Autotrader Logo
Skip to vehicle Listings
Online car buying built around you. Shop Now

Used Toyota Highlander for Sale in Chicago, IL

60695
|Filters (3)
Toyota Certified Pre-Owned(40)
AWD/4WD(287)
Sunroof(255)
Remote Engine Start(130)
4 Cylinder(74)
Navigation(165)
Front Wheel Drive(59)
2011 and older(34)
Blue(27)
Leather Seats(194)
2004 and newer(342)
Automatic(346)
    Sponsored by Toyota on Western
    Hide
    360°
    Certified 2024 Toyota Highlander XLE
    46,349
    See estimated payment
    Good Price
    Similar Match
    Toyota on Western
    (224) 496-2242
    Call
    Dealer Logo
    View Vehicles

    346 Matches

    Price Drop
    Certified 2023 Toyota Highlander LE
     Toyota Gold Certified

    2023 Toyota Highlander

    • LE
    • 19K mi
    33,500
    See payment
    Great Price
    No Accidents
    Sponsored by Toyota of Merrillville
    • 33.31 mi. away
    Call
    Used 2023 Toyota Highlander XLE
    Used

    2023 Toyota Highlander

    • XLE
    • 34K mi
    34,527
    See payment
    Great Price
    Sponsored by Arlington Heights Ford
    • 25.76 mi. away
    Call
    Used 2023 Toyota Highlander L
    Used

    2023 Toyota Highlander

    • L
    • 33K mi
    31,658
    See payment
    Great Price
    No Accidents
    Sponsored by Honda of Kenosha
    • 50.4 mi. away
    Call
    My Wallet
    Find Your Vehicle Faster
    and Within Budget
    Get My Kelley Blue Book® Car Value
    $
    Based on 4.5% APR for mos.Update Settings
    Used 2010 Toyota Highlander Limited
    Used

    2010 Toyota Highlander

    • Limited
    • 167K mi
    8,500
    See payment
    Good Price
    Private Seller Exchange
    • 9.46 mi. away
    • Buy Online. Clean title. No Hassle
    Newly Listed360°
    Used 2017 Toyota Highlander XLE
    Used

    2017 Toyota Highlander

    • XLE
    • 48K mi
    24,998
    Good Price
    Continental Toyota
    • 13.95 mi. away
    • Online Paperwork
    Call
    Advertisement
    Used 2025 Toyota Highlander Platinum
    Used

    2025 Toyota Highlander

    • Platinum
    • 5 mi
     Hybrid
    57,477
    Great Price
    Victory Toyota Of Midtown
    • 7.21 mi. away
    • Online Paperwork
    Call
    Used 2014 Toyota Highlander XLE
    Used

    2014 Toyota Highlander

    • XLE
    • 136K mi
    13,500
    See payment
    Private Seller Exchange
    • 34.72 mi. away
    • Buy Online. Clean title. No Hassle
    Item 1 of 10.

    Do you need 3rd row seating?

    360°
    Used 2022 Toyota Highlander Limited
    Used

    2022 Toyota Highlander

    • Limited
    • 37K mi
    36,000
    See payment
    Great Price
    Honda of Downtown Chicago
    • 1.95 mi. away
    Call
    Certified 2022 Toyota Highlander XLE
     Toyota Gold Certified

    2022 Toyota Highlander

    • XLE
    • 35K mi
    35,268
    Great Price
    Victory Toyota Of Midtown
    • 7.21 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2020 Toyota Highlander Limited
    Used

    2020 Toyota Highlander

    • Limited
    • 42K mi
    31,802
    Great Price
    Castle Mazda Downers Grove
    • 20.81 mi. away
    • Online Paperwork
    Call
    Used 2022 Toyota Highlander XLE
    Used

    2022 Toyota Highlander

    • XLE
    • 22K mi
    35,990
    See payment
    Great Price
    Chicago Northside Toyota
    • 8.54 mi. away
    Call
    Used 2024 Toyota Highlander XLE
    Used

    2024 Toyota Highlander

    • XLE
    • 4K mi
    39,990
    See payment
    Great Price
    Chicago Northside Toyota
    • 8.54 mi. away
    Call
    360°
    Used 2019 Toyota Highlander SE
    Used

    2019 Toyota Highlander

    • SE
    • 49K mi
    27,423
    Great Price
    Motor Werks Cadillac
    • 30.91 mi. away
    • Online Paperwork
    Call
    Advertisement
    Used 2022 Toyota Highlander LE
    Used

    2022 Toyota Highlander

    • LE
    • 42K mi
    29,497
    Good Price
    Honda City
    • 6.62 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2003 Toyota Highlander V6
    Used

    2003 Toyota Highlander

    • V6
    • 152K mi
    399
    See payment
    Great Price
    Bob Rohrman Schaumburg Kia
    • 24.94 mi. away
    • Delivery
    Call
    Certified 2024 Toyota Highlander XLE
     Toyota Gold Certified

    2024 Toyota Highlander

    • XLE
    • 9K mi
     Hybrid
    46,349
    See payment
    Good Price
    Toyota on Western
    • 7.77 mi. away
    Call
    Newly Listed
    Used 2018 Toyota Highlander Limited
    Used

    2018 Toyota Highlander

    • Limited
    • 71K mi
    25,999
    See payment
    Good Price
    McGrath Acura of Morton Grove
    • 14.46 mi. away
    Call
    360°
    Used 2022 Toyota Highlander Limited
    Used

    2022 Toyota Highlander

    • Limited
    • 16K mi
     Hybrid
    42,976
    Great Price
    TERA Ford
    • 47.26 mi. away
    • Online Paperwork
    Call
    Used 2022 Toyota Highlander XLE
    Used

    2022 Toyota Highlander

    • XLE
    • 36K mi
    34,990
    See payment
    Great Price
    Chicago Northside Toyota
    • 8.54 mi. away
    Call
    Advertisement
    Used 2023 Toyota Highlander XSE
    Used

    2023 Toyota Highlander

    • XSE
    • 23K mi
    38,490
    See payment
    Great Price
    Chicago Northside Toyota
    • 8.54 mi. away
    Call
    Used 2019 Toyota Highlander XLE
    Used

    2019 Toyota Highlander

    • XLE
    • 87K mi
    24,130
    Sherman Dodge Chrysler Jeep
    • 11.51 mi. away
    • Online Paperwork
    Call
    Newly Listed
    Used 2017 Toyota Highlander Limited
    Used

    2017 Toyota Highlander

    • Limited
    • 61K mi
    24,445
    See payment
    Great Price
    Car Wise Gurnee
    • 39.11 mi. away
    Call
    Newly Listed
    Used 2022 Toyota Highlander XLE
    Used

    2022 Toyota Highlander

    • XLE
    • 32K mi
    35,495
    See payment
    Great Price
    Lexus of Arlington
    • 26.51 mi. away
    • Delivery
    Call
    Advertisement
    Used 2004 Toyota Highlander 2WD V6
    Used

    2004 Toyota Highlander

    • 2WD V6
    • 189K mi
    4,900
    See payment
    Great Price
    B&M Auto Sales
    • 19.95 mi. away
    Call
    Used 2017 Toyota Highlander Limited Platinum
    Used

    2017 Toyota Highlander

    • Limited Platinum
    • 108K mi
     Hybrid
    23,990
    See payment
    Good Price
    Chicago Northside Toyota
    • 8.54 mi. away
    Call
    Used 2021 Toyota Highlander LE
    Ford Blue Certified

    2021 Toyota Highlander

    • LE
    • 54K mi
    26,984
    See payment
    Good Price
    Zeigler Ford North Riverside
    • 8.74 mi. away
    Call
    Used 2018 Toyota Highlander XLE
    Used

    2018 Toyota Highlander

    • XLE
    • 40K mi
    26,959
    Good Price
    Muller's Woodfield Acura
    • 26.99 mi. away
    • Online Paperwork
    Call
    Advertisement
    <!--{"relevance":[false,{"relevanceVersion":"default"}]}-->