Avenue

949 W Dakin St, Unit 949 West Dakin Street

4715 N Sheridan Rd, Unit 22N
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Total Monthly Price
1049 W Lawrence Ave, Unit SI ID1058520P

Total Monthly Price
5050 N Broadway, Unit SI FL3-ID380

Total Monthly Price
5050 N Broadway, Unit SI FL4-ID383

4715 N Sheridan Rd, Unit 22S

4715 N Sheridan Rd, Unit S22

4650 N Paulina St, Unit 1S

944 W Grace St, Unit 954-D201

4715 N Sheridan Rd, Unit 22S

1456 W Irving Park Rd, Unit 1

843 W Grace St, Unit 201B
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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 | $2,999 | $1,800 | $3,750 |
| Uptown 3 Bedroom Homes for Rent | $6,298 | $2,000 | $10,000+ |
| Uptown 4 Bedroom Homes for Rent | $5,488 | $2,900 | $7,495 |
| Uptown 5 Bedroom Homes for Rent | $5,562 | $5,500 | $5,750 |
Browse Homes for Rent in this Neighborhood
There are currently 111 rentals with your search options within a 2 mile radius of the Uptown Neighborhood of Chicago, IL.
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Uptown, Chicago, IL Local Guide
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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters
A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com
Read ArticleA Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago
A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Best Local Schools in Uptown, Chicago, IL
McCutcheon Elementary School
Lake View High School
Walt Disney Magnet School
School data provided by Great Schools
Frequently Asked Questions about Uptown
What type of rentals are currently available in Uptown?
There are currently 1092 Apartments for Rent in Uptown, IL with pricing that ranges from $595 to $6,500. There are also 406 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown ranging from $1,050 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 $1,050 to $40,000 with an average monthly rent of $3,967.
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 $2,195 to $5,750, 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 $2,900 and Four Bedroom Apartments start at $2,995.
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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.