2 Bedroom Apartments for Rent in Chicago, IL Under $5,500 (2,890 Rentals) Page 41 of 58

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The Park Terrace
2 Bedroom Apartments

The Park Terrace

2451 W Howard StChicago, IL 60645
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HIGHPOINT Avondale
2 Bedroom Apartments

HIGHPOINT Avondale

3434-3440 N Elston AveChicago, IL 60618
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1435 W Lexington St
2 Bedroom Apartments

1435 W Lexington St

1435 W Lexington StChicago, IL 60607
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517 W. Oakdale
2 Bedroom Apartments

517 W. Oakdale

517 W Oakdale AveChicago, IL 60657
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GreenGlen Park
2 Bedroom Apartments

GreenGlen Park

1373-1383 W Greenleaf AveChicago, IL 60626
Corporate Housing
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1030 E 47th
2 Bedroom Apartments

1030 E 47th

1030 E 47th StChicago, IL 60653
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446-448 W Arlington Pl
2 Bedroom Apartments

446-448 W Arlington Pl

446-448 W Arlington PlChicago, IL 60614
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1625 W Superior St
2 Bedroom Apartments

1625 W Superior St

1625 W Superior StChicago, IL 60622
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Ivy Villas
2 Bedroom Apartments

Ivy Villas

5514 S Blackstone AveChicago, IL 60637
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Woodlawn Terrace
2 Bedroom Apartments

Woodlawn Terrace

4726-4740 S Woodlawn AveChicago, IL 60615
Corporate Housing
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Ivy at Carlson
2 Bedroom Apartments

Ivy at Carlson

1401 E Hyde Park BlvdChicago, IL 60615
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1258-1260 W Loyola Ave
2 Bedroom Apartments

1258-1260 W Loyola Ave

1258-1260 W Loyola AveChicago, IL 60626
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1816 North Halsted
2 Bedroom Apartments

1816 North Halsted

1816 N Halsted StChicago, IL 60614
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500 W Belden Ave
2 Bedroom Apartments

500 W Belden Ave

500 W Belden AveChicago, IL 60614
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1449-1453 W Flournoy St
2 Bedroom Apartments

1449-1453 W Flournoy St

1449-1453 W Flournoy StChicago, IL 60607
Student Housing
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925 W. Dakin
2 Bedroom Apartments

925 W. Dakin

925 W Dakin StChicago, IL 60613
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Scotland Yard
2 Bedroom Apartments

Scotland Yard

4215-4265 N Broadway StChicago, IL 60613
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3156 W Diversey
2 Bedroom Apartments

3156 W Diversey

3156 W Diversey AveChicago, IL 60647
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660 Wrightwood
2 Bedroom Apartments

660 Wrightwood

660 W WrightwoodChicago, IL 60614
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2540 N. Racine
2 Bedroom Apartments

2540 N. Racine

2540-2542 N Racine AveChicago, IL 60614
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1044 W Montana St
2 Bedroom Apartments

1044 W Montana St

1044 W Montana StChicago, IL 60614
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Catalpa 2507 W
2 Bedroom Apartments

Catalpa 2507 W

2507 W Catalpa AveChicago, IL 60625
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Beacon-Leland Building
2 Bedroom Apartments

Beacon-Leland Building

1415-1419 W Leland AveChicago, IL 60640
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530-540 W Armitage Ave
2 Bedroom Apartments

530-540 W Armitage Ave

530-540 W Armitage AveChicago, IL 60614
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Oakley Square
2 Bedroom Apartments

Oakley Square

2301-2359 W Jackson BlvdChicago, IL 60612
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2218 W Chicago Ave
2 Bedroom Apartments

2218 W Chicago Ave

2218 W Chicago AveChicago, IL 60622
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Ivy at Ridgewood
2 Bedroom Apartments

Ivy at Ridgewood

5410 S Ridgewood CtChicago, IL 60615
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5749 N Winthrop Ave
2 Bedroom Apartments

5749 N Winthrop Ave

5749 N Winthrop AveChicago, IL 60660
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1033 W Loyola
2 Bedroom Apartments

1033 W Loyola

1033 W Loyola AveChicago, IL 60626
Student Housing
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Ivy at Kimbark
2 Bedroom Apartments

Ivy at Kimbark

5428-5432 S Kimbark AveChicago, IL 60615
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1947 N Bissell
2 Bedroom Apartments

1947 N Bissell

1947 N BissellChicago, IL 60614
Showing Results 2001-2050, Page 41 of 58

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 $3,072.

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 1,147 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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.