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Apartments for Rent in Winnetka, IL under $2000

25 Rentals Available
Apartments for Rent in Winnetka, IL under $2000. 25 Rentals Available
  • a large living room with a couch and a television
    Today

    925 Green Bay Rd, Winnetka, IL 60093
    1 BED Ask for Pricing
  • a living room filled with furniture and a ceiling fan
    Today

    940 Greenbay, Winnetka, IL 60093
    1 BED Ask for Pricing

  • More Rentals Near Winnetka, IL

  • a living room with two couches and a table and chairs
    Today

    10104 Old Orchard, Skokie, IL 60076
    1 BED $1,450
    2 BEDS Ask for Pricing
  • a kitchen with stainless steel appliances and wooden cabinets
    Today

    2610 Central Street, Evanston, IL 60201
    2 BEDS Ask for Pricing
  • a living room with a white couch and a television
    Today

    9301 Kenton Ave, Skokie, IL 60077
    STUDIO Ask for Pricing
    2 BEDS Ask for Pricing
    3 BEDS Ask for Pricing
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  • an apartment building on the corner of a street
    Today

    4934-44 Church St, Skokie, IL 60077
    2 BEDS Ask for Pricing
  • an apartment building on the corner of a street
    Today

    4909 Church, Skokie, IL 60077
    1 BED $1,365+
    2 BEDS $1,560
  • a kitchen with stainless steel appliances and white cabinets
    Today

    2533-37 Hartrey Ave, Evanston, IL 60201
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • a walkway between two apartment buildings with green bushes
    Today

    4630- 4611 Davis St, Skokie, IL 60076
    2 BEDS Ask for Pricing
  • a kitchen with a sink and a refrigerator
    Today

    1903 Central Street, Evanston, IL 60201
    STUDIO $990+
    1 BED $1,090+
  • a kitchen with black counter tops and wooden cabinets
    Today

    4615 Davis St, Skokie, IL 60076
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
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  • a kitchen with a stove and a sink
    Today

    9012 Lamon Ave, Skokie, IL 60077
    2 BEDS Ask for Pricing
  • a kitchen with a sink and a stove and a window
    Today

    1918-1920 Harrison St., Evanston, IL 60201
    1 BED Ask for Pricing
  • a building on the corner of a street
    Today

    2538-2540 Green Bay Rd., Evanston, IL 60201
    1 BED $1,500
    2 BEDS Ask for Pricing
  • a kitchen with a stove and white cabinets
    Today

    2527 Jackson Avenue, Evanston, IL 60201
    1 BED $1,325+
    2 BEDS $1,365+
  • a kitchen with white appliances and wooden cabinets
    Today

    1400-06 Central St., Evanston, IL 60201
    STUDIO Ask for Pricing
    1 BED $1,125+
    2 BEDS $1,450
  • a living room with a couch and a tv
    Today

    4800 Carol St, Skokie, IL 60077
    1 BED Ask for Pricing
    2 BEDS Ask for Pricing
  • a bedroom with two closet doors and a carpeted floor
    Today

    4921 Crain, Skokie, IL 60077
    STUDIO Ask for Pricing
    1 BED $1,275
    2 BEDS Ask for Pricing
  • a kitchen with a stove and a sink
    Today

    4901 Crain, Skokie, IL 60077
    STUDIO Ask for Pricing
    1 BED $1,440
    2 BEDS Ask for Pricing
  • the outlook of an apartment building with trees in front of it
    Today

    4906 Conrad, Skokie, IL 60077
    STUDIO Ask for Pricing
    1 BED $1,325
    2 BEDS Ask for Pricing
  • a kitchen with black cabinets and stainless steel appliances
    Today

    8540 Niles Center Rd, Skokie, IL 60076
    1 BED $1,275+
    2 BEDS Ask for Pricing
  • a kitchen with white cabinets and a sink and a window
    Today

    2213 Ridge Avenue, Evanston, IL 60201
    1 BED $1,510+
  • an aerial view of a living room with furniture and a ceiling fan
    Today

    2210-22 Maple Ave., Evanston, IL 60201
    1 BED $1,395
    2 BEDS $1,595+
  • the front of the 2100 noss ct building
    Today

    1900 Sherman Ave, Evanston, IL 60201
    Income Restricted
    1 BED $812
  • a living room with a ceiling fan and couches
    Today

    2228 Sherman Ave., Evanston, IL 60201
    1 BED $1,525
    2 BEDS $1,795+
2-23-city
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Getting around in Winnetka, IL

8 /100
Car-Dependent
46 /100
Somewhat Bikeable
Walk Score®: 8, Bike Score®: 46

Frequently asked questions

When were prices and availability in Winnetka, IL last updated?

Prices and availability in Winnetka, IL were last updated on 23 Feb 2026.

What are the best apartments in Winnetka, IL?

The best apartments in Winnetka, IL are: 925 Green Bay Rd, 940 Greenbay and Arden of Lincoln Park.

What type of rental buildings are in Winnetka, IL?

In Winnetka 8% of the housing is rented out compared to 92% of homes are owned, according to the most recent Census Bureau estimates. 2% of Winnetka's apartments are found in large buildings of 50 units or more, 68% are located in smaller apartment complexes with less than 50 units, and 30% are single-family rentals.

Renting apartments in Winnetka, IL under $2,000

Are you looking for a smart space where you can easily combine comfort with convenience? You will surely find the property that perfectly fits your needs with this variety of options. RentCafe offers you 25 apartments for rent in Winnetka, IL from 25 modern buildings, so you’ll certainly find something suitable for you. If you want to live alone or with your partner, you might want to look for a studio or browse through our selection of 1 bedroom apartments. If you need more space but you don’t want to spend more than necessary on a monthly rent, check out our 2 bedroom or 3 bedroom apartments for less than $2,000, and make the most out of your budget.

Finding the best rental near you

Winnetka, IL is an amazing place to call home, with several rentals under $2,000 for you to choose from. There are many options and filters you can apply to your search to make the process easier and to find your next apartment faster and more efficiently. Asking yourself ‘are there any cheap apartments near me’? With our helpful filters, you can easily find the home of your dreams that also fits within your budget. With rent prices as low as $812 in Winnetka, IL, you can find affordable and appealing apartments that match your requirements. Sort your search by ‘Rent’ ascending to see the cheapest ones at the top of the list. As soon as you find your perfect apartment, make sure to contact the property to check for availability or apply online directly on RentCafe.

Finding a home nearby is easier than you think. Check out our Apartments Near Me page and take your pick!