Apartments for Rent in Highland Park, IL (189 Rentals) Page 2 of 4

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property at 1034 Chestnut St

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900

3 Bedroom, 2 Bath Home for Rent

Available Sep 19

1034 Chestnut St

DeerfieldIL60015
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113 Burtis Ave, Unit A
$1,980
Total Monthly Price

Total Monthly Price

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

113 Burtis Ave, Unit A

113 Burtis AveHighwood, IL 60040
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914 Chestnut St, Unit 914
$2,600
Total Monthly Price

Total Monthly Price

Base Rent
$2,600
Total Monthly Price
$2,600
2 Bedroom Apartment Available Sep 12

914 Chestnut St, Unit 914

914 Chestnut StDeerfield, IL 60015
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30 Michigan Ave, Unit #2
$1,900
Total Monthly Price

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900
2 Bedroom Apartment Available Sep 1

30 Michigan Ave, Unit #2

30 Michigan AveHighwood, IL 60040
  • Smoke Free
property at 111 Pleasant Ave

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,995
Total Monthly Price
$2,995

3 Bedroom, 1.5 Bath Home for Rent

Available Now

111 Pleasant Ave

HighwoodIL60040

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

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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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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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property at 148 N Ahwahnee Rd

$11,000

Total Monthly Price

Total Monthly Price

Base Rent
$11,000
Total Monthly Price
$11,000

5 Bedroom, 7 Bath Home for Rent

Available Now

148 N Ahwahnee Rd

Lake ForestIL60045
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Webster Place
3 Bedroom Apartments

Webster Place

25 Clay AveHighwood, IL 60040
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8 Walker Ave
1 to 2 Bedroom Apartments

8 Walker Ave

8 Walker AveHighwood, IL 60040

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 4

Frequently Asked Questions about Highland Park

What is the current pricing and availability for apartments for rent in Highland Park, IL?

As of today, August 17, 2026, there are currently 189 available Highland Park apartments priced from $1,195 to $5,814, with an average monthly rent of $3,068.

What Highland Park neighborhoods have the most available apartments?

There are 4 neighborhoods in the Highland Park area with available listings as of today. The three neighborhoods with the most options are Northwest Chicago with 10,084 listings, North Lakefront with 8,403 listings, and Far North Chicago with 3,088 listings.

How much are Studio apartments in Highland Park?

There are currently 35 Studio Apartments in Highland Park with rent ranges from $1,195 to $2,561 with an average price of $1,969.

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

Today's rental pricing for One Bedroom Apartments in Highland Park ranges from $1,525 to $4,827 with an average monthly rent of $2,518.

What does renting a Two Bedroom Apartment in Highland Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Highland Park range from $1,900 to $5,814. Today's average rental price for Two Bedrooms here is $3,415.

How expensive are Highland Park Three Bedroom Apartments?

There are currently 32 Three Bedroom Apartments listings available in Highland Park on ApartmentHomeLiving.com. The pricing ranges from $2,200 to $5,600 - averaging $3,694 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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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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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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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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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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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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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.