
Luxury Homes for Rent in the Uptown Chicago Neighborhood of Chicago, IL (82 Rentals) Page 2 of 2
The most luxurious Homes in the Uptown Chicago area of Chicago with high-end amenities, features, and finishes.


3933 N Janssen Ave, Unit 3937-W2

4715 N Sheridan Rd, Unit 22S

3600 N Lake Shore Dr, Unit 608

1432 W Farragut Ave, Unit A3

4180 N Marine Dr, Unit 1505

1434 W Farragut Ave, Unit D4
4717 N Beacon St
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

906 W Sunnyside Ave

950 W Dakin St

733 W Bittersweet Pl

744 W Gordon Terrace

655 W Irving Park Rd

5024 N Winthrop Ave

819 W Eastwood Ave

1451 W Berwyn 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

4943 N Winthrop Ave

1414 W Montrose Ave

3950 N Lake Shore Dr

4233 N Kenmore Ave

4103 N Kenmore Ave

4170 N Marine Dr

4350 N Broadway

1056 W Lawrence Ave
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

904 W Dakin St

1512 W Wilson Ave

1300 W Winnemac Ave

1318 W Winnemac Ave

4819 N Ashland Ave

1507 W Carmen Ave

5039 N Winthrop Ave

3951 N Wayne Ave
Uptown Chicago - 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!
Uptown Chicago, Chicago, IL Local Guide

How much does it cost to rent a home in Uptown Chicago?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Chicago 2 Bedroom Homes for Rent | $2,986 | $1,950 | $4,450 |
| Uptown Chicago 3 Bedroom Homes for Rent | $4,060 | $2,100 | $6,895 |
| Uptown Chicago 4 Bedroom Homes for Rent | $3,000 | $3,000 | $3,000 |
Browse Homes for Rent in this Neighborhood
There are currently 82 rentals with your search options within a 2 mile radius of the Uptown Chicago Neighborhood of Chicago, IL.
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Frequently Asked Questions about Uptown Chicago
What type of rentals are currently available in Uptown Chicago?
There are currently 774 Apartments for Rent in Uptown Chicago, IL with pricing that ranges from $1,140 to $4,995. There are also 240 Single Family Homes for rent, Condos, and Townhome rentals currently available in Uptown Chicago ranging from $1,075 to $6,895.
What is the current price range for Rental Homes in Uptown Chicago?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Uptown Chicago ranges from $1,075 to $6,895 with an average monthly rent of $2,243.
How much are larger Three and Four Bedroom Rentals in Uptown Chicago?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Uptown Chicago range from $2,420 to $4,850, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $6,895. Four Bedroom Single-Family rentals are also available starting from $3,000 and Four Bedroom Apartments start at $3,595.
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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
When choosing a place to live, there are many things you must consider. Your employer, your shopping preferences, and even schools are all important to think about. Yet cost of living is also important to know and plan for.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
I’m Nicole, you’re ApartmentHomeLiving.com Local Expert for Chicago. There’s no denying I love the Windy City. Yet there’s also no denying that rental homes in Chicago can be pricy, small, and hard to find.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
Moving to a new city is always an exciting time, especially one as vibrant and diverse as Chicago. With world-class museums, a breathtaking lakefront, and numerous employment opportunities, there’s much to love about this city.

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

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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.