
Cheap Apartments for Rent in Winnetka, IL from $1,500 (47 Rentals)
Search the lowest-cost Apartments available for rent right now in Winnetka.


916 Green Bay Rd, Unit 918-3E

Total Monthly Price
924 Green Bay Rd, Unit 1

918 Green Bay Rd, Unit E4

918 Green Bay Rd, Unit 3E

460 Winnetka Ave.

916 Green Bay Rd, Unit 918-2F

918 Green Bay Rd, Unit 2F

918 Green Bay Rd, Unit F3
The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Chicago may cost more than the national average, but with the right neighborhood, a smart transit strategy, and a few local insider tips, living well in the Windy City is more achievable than you might think. Our local expert breaks down everything from rent and groceries to transportation and healthcare so you can plan your move with confidence.

809 Elm St

809 Elm St, Unit 3

809 Elm St, Unit 5

809 Elm St, Unit 4

894 Green Bay Rd, Unit 896A-09

896 Green Bay Rd

946 Green Bay Rd, Unit 90A

909 Green Bay Rd

Total Monthly Price
894 Green Bay Rd
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

Total Monthly Price
545 Chestnut St

545 Chestnut St, Unit 545-301

545 Chestnut St, Unit E811-308

916-920 Green Bay Rd

805-09 W. Elm St.

307 Ridge Rd, Unit First Floor

343 Park Ave, Unit 343 Park Avenue

369 Hazel Ave, Unit B9

Total Monthly Price
372 Hazel Ave
Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Looking for a rental near Chicago? These five cities offer excellent options! From small-town charm to excellent business options, you can't go wrong!

369 Hazel Ave, Unit D8

Total Monthly Price
369 Hazel Ave, Unit C3

366 Park Ave, Unit 70

373 Hazel Ave, Unit B8

Total Monthly Price
Old Orchard Residences

1923 Willow Rd, Unit 4

373 Hazel Ave, Unit D7

369 Hazel Ave, Unit D3

369 Hazel Ave, Unit B10
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.

1310 Wilmette Ave

373 Hazel Ave, Unit B9

373 Hazel Ave, Unit D2

Total Monthly Price
601 Green Bay Rd

373 Hazel Ave, Unit D1

Baldwin Apartments

3513 Lake Building

Calhoun House Apartments

1923 W Willow RD
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

The Residences at Plaza Del Lago

606 Green Bay Rd
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 | $1,766 | $1,565 | $1,995 |
| Cheap Winnetka 1 Bedroom Apartments | $2,139 | $1,500 | $2,737 |
| Cheap Winnetka 2 Bedroom Apartments | $2,956 | $1,625 | $3,406 |
| Cheap Winnetka 3 Bedroom Apartments | $3,921 | $3,869 | $3,974 |
Browse Top Apartments in Winnetka
See all Apartments in WinnetkaExplore Winnetka
Winnetka, IL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Available Winnetka Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 460 Winnetka Ave. | Winnetka - 1 bedroom 770 | 1BR,1BA | $1,870 |
| The Elaine | A0 | 1BR,1BA | $2,325 |
Best Value Apartments for Rent in Winnetka, IL
As of September 07, 2026 the best value apartment in the Winnetka area is the $2.35 price per square foot 3BR/2.5BA Model at Trevian Townhomes in the in the Gross Point neighborhood starting from $3,869. The second greatest value Winnetka apartment is the 2 Bed 2 Bath Model at HIGHPOINT Wilmette starting at $4,400 with a $3.12 price per square foot in the Central Street 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. |
|---|---|---|---|
| Trevian Townhomes | 3BR/2.5BA | 3BR,2.5BA | $2.35 |
| HIGHPOINT Wilmette | 2 Bed 2 Bath | 2BR,2BA | $3.12 |
| 924 Green Bay Rd, Unit 1 | 924 Green Bay Rd | 1BR,1BA | $1.75 |
| 460 Winnetka Ave. | Winnetka - 1 bedroom 770 | 1BR,1BA | $2.43 |
| 910 Green Bay Rd | 910 Green Bay Rd | 1BR,1BA | $2.53 |
| 894 Green Bay Rd | 894 Green Bay Rd | 1BR,1BA | $2.93 |
| The Elaine | A0 | 1BR,1BA | $3.33 |
| 545 Chestnut St | 545 Chestnut St | 1BR,1BA | $3.38 |
| 307 Ridge Rd, Unit First Floor | 307 Ridge Rd | 1BR,1BA | $2.50 |
| 601 Green Bay Rd | 601 Green Bay Rd | Studio ,1BA | $3.99 |
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 ArticleNavigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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
Crow Island Elementary School
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
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 $1,870 at 460 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 $3,229 at The Elaine.
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

The Windy City Price Tag: Your Complete Guide to the Cost of Living in Chicago
Written by: Nicole Harms
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.

Best Places to Live Near Chicago: 5 Cities That Keep the Windy City Accessible
Written by: Nicole Harms
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.

Chicago Relocation 101: Mastering Utilities, Registration, and the CTA
Written by: Nicole Harms
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.

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

Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
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.