
Cheap Apartments for Rent in Winnetka, IL from $900 (23 Rentals)
Search the lowest-cost Apartments available for rent right now in Winnetka.


894 Green Bay Rd, Unit 894A-11

894 Green Bay Rd

899 Green Bay Rd

458 Winnetka Ave
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.

348 Park Ave

Old Orchard Residences

348 Park Ave

348 Park Ave
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.

Elaine Luxury Apartments

343 Park Ave
Explore the Windy City (But Watch for Falling Ice) - An Insider's Guide to Renting in Chicago
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373 Hazel Ave
Winnetka, IL Local Guide

How much does it cost to rent an apartment in Winnetka?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winnetka Studio Apartments | $2,418 | $1,725 | $3,112 |
| Cheap Winnetka 1 Bedroom Apartments | $2,048 | $1,685 | $3,025 |
| Cheap Winnetka 2 Bedroom Apartments | $3,502 | $1,905 | $5,553 |
| Cheap Winnetka 3 Bedroom Apartments | $9,661 | $8,615 | $10,000+ |
Browse Top Apartments in Winnetka
See all Apartments in WinnetkaExplore Winnetka
Winnetka, IL Local Guide
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Cheapest Available Winnetka Apartments for Rent
 The cheapest available apartment rental in Winnetka, IL is a 1 Bed unit found at 458 Winnetka Ave in the Gross Point neighborhood priced from $1,845. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,900. Here is today’s list of the most affordable Winnetka apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 458 Winnetka Ave | 1 BED 1 Bath | 1BR,1BA | $1,845 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $1,900 |
| Old Orchard Residences | B1 | 2BR,1BA | $1,905 |
Best Value Apartments for Rent in Winnetka, IL
As of December 08, 2025 the best value apartment in the Winnetka area is the $1.33 price per square foot 244 Eaton St Model at 244 Eaton St, Unit 1 in the in the Gross Point neighborhood starting from $2,000. The second greatest value Winnetka apartment is the B1A Model at Elaine Luxury Apartments starting at $3,240 with a $3.01 price per square foot in the Downtown Northbrook neighborhood. Here is today’s list of the best values for Winnetka apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 244 Eaton St, Unit 1 | 244 Eaton St | 1BR,1BA | $1.33 |
| Elaine Luxury Apartments | B1A | 2BR,2BA | $3.01 |
| Old Orchard Residences | B1 | 2BR,1BA | $2.24 |
| 897 Green Bay Rd, Unit 20 | 897 Green Bay Rd | 1BR,1BA | $2.12 |
| 458 Winnetka Ave | 1 BED 1 Bath | 1BR,1BA | $2.46 |
| 545 Chestnut St, Unit E545-303 | 545 Chestnut St | 1BR,1BA | $2.85 |
| 811 Elm St, Unit A07C | 811 Elm St | 1BR,1BA | $3.14 |
| 894 Green Bay Rd, Unit 894A-11 | 894 Green Bay Rd | 1BR,1BA | $2.50 |
| 342 Park Ave, Unit A06C | 342 Park Ave | 1BR,1BA | $2.56 |
| 372 Hazel Ave, Unit C1 | 372 Hazel Ave | 1BR,1BA | $3.42 |
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.
Read ArticleBest 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
Read ArticleThe 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.
Read ArticleA 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
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
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.
Best Local Schools in Winnetka, IL
Hubbard Woods Elementary School
New Trier Township H S Winnetka
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winnetka, IL Rentals by Map
See the most popular apartments and homes in Winnetka, IL
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
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,845 at 458 Winnetka Ave.
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 $1,905 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.

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.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!










