Apartments near Old Town Square in Chicago, IL (2,949 Rentals)

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648 W Wrightwood Ave
$2,695

Total Monthly Price

Base Rent$2,695
Total Monthly Price$2,695
1 Bedroom Apartment Available Now

648 W Wrightwood Ave

648 W Wrightwood AveChicago, IL 60614
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1244 W Huron St
$3,500 - $4,350

Total Monthly Price

Base Rent$3,500 - $4,350
Total Monthly Price$3,500 - $4,350
3 Bedroom Apartment Available Now

1244 W Huron St

1244 W Huron StChicago, IL 60642
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556 W Arlington Pl
$2,395

Total Monthly Price

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

556 W Arlington Pl

556 W Arlington PlChicago, IL 60614
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665 W Wrightwood
$1,650 - $2,095

Total Monthly Price

Base Rent$1,650 - $2,095
Total Monthly Price$1,650 - $2,095
Studio to 1 Bedroom Apartment Available Sep 15

665 W Wrightwood

665 W WrightwoodChicago, IL 60614
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630 W Wrightwood Ave
$2,050 - $2,350

Total Monthly Price

Base Rent$2,050 - $2,350
Total Monthly Price$2,050 - $2,350
1 Bedroom Apartment Available Nov 1

630 W Wrightwood Ave

630 W Wrightwood AveChicago, IL 60614
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102 W Chicago Ave
$1,870 - $2,293

Total Monthly Price

Base Rent$1,870 - $2,293
Total Monthly Price$1,870 - $2,293
Studio to 1 Bedroom Apartment Available Now

102 W Chicago Ave

102 W Chicago AveChicago, IL 60654
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152 W Huron St
$2,125 - $2,325

Total Monthly Price

Base Rent$2,125 - $2,325
Total Monthly Price$2,125 - $2,325
Studio to 1 Bedroom Apartment Available Now

152 W Huron St

152 W Huron StChicago, IL 60654
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529 W Surf St
$1,995 - $2,695

Total Monthly Price

Base Rent$1,995 - $2,695
Total Monthly Price$1,995 - $2,695
Studio to 1 Bedroom Apartment Available Oct 1

529 W Surf St

529 W Surf StChicago, IL 60657
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423 W Belden Ave
$1,695 - $2,450

Total Monthly Price

Base Rent$1,695 - $2,450
Total Monthly Price$1,695 - $2,450
Studio to 1 Bedroom Apartment Available Oct 1

423 W Belden Ave

423 W Belden AveChicago, IL 60614
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537 W Arlington Pl
$1,595 - $2,295

Total Monthly Price

Base Rent$1,595 - $2,295
Total Monthly Price$1,595 - $2,295
Studio to 1 Bedroom Apartment Available Oct 1

537 W Arlington Pl

537 W Arlington PlChicago, IL 60614
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1350 N Dearborn St
$1,995 - $2,695

Total Monthly Price

Base Rent$1,995 - $2,695
Total Monthly Price$1,995 - $2,695
Studio to 1 Bedroom Apartment Available Now

1350 N Dearborn St

1350 N Dearborn StChicago, IL 60610
Showing Results 301-350, Page 7 of 59

Frequently Asked Questions about Chicago

How much are Studio apartments in Chicago?

There are currently 8,261 Studio Apartments in Chicago with rent ranges from $600 to $15,622 with an average price of $2,069.

What is the current price range for One Bedroom Chicago Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chicago ranges from $800 to $9,999 with an average monthly rent of $2,485.

What does renting a Two Bedroom Apartment in Chicago cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $850 to $27,568. Today's average rental price for Two Bedrooms here is $3,102.

How expensive are Chicago Three Bedroom Apartments?

There are currently 4,906 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $695 to $38,481 - averaging $3,788 for the location.

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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The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago

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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.

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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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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.

Articles, How-To's, and Tips

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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.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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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.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

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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.

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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.