Cheap Apartments for Rent in Winnetka, IL from $900 (43 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winnetka.

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910 Green Bay Rd
$1,645 - $2,045
Total Monthly Price

Total Monthly Price

Base Rent
$1,645 - $2,045
Total Monthly Price
$1,645 - $2,045
Studio to 1 Bedroom Apartment Available Now

910 Green Bay Rd

910 Green Bay RdWinnetka, IL 60093
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733 Elm St
$1,745 - $1,995
Total Monthly Price

Total Monthly Price

Base Rent
$1,745 - $1,995
Total Monthly Price
$1,745 - $1,995
1 Bedroom Apartment Available Jun 1

733 Elm St

733 Elm StWinnetka, IL 60093
property at 733 Elm St

$1,745 - $1,995

Studio To 1 Bedroom Rentals

Available Jun 1

733 Elm St

WinnetkaIL60093

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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545 Chestnut St
$1,995 - $2,495
Total Monthly Price

Total Monthly Price

Base Rent
$1,995 - $2,495
Total Monthly Price
$1,995 - $2,495
1 to 2 Bedroom Apartment Available Now

545 Chestnut St

545 Chestnut StWinnetka, IL 60093
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916-920 Green Bay Rd
Studio to 1 Bedroom Apartments

916-920 Green Bay Rd

916-920 Green Bay RdWinnetka, IL 60093
  • Utilities Included
property at 918 Green Bay Rd

$1,595 - $2,045

Studio To 1 Bedroom Rentals

Available Now

918 Green Bay Rd

WinnetkaIL60093
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805-09 W. Elm St.
1 to 2 Bedroom Apartments

805-09 W. Elm St.

805-09 Elm StWinnetka, IL 60093

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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338 Tudor Ct
$1,895 - $2,595
Total Monthly Price

Total Monthly Price

Base Rent
$1,895 - $2,595
Total Monthly Price
$1,895 - $2,595
1 to 3 Bedroom Apartment Available Now

338 Tudor Ct

338 Tudor CtGlencoe, IL 60022

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

Moving to Chicago? This essential relocation guide offers a complete checklist for new residents, covering finding the right neighborhood, setting up utilities (ComEd, People’s Gas), and mastering high-rise moving logistics and vehicle registration.

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3513 Lake Building
1 to 3 Bedroom Apartments

3513 Lake Building

3513 Lake AveWilmette, IL 60091
  • Utilities Included

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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1923 W Willow RD
1 to 2 Bedroom Apartments

1923 W Willow RD

1923 W Willow RdNorthfield, IL 60093
  • Utilities Included
Showing Results 1-43, Page 1 of 1

Winnetka, IL Local Guide

Cheapest Available Winnetka Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
Old Orchard ResidencesA11BR,1BA$1,701
Elaine Luxury ApartmentsA11BR,1BA$1,960

Best Value Apartments for Rent in Winnetka, IL

As of April 23, 2026 the best value apartment in the Winnetka area is the $1.42 price per square foot 4832 Old Orchard Rd Model at 4832 Old Orchard Rd, Unit 2 in the in the Gross Point neighborhood starting from $2,840. The second greatest value Winnetka apartment is the 244 Eaton St Model at 244 Eaton St, Unit 1 starting at $2,000 with a $1.33 price per square foot in the Gross Point neighborhood. Here is today’s list of the best values for Winnetka apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
4832 Old Orchard Rd, Unit 24832 Old Orchard Rd3BR,2BA$1.42
244 Eaton St, Unit 1244 Eaton St1BR,1BA$1.33
Elaine Luxury ApartmentsB1A2BR,2BA$3.01
Old Orchard ResidencesA11BR,1BA$2.27
342 Park Ave, Unit A06C342 Park Ave1BR,1BA$2.42
894 Green Bay Rd894 Green Bay Rd1BR,1BA$2.50
338 Tudor Ct338 Tudor Ct1BR,1BA$2.71
547 Chestnut St547 Chestnut St1BR,1BA$2.85
545 Chestnut St545 Chestnut St1BR,1BA$2.85
910 Green Bay Rd910 Green Bay RdStudio ,1BA$3.29

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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

A Local Expert's Guide to The 10 Best Chicago Neighborhoods near Major Local Employers. Find your perfect Chicago, IL apartment, condo, or rental home today at ApartmentHomeLiving.com

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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A Local Expert's Top Student Friendly Neighborhoods to Rent Near Colleges in Chicago

A Local Expert's guide to the Best Student Friendly Neighborhoods Near Colleges in the Chicago, IL metro area for affordable living. Find your perfect Chicago Student apartment, condo, or rental home today at ApartmentHomeliving.com

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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Explore Winnetka, IL Rentals by Map

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Frequently Asked Questions about Cheap Winnetka Apartments

What is the Cheapest Studio apartment in Winnetka?

Currently the most affordable Cheap Studio Apartment in Winnetka is at The Residences of Wilmette listed at $2,795.

How much is rent for a Cheap One Bedroom Winnetka Apartment?

The lowest price for a Cheap One Bedroom Winnetka Apartment is $1,701 at Old Orchard Residences.

What is the lowest price for a Cheap Two Bedroom Winnetka Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winnetka is starting from $3,240 at Elaine Luxury Apartments.

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

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.