
Apartments near Old Town Square in Chicago, IL (3,008 Rentals)


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2714 N Wayne Ave, Unit 2

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2743 N Southport Ave, Unit 3S

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2334 N Greenview Ave, Unit 3

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2733 N Wayne Ave, Unit 2

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1320 W Diversey Pky, Unit 3

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245 W North Ave, Unit 105

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215 N Clinton St

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2327 N Southport Ave

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1216 N Dearborn St

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21 W Goethe St, Unit 4E

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942 W Huron St

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2050 N Bissell St

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1257 W Belden Ave, Unit 10

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2033 W Huron St, Unit 2

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158 W Division St

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1349 N Noble St, Unit 3

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211 E Ohio St, Unit 2719

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1415 W Randolph St

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1435 N Dearborn St, Unit 2

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1258 W Jackson Blvd, Unit 2

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1435 N Dearborn St, Unit 2

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845 W Wolfram St, Unit #405

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512 W Arlington Pl, Unit #011

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423 W Belden Ave, Unit 1

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557 W Arlington Pl, Unit 3

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630 W Wrightwood, Unit 5

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812 W Diversey Pky, Unit 4

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637 W Wrightwood Ave, Unit #400

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2825 N Burling St, Unit #104

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421 W Belden, Unit 1

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441 W Belden Ave, Unit 3

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556 W Arlington Pl, Unit 2

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2623 N Dayton St, Unit 3S

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1332 N Cleveland Ave, Unit 1

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1502 N Hudson Ave, Unit 3

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1610 N Larrabee St, Unit 1

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419 W Belden Ave, Unit 3

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419 W Belden Ave, Unit 3

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441 W Belden Ave, Unit 9

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2505 N Clark St, Unit 1606

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511 W Elm St, Unit 434

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407 W North Ave, Unit 5E

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400 N State St, Unit 1-3303

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613 N Racine Ave, Unit 1

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1720 W Augusta Blvd, Unit 2

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956 N Winchester Ave, Unit 3E

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1236 W Hubbard St, Unit 2S

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1212 N La Salle Dr, Unit 5

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1214 N La Salle Dr

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Frequently Asked Questions about Chicago
How much are Studio apartments in Chicago?
There are currently 8,267 Studio Apartments in Chicago with rent ranges from $595 to $5,126 with an average price of $2,042.
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 $640 to $9,987 with an average monthly rent of $2,466.
What does renting a Two Bedroom Apartment in Chicago cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chicago range from $762 to $18,797. Today's average rental price for Two Bedrooms here is $3,061.
How expensive are Chicago Three Bedroom Apartments?
There are currently 5,011 Three Bedroom Apartments listings available in Chicago on ApartmentHomeLiving.com. The pricing ranges from $883 to $38,481 - averaging $3,664 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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
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.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
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.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
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.

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

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.

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.

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.

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.