Cheap Apartments for Rent in Winnetka, IL from $900 (22 Rentals)

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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

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.

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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3513 Lake Building
1 to 3 Bedroom Apartments

3513 Lake Building

3513 Lake AveWilmette, IL 60091
  • Utilities Included
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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
property at 1452 Oak Ave

1452 Oak Ave

EvanstonIL60201

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.

property at 342 Park Ave

342 Park Ave

GlencoeIL60022

Winnetka, IL Local Guide

Cheapest Available Winnetka Apartments for Rent

 

The cheapest available apartment rental in Winnetka, IL is a 2 Beds unit found at Old Orchard Residences in the Gross Point neighborhood priced from $1,900. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,100. Here is today’s list of the most affordable Winnetka apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Old Orchard ResidencesB12BR,1BA$1,900
Elaine Luxury ApartmentsA01BR,1BA$2,100
The Residences of WilmetteC1Studio,1BA$3,149

Best Value Apartments for Rent in Winnetka, IL

As of October 23, 2025 the best value apartment in the Winnetka area is the $1.47 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 $2,940. 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$1.47
244 Eaton St, Unit 1244 Eaton St1BR,1BA$1.33
894 Green Bay Rd, Unit 896B-17894 Green Bay Rd2BR,1BA$2.58
Old Orchard ResidencesB12BR,1BA$2.24
Elaine Luxury ApartmentsA21BR,1BA$3.14
342 Park Ave, Unit A06C342 Park Ave1BR,1BA$2.56
545 Chestnut St, Unit E817-306545 Chestnut St1BR,1BA$2.99
372 Hazel Ave, Unit C5372 Hazel Ave1BR,1BA$3.14
811 Elm St, Unit A07C811 Elm St1BR,1BA$3.14
The Residences of WilmetteC1Studio ,1BA$4.79

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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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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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winnetka, IL Rentals by Map

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Getting Around Winnetka, IL

Walk Score®

80 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

68 / 100

Bikeable

Some bike infrastructure

Frequently Asked Questions about Cheap Winnetka Apartments

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

The lowest price for a Cheap One Bedroom Winnetka Apartment is $2,100 at Elaine Luxury Apartments.

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 $1,900 at Old Orchard Residences.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.