Apartments for Rent in the Uptown Neighborhood of Chicago, IL (1,100 Rentals) Page 2 of 22

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4337 N Dayton St, Unit 2
$3,131

Total Monthly Price

Base Rent$3,131
Total Monthly Price$3,131
2 Bedroom Apartment Available Sep 30

4337 N Dayton St, Unit 2

4337 N Dayton StChicago, IL 60613
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1480 W Winnemac Ave, Unit 3
$1,575

Total Monthly Price

Base Rent$1,575
Total Monthly Price$1,575
1 Bedroom Apartment Available Sep 5

1480 W Winnemac Ave, Unit 3

1480 W Winnemac AveChicago, IL 60640
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1421 W Cuyler Ave, Unit 2
$2,550

Total Monthly Price

Base Rent$2,550
Total Monthly Price$2,550
2 Bedroom Apartment Available Oct 15

1421 W Cuyler Ave, Unit 2

1421 W Cuyler AveChicago, IL 60613
Affordability

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!

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1443 W Foster Ave
$3,695

Total Monthly Price

Base Rent$3,695
Total Monthly Price$3,695
3 to 4 Bedroom Apartment Available Now

1443 W Foster Ave

1443 W Foster AveChicago, IL 60640
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951 W Dakin St, Unit 3O5
$3,795

Total Monthly Price

Base Rent$3,795
Total Monthly Price$3,795
3 Bedroom Apartment Available Now

951 W Dakin St, Unit 3O5

951 W Dakin StChicago, IL 60613
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1604 W Berwyn Ave, Unit 02
$3,150

Total Monthly Price

Base Rent$3,150
Total Monthly Price$3,150
2 Bedroom Apartment Available Now

1604 W Berwyn Ave, Unit 02

1604 W Berwyn AveChicago, IL 60640
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Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

Learn about the best places to live near major employers in Chicago with original content written by our Local Expert Nicole Harms

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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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1329 W Wilson Ave
$1,450 - $2,500

Total Monthly Price

Base Rent$1,450 - $2,500
Total Monthly Price$1,450 - $2,500
Studio to 2 Bedroom Apartment Available Now

1329 W Wilson Ave

1329 W Wilson AveChicago, IL 60640
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4806 N Paulina St, Unit 1
$2,375

Total Monthly Price

Base Rent$2,375
Total Monthly Price$2,375
1 Bedroom Apartment Available Now

4806 N Paulina St, Unit 1

4806 N Paulina StChicago, IL 60640
Affordability

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

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938 W Carmen Ave
$2,550 - $3,200

Total Monthly Price

Base Rent$2,550 - $3,200
Total Monthly Price$2,550 - $3,200
1 to 2 Bedroom Apartment Available Now

938 W Carmen Ave

938 W Carmen AveChicago, IL 60640
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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!

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Showing Results 51-100, Page 2 of 22

Frequently Asked Questions about Uptown

What is the current pricing and availability for apartments for rent in the Uptown area of Chicago, IL?

As of today, September 04, 2026, there are currently 1,100 available Uptown apartments priced from $1,095 to $6,500, with an average monthly rent of $2,493.

How much are Studio apartments in Uptown?

There are currently 463 Studio Apartments in Uptown with rent ranges from $1,095 to $2,510 with an average price of $1,614.

What is the current price range for One Bedroom Uptown Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Uptown ranges from $1,313 to $3,785 with an average monthly rent of $2,228.

What does renting a Two Bedroom Apartment in Uptown cost?

The monthly rent prices of Two Bedroom Apartments currently available in Uptown range from $1,995 to $4,995. Today's average rental price for Two Bedrooms here is $3,073.

How expensive are Uptown Three Bedroom Apartments?

There are currently 217 Three Bedroom Apartments listings available in Uptown on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $5,200 - averaging $3,755 for the location.

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

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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.

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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.

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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.

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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

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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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.

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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.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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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.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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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.