2 Bedroom Apartments for Rent in Chicago, IL Under $5,500 (2,902 Rentals) Page 8 of 59

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2345 W 24th St, Unit #1
$1,500
Total Monthly Price

Total Monthly Price

Base Rent
$1,500
Total Monthly Price
$1,500
2 Bedroom Apartment Available Now

2345 W 24th St, Unit #1

2345 W 24th StChicago, IL 60608
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1536 N Hamlin Ave, Unit g
$1,650
Total Monthly Price

Total Monthly Price

Base Rent
$1,650
Total Monthly Price
$1,650
2 Bedroom Apartment Available Jun 30

1536 N Hamlin Ave, Unit g

1536 N Hamlin AveChicago, IL 60651
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1224 N Dearborn St
$3,295 - $3,495
Total Monthly Price

Total Monthly Price

Base Rent
$3,295 - $3,495
Total Monthly Price
$3,295 - $3,495
2 Bedroom Apartment Available Aug 1

1224 N Dearborn St

1224 N Dearborn StChicago, IL 60610
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685 N Milwaukee Ave, Unit 2
$3,900
Total Monthly Price

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900
2 Bedroom Apartment Available Jul 1

685 N Milwaukee Ave, Unit 2

685 N Milwaukee AveChicago, IL 60642
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3253 N Kenmore Ave, Unit 2
$4,000
Total Monthly Price

Total Monthly Price

Base Rent
$4,000
Total Monthly Price
$4,000
2 Bedroom Apartment Available Aug 1

3253 N Kenmore Ave, Unit 2

3253 N Kenmore AveChicago, IL 60657
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419 W Belden Ave, Unit 1
$4,395
Total Monthly Price

Total Monthly Price

Base Rent
$4,395
Total Monthly Price
$4,395
2 Bedroom Apartment Available Jul 1

419 W Belden Ave, Unit 1

419 W Belden AveChicago, IL 60614
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2321 W Arthur Ave, Unit 3
$1,900
Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900
2 Bedroom Apartment Available Aug 1

2321 W Arthur Ave, Unit 3

2321 W Arthur AveChicago, IL 60645
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3944 N Janssen Ave, Unit 1
$3,395
Total Monthly Price

Total Monthly Price

Base Rent
$3,395
Total Monthly Price
$3,395
2 Bedroom Apartment Available Aug 1

3944 N Janssen Ave, Unit 1

3944 N Janssen AveChicago, IL 60613
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877 W Lill Ave, Unit D3
$3,500
Total Monthly Price

Total Monthly Price

Base Rent
$3,500
Total Monthly Price
$3,500
2 Bedroom Apartment Available Aug 1

877 W Lill Ave, Unit D3

877 W Lill AveChicago, IL 60614
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939 W Winona St, Unit 411
$2,325
Total Monthly Price

Total Monthly Price

Base Rent
$2,325
Total Monthly Price
$2,325
2 Bedroom Apartment Available Jul 1

939 W Winona St, Unit 411

939 W Winona StChicago, IL 60640
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2446 W Thomas St, Unit 1R
$2,549
Total Monthly Price

Total Monthly Price

Base Rent
$2,549
Total Monthly Price
$2,549
2 Bedroom Apartment Available Jul 1

2446 W Thomas St, Unit 1R

2446 W Thomas StChicago, IL 60622
Affordability
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1844 W Grace St, Unit 1
$3,350
Total Monthly Price

Total Monthly Price

Base Rent
$3,350
Total Monthly Price
$3,350
2 Bedroom Apartment Available Jul 1

1844 W Grace St, Unit 1

1844 W Grace StChicago, IL 60613
Affordability
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2475 E 74th Pl, Unit 2W
$1,686
Total Monthly Price

Total Monthly Price

Base Rent
$1,686
Total Monthly Price
$1,686
2 Bedroom Apartment Available Now

2475 E 74th Pl, Unit 2W

2475 E 74th PlChicago, IL 60649
Cost Per Sq.Ft.
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1742 N California Ave
$2,595
Total Monthly Price

Total Monthly Price

Base Rent
$2,012 - $2,595
Total Monthly Price
$2,012 - $2,595
2 Bedroom Apartment Available Now

1742 N California Ave

1742 N California AveChicago, IL 60647
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5232 W Montana St, Unit G
$2,200
Total Monthly Price

Total Monthly Price

Base Rent
$2,200
Total Monthly Price
$2,200
2 Bedroom Apartment Available Jul 1

5232 W Montana St, Unit G

5232 W Montana StChicago, IL 60639
Affordability
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1952 W Nelson St, Unit 3E
$2,950
Total Monthly Price

Total Monthly Price

Base Rent
$2,950
Total Monthly Price
$2,950
2 Bedroom Apartment Available Aug 1

1952 W Nelson St, Unit 3E

1952 W Nelson StChicago, IL 60657
Affordability
Showing Results 351-400, Page 8 of 59

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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 $3,061.

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

Today's apartment with the most square footage in Chicago is a 1,900 square feet unit starting from $4,650 at Riverview Terrace.

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

The average size for a 2 Bedroom rental in Chicago is currently 1,146 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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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.

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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.

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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.

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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

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.