Apartments for Rent in the Old Town Neighborhood of Chicago, IL (203 Rentals) Page 2 of 5

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Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago

Learn about the best things about living in Chicago from a local in the Insiders Guide to Renting in Chicago. Find your perfect Chicago apartment today!

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property at 1546 N Mohawk St

$1,950 - $2,800

1 To 2 Bedroom Rentals

Available Now

1546 N Mohawk St

ChicagoIL60610

Best Neighborhoods to Rent in Near Chicago's Top Employers: A Guide for Renters

Learn about the best places to live near major employers in Chicago with original content written by our Local Expert Nicole Harms

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property at 1561 N Wells St

$2,100 - $2,400

1 Bedroom Rentals

Available Sep 1

1561 N Wells St

ChicagoIL60610

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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property at 1445 N Wells St

$4,300

Total Monthly Price

Total Monthly Price

Base Rent
$4,300
Total Monthly Price
$4,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

1445 N Wells St, Unit 2

1445 N Wells St
ChicagoIL60610
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435 W North Ave
Studio Apartments

435 W North Ave

435 W North AveChicago, IL 60610
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North Park Tower
1 to 3 Bedroom Apartments

North Park Tower

300 W North AveChicago, IL 60610
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The Venetian
Studio Apartments

The Venetian

222-230 W Division StChicago, IL 60610
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Cummings House
1 to 3 Bedroom Apartments

Cummings House

1360 N Sandburg TerChicago, IL 60610
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The James House
Studio Apartments

The James House

1560 N Sandburg TerChicago, IL 60610
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Dickinson House
Studio to 2 Bedroom Apartments

Dickinson House

1355 N Sandburg TerChicago, IL 60610

Chicago's Best Affordable Neighborhoods

Learn about Chicago and the best places to live with original content written by our Chicago, IL Local Expert Nicole Harms

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1550 on the Park
2 to 4 Bedroom Apartments

1550 on the Park

1550 N Clark StChicago, IL 60610
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Boiler House Lofts
1 to 2 Bedroom Apartments

Boiler House Lofts

1448 N Orleans StChicago, IL 60610
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Royalton Towers
1 to 3 Bedroom Apartments

Royalton Towers

1444 N Orleans StChicago, IL 60610

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Showing Results 51-100, Page 2 of 5

Frequently Asked Questions about Old Town

What is the current pricing and availability for apartments for rent in the Old Town area of Chicago, IL?

As of today, August 20, 2026, there are currently 203 available Old Town apartments priced from $1,590 to $23,973, with an average monthly rent of $3,726.

How much are Studio apartments in Old Town?

There are currently 65 Studio Apartments in Old Town with rent ranges from $1,600 to $3,998 with an average price of $2,616.

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

Today's rental pricing for One Bedroom Apartments in Old Town ranges from $1,590 to $5,930 with an average monthly rent of $3,214.

What does renting a Two Bedroom Apartment in Old Town cost?

The monthly rent prices of Two Bedroom Apartments currently available in Old Town range from $2,850 to $6,359. Today's average rental price for Two Bedrooms here is $4,390.

How expensive are Old Town Three Bedroom Apartments?

There are currently 44 Three Bedroom Apartments listings available in Old Town on ApartmentHomeLiving.com. The pricing ranges from $3,100 to $23,973 - averaging $8,205 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

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.

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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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Chicago Relocation 101: Mastering Utilities, Registration, and the CTA

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

Written by: Robin Stewart

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

Written by: Robin Stewart

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.

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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.