
2 Bedroom Apartments for Rent in the Uptown Neighborhood of Chicago, IL (456 Rentals) Page 2 of 10


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3830 N Wilton Ave, Unit 2

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1607 W Berteau Ave, Unit 2

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3841 N Greenview Ave

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3943 N Janssen Ave, Unit 2bd

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3855 N Greenview Ave

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652 W Gordon Ter, Unit 1E

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3810 N Marshfield Ave, Unit 2

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3856 N Southport Ave, Unit 3

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3854 N Southport Ave, Unit 3
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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3921 N Janssen Ave

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3939 N Janssen Ave

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3919 N Janssen Ave

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3820 N Sheffield Ave

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3943 N Janssen Ave, Unit 3943.5-2E

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1455 W Wilson Ave, Unit 2

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3931 N Janssen Ave, Unit 2

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3937 N Janssen Ave, Unit 3

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3931 N Janssen Ave, Unit 3

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1636 W Grace St, Unit 3
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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3941 N Janssen Ave, Unit 2

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3943 N Janssen Ave, Unit 2

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3935 N Janssen Ave, Unit 2

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3931 N Janssen Ave, Unit 3941-W1

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1614 W Belle Plaine Ave, Unit 1606-1

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1436 W Farragut Ave

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3919 N Janssen Ave, Unit 3

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3919 N Janssen Ave, Unit 3

3904 N Janssen Ave, Unit 3

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3939 N Janssen
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
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3921 N Janssen Ave, Unit 3S

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1604 W Berwyn Ave, Unit 1

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1352 W Carmen Ave, Unit 2N

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1458 W Pensacola Ave, Unit 3

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1606 W Berwyn Ave, Unit 3

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1320 W Carmen Ave, Unit 2

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1253 W Grace St, Unit 1

3810 N Sheffield Ave, Unit 1W

3915 N Janssen Ave, Unit 3

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3935 N Janssen
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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917 W Dakin St

3825 N Pine Grove Ave, Unit 321

1470 W Winnemac Ave, Unit 3

3825 N Pine Grove Ave, Unit 202

3800 N Wilton Ave

932 W Dakin St

1458 W Pensacola Ave

711 W Gordon Terrace

1004 W Dakin St

1300 W Winnemac Ave
Renting with Roommates: Realistic Expectations for Shared Lease
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Uptown, Chicago, IL Local Guide

How much does it cost to rent an apartment in Uptown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Uptown Studio Apartments | $1,614 | $1,095 | $2,510 |
| Uptown 1 Bedroom Apartments | $2,228 | $1,313 | $3,785 |
Uptown 2 Bedroom Apartments | $3,073 | $1,995 | $4,995 |
| Uptown 3 Bedroom Apartments | $3,755 | $2,550 | $5,200 |
| Uptown 4 Bedroom Apartments | $4,673 | $3,795 | $6,500 |
Browse Apartments in this Neighborhood
There are currently 456 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 2 Bedroom Uptown Apartments
What is the Cheapest apartment in Uptown with 2 Bedroom?
Currently the most affordable 2 Bedroom in Uptown is at Times Square Apartments listed at $2,179.
How much is the average rent for a 2 Bedroom Uptown Apartment?
The average rent for a 2 Bedroom Apartment in Uptown is $3,073.
What is the largest available 2 Bedroom Uptown Apartment for rent?
Today's apartment with the most square footage in Uptown is a 1,250 square feet unit starting from $2,500 at 900 W Montrose Ave.
What is the average size for Uptown 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Uptown is currently 1,700 sq ft.
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.