close
View Me
Cheap Apartments for Rent in Winnetka, IL from $900 (13 Rentals)
Search the lowest-cost Apartments available for rent right now in Winnetka.
close
View Me
close
View Me
close
View Me
close
View Me
close
View Me
$1,6751 to 2 Bedroom Apartments Available Now
Old Orchard Residences
10104 Old Orchard CtSkokie, IL 60076
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.
close
View Me
close
View Me
close
View Me
close
View Me
604 Green Bay Rd
GlencoeIL60022
373 Hazel Ave
GlencoeIL60022
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.
close
View Me
Showing Results 1-13, Page 1 of 1
Winnetka, IL Local Guide
Lakeshore Panorama by Wesley Fryer is licensed under CC BY 2.0
How much does it cost to rent an apartment in Winnetka?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Cheap Winnetka Studio Apartments | $3,526 | $2,942 | $4,110 |
| Cheap Winnetka 1 Bedroom Apartments | $2,292 | $1,400 | $3,777 |
| Cheap Winnetka 2 Bedroom Apartments | $4,295 | $1,795 | $7,170 |
| Cheap Winnetka 3 Bedroom Apartments | $3,850 | $3,850 | $3,850 |
Browse Top Apartments in Winnetka
See all Apartments in WinnetkaExplore Winnetka
Winnetka, IL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Winnetka Apartments for Rent
The cheapest available apartment rental in Winnetka, IL is a 1 Bed unit found at Old Orchard Residences in the Gross Point neighborhood priced from $1,675. Elaine Luxury Apartments in the Downtown Northbrook neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $2,275. Here is today’s list of the most affordable Winnetka apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Old Orchard Residences | A1 | 1BR,1BA | $1,675 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $2,275 |
| The Residences of Wilmette | 1B | 1BR,1BA | $3,259 |
Best Value Apartments for Rent in Winnetka, IL
As of July 24, 2025 the best value apartment in the Winnetka area is the $2.66 price per square foot 545 Chestnut St Model at 545 Chestnut St, Unit 209 in the in the Far North Suburban Cook neighborhood starting from $2,395. The second greatest value Winnetka apartment is the 545 Chestnut St Model at 545 Chestnut St, Unit 817-206 starting at $2,195 with a $2.44 price per square foot in the Far North Suburban Cook 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. |
|---|---|---|---|
| 545 Chestnut St, Unit 209 | 545 Chestnut St | 2BR,1BA | $2.66 |
| 545 Chestnut St, Unit 817-206 | 545 Chestnut St | 1BR,1BA | $2.44 |
| Old Orchard Residences | A1 | 1BR,1BA | $2.23 |
| The Residences of Wilmette | 1B | 1BR,1BA | $4.39 |
| 601 Green Bay Rd, Unit 201 | 601 Green Bay Rd | 1BR,1BA | $3.42 |
| Elaine Luxury Apartments | A0 | 1BR,1BA | $3.26 |
| 307 Ridge Rd, Unit Upper level | 307 Ridge Rd | 1BR,1BA | $2.67 |
| 821 Ridge Rd, Unit 821 2E | 821 Ridge Rd | 1BR,1BA | $2.67 |
| 738 Lavergne Ave, Unit H | 738 Lavergne Ave | 3BR,2.5BA | $38.50 |
Quick 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.
Let everyone know!
Do you know the Winnetka area?
If you’re an expert on all things Winnetka, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Best Local Schools in Winnetka, IL
Hubbard Woods Elementary School
Winnetka School District 36
Public School - Grades K-4 (324)
10 out of 10
New Trier Township H S Winnetka
New Trier Twp Hsd 203 School District
Public School - Grades 1-12 (2856)
10 out of 10
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 $1,675 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 $3,425 at Elaine Luxury Apartments.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.