Skip to vehicle Listings

Toyota Highlander for Sale in Chicago, IL

60695
|Filters (2)
Items 1 to 2 of 12.

    329 Matches

    360°
    Used 2021 Toyota Highlander Platinum
    Used
    • Platinum
    • 41K mi
     Hybrid
    41,989
    See payment
    High Demand360°
    Certified 2020 Toyota Highlander LE
     Toyota Gold Certified
    • LE
    • 73K mi
    25,988
    See payment
    Great Price
    Used 2013 Toyota Highlander SE
    10,700
    See payment
    My Wallet by Kelley Blue Book®
    Find it Fast.
    Keep it Affordable.
    Get My Kelley Blue Book® Car Value
    $
    Based on 4.5% APR for mos.Update Settings
    360°
    Certified 2019 Toyota Highlander XLE
     Toyota Silver Certified
    • XLE
    • 74K mi
    26,998
    See payment
    Good Price
    High Demand
    Used 2022 Toyota Highlander XLE
    33,490
    See payment
    Great Price
    360°
    Used 2025 Toyota Highlander XLE
    Used
    • XLE
    • 9K mi
     Hybrid
    49,500
    See payment
    360°
    Certified 2025 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 32K mi
    40,788
    See payment
    Great Price
    Item 1 of 10.
    Used 2022 Toyota Highlander XLE
    31,990
    See payment
    Great Price
    360°
    Used 2022 Toyota Highlander XLE
    35,770
    See payment
    Great Price
    Used 2014 Toyota Highlander XLE
    17,497
    See payment
    360°
    Used 2022 Toyota Highlander Platinum
    Used
    • Platinum
    • 68K mi
    37,899
    See payment
    Good Price
    360°
    Used 2024 Toyota Highlander LE
    35,368
    See payment
    Good Price
    Used 2022 Toyota Highlander XLE
    33,490
    See payment
    Good Price
    Used 2004 Toyota Highlander 4WD V6
    Used
    • 4WD V6
    • 196K mi
    3,999
    See payment
    Great Price
    Newly Listed
    Used 2019 Toyota Highlander XLE
    24,995
    See payment
    360°
    Used 2021 Toyota Highlander XLE
    32,756
    See payment
    Good Price
    360°
    Used 2023 Toyota Highlander Limited
    Used
    • Limited
    • 16K mi
    40,799
    See payment
    Good Price
    Used 2024 Toyota Highlander Platinum
    Used
    • Platinum
    • 15K mi
     Hybrid
    50,995
    See payment
    Great Price
    Used 2023 Toyota Highlander LE
    29,995
    See payment
    Good Price
    Certified 2026 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 7 mi
    46,999
    See payment
    Great Price
    Newly Listed
    Used 2009 Toyota Highlander 4WD
    6,350
    See payment
    Good Price
    Used 2020 Toyota Highlander XLE
    Used
    • XLE
    • 83K mi
     Hybrid
    29,651
    See payment
    Great Price
    Used 2023 Toyota Highlander Platinum
    Used
    • Platinum
    • 15K mi
     Hybrid
    49,428
    See payment
    Great Price
    High Demand
    Used 2019 Toyota Highlander XLE
    25,477
    See payment
    Great Price
    Used 2017 Toyota Highlander SE
    17,500
    See payment
    Great Price
    High Demand
    Used 2016 Toyota Highlander Limited
    Used
    • Limited
    • 67K mi
    23,495
    See payment
    Newly Listed
    Used 2023 Toyota Highlander LE
    32,998
    See payment
    Good Price
    Certified 2026 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 2K mi
    46,498
    See payment
    Great Price

    Toyota Highlander for Sale by Year

    Toyota Highlander for Sale by Trim

    View All Trims
    <!--{"relevance":[false,{"relevanceVersion":"default"}]}-->