2 Bedroom Luxury Apartments for Rent in Chicago, IL (1,339 Rentals) Page 11 of 27

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1216 N Dearborn St
$2,950 - $3,095
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$2,950 - $3,095
Total Monthly Price
$2,950 - $3,095
2 Bedroom Apartment Available Aug 1

1216 N Dearborn St

1216 N Dearborn StChicago, IL 60610
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2050 N Bissell St
$4,200
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$4,200
Total Monthly Price
$4,200
2 Bedroom Apartment Available Now

2050 N Bissell St

2050 N Bissell StChicago, IL 60614
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722 W Roscoe St
$2,745
Total Monthly Price

Total Monthly Price

Base Rent
$2,195 - $2,745
Total Monthly Price
$2,195 - $2,745
2 Bedroom Apartment Available Sep 1

722 W Roscoe St

722 W Roscoe StChicago, IL 60657
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1455 W Wilson Ave, Unit 2
$3,000
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Total Monthly Price

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$3,000
Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

1455 W Wilson Ave, Unit 2

1455 W Wilson AveChicago, IL 60640
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456 W Barry Ave
$3,595
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Total Monthly Price

Base Rent
$1,795 - $3,595
Total Monthly Price
$1,795 - $3,595
2 Bedroom Apartment Available Sep 1

456 W Barry Ave

456 W Barry AveChicago, IL 60657
Affordability
Showing Results 501-550, Page 11 of 27

Chicago, IL Area Reviews

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Nicole • 4+ years in Chicago

April 10, 2026

Big city challenges with traffic but also provides the amenities of the city you can't find elsewhere

Frequently Asked Questions about 2 Bedroom Chicago Apartments

What is the Cheapest apartment in Chicago with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chicago is at West Haven Park II - B listed at $192.

How much is the average rent for a 2 Bedroom Chicago Apartment?

The average rent for a 2 Bedroom Apartment in Chicago is $3,053.

What is the largest available 2 Bedroom Chicago Apartment for rent?

Today's apartment with the most square footage in Chicago is a 1,988 square feet unit starting from $9,995 at Cassidy on Canal.

What is the average size for Chicago 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Chicago is currently 1,115 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

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Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible

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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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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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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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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

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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.

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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.

Articles, How-To's, and Tips

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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.

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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.

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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.

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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.