2 Bedroom Apartments for Rent in Chicago, IL Under $5,500 (2,904 Rentals) Page 9 of 59

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3525 N Wilton Ave, Unit 1F
$3,850
Total Monthly Price

Total Monthly Price

Base Rent
$3,850
Total Monthly Price
$3,850
2 Bedroom Apartment Available Jul 31

3525 N Wilton Ave, Unit 1F

3525 N Wilton AveChicago, IL 60657
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6802 W Highland Ave, Unit 2
$1,980
Total Monthly Price

Total Monthly Price

Base Rent
$1,980
Total Monthly Price
$1,980
2 Bedroom Apartment Available Jul 1

6802 W Highland Ave, Unit 2

6802 W Highland AveChicago, IL 60631
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1927 N Lawndale Ave, Unit B
$2,400
Total Monthly Price

Total Monthly Price

Base Rent
$2,400
Total Monthly Price
$2,400
2 Bedroom Apartment Available Jul 1

1927 N Lawndale Ave, Unit B

1927 N Lawndale AveChicago, IL 60647
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1222 N Damen Ave, Unit 3F
$3,550
Total Monthly Price

Total Monthly Price

Base Rent
$3,550
Total Monthly Price
$3,550
2 Bedroom Apartment Available Aug 1

1222 N Damen Ave, Unit 3F

1222 N Damen AveChicago, IL 60622
Affordability
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2220 W Ainslie St, Unit 3W
$2,450
Total Monthly Price

Total Monthly Price

Base Rent
$2,450
Total Monthly Price
$2,450
2 Bedroom Apartment Available Now

2220 W Ainslie St, Unit 3W

2220 W Ainslie StChicago, IL 60625
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4409 N Seeley Ave
$3,250
Total Monthly Price

Total Monthly Price

Base Rent
$3,250 - $3,995
Total Monthly Price
$3,250 - $3,995
2 Bedroom Apartment Available Now

4409 N Seeley Ave

4409 N Seeley AveChicago, IL 60625
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529 N Racine Ave, Unit 3
$3,400
Total Monthly Price

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
2 Bedroom Apartment Available Now

529 N Racine Ave, Unit 3

529 N Racine AveChicago, IL 60642
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2002 W Huron St, Unit 1
$3,050
Total Monthly Price

Total Monthly Price

Base Rent
$3,050
Total Monthly Price
$3,050
2 Bedroom Apartment Available Jul 1

2002 W Huron St, Unit 1

2002 W Huron StChicago, IL 60612
Affordability
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533 W Roscoe St, Unit 310
$3,295
Total Monthly Price

Total Monthly Price

Base Rent
$3,295
Total Monthly Price
$3,295
2 Bedroom Apartment Available Now

533 W Roscoe St, Unit 310

533 W Roscoe StChicago, IL 60657
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452 W Belden Ave, Unit 17
$4,495
Total Monthly Price

Total Monthly Price

Base Rent
$4,495
Total Monthly Price
$4,495
2 Bedroom Apartment Available Jul 1

452 W Belden Ave, Unit 17

452 W Belden AveChicago, IL 60614
Affordability
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2721 S Pulaski Rd, Unit 1
$2,000
Total Monthly Price

Total Monthly Price

Base Rent
$2,000
Total Monthly Price
$2,000
2 Bedroom Apartment Available Now

2721 S Pulaski Rd, Unit 1

2721 S Pulaski RdChicago, IL 60623
Affordability
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2744 N Bosworth Ave, Unit 3
$2,800
Total Monthly Price

Total Monthly Price

Base Rent
$2,800
Total Monthly Price
$2,800
2 Bedroom Apartment Available Jul 1

2744 N Bosworth Ave, Unit 3

2744 N Bosworth AveChicago, IL 60614
Affordability
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3025 W Ainslie St, Unit G
$1,995
Total Monthly Price

Total Monthly Price

Base Rent
$1,995
Total Monthly Price
$1,995
2 Bedroom Apartment Available Aug 1

3025 W Ainslie St, Unit G

3025 W Ainslie StChicago, IL 60625
Affordability
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1953 W Winnemac Ave, Unit 1
$2,150
Total Monthly Price

Total Monthly Price

Base Rent
$2,150
Total Monthly Price
$2,150
2 Bedroom Apartment Available Aug 1

1953 W Winnemac Ave, Unit 1

1953 W Winnemac AveChicago, IL 60640
Affordability
Showing Results 401-450, Page 9 of 59

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 $3,061.

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

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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.

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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.

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.