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

Toyota Highlander Certified Pre-Owned Cars for Sale in Chicago, IL

60695
|Filters (3)
    Sponsored by Toyota on Western
    High Demand360°
    Certified 2023 Toyota Highlander XLE
    38,496
    Great Price
    Dealer Logo
    View Vehicles

    40 Matches

    360°
    Certified 2022 Toyota Highlander XSE
     Toyota Silver Certified
    • XSE
    • 92K mi
    32,999
    High Demand
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 17K mi
    38,496
    Great Price
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 17K mi
    41,429
    Good Price
    No Accidents
    My Wallet
    Find Your Vehicle Faster
    and Within Budget
    Get My Kelley Blue Book® Car Value
    $
    Budget based on 4.5% APR for mos.Update Settings
    High Demand
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 17K mi
    38,496
    Great Price
    Certified 2023 Toyota Highlander L
     Toyota Gold Certified
    • L
    • 26K mi
    34,231
    Great Price
    No Accidents
    Advertisement
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 17K mi
    41,429
    Good Price
    No Accidents
    Certified 2022 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 31K mi
    35,705
    Great Price
    No Accidents

    Do you need 3rd row seating?
    Certified 2022 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 22K mi
    37,990
    See payment
    Great Price
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 15K mi
    39,990
    See payment
    Great Price
    No Accidents
    Certified 2024 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 8K mi
    42,990
    See payment
    Great Price
    No Accidents
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 74K mi
    31,873
    Great Price
    No Accidents
    Certified 2022 Toyota Highlander Platinum
     Toyota Gold Certified
    • Platinum
    • 67K mi
    37,264
    Great Price
    No Accidents
    Certified 2015 Toyota Highlander Limited Platinum
     Toyota Silver Certified
    • Limited Platinum
    • 115K mi
     Hybrid
    21,900
    See payment
    Good Price
    No Accidents
    Advertisement
    Certified 2017 Toyota Highlander Limited
     Toyota Silver Certified
    • Limited
    • 106K mi
     Hybrid
    23,739
    See payment
    Good Price
    No Accidents
    360°
    Certified 2022 Toyota Highlander XSE
     Toyota Silver Certified
    • XSE
    • 92K mi
    32,999
    360°
    Certified 2022 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 45K mi
    35,705
    Great Price
    No Accidents
    Certified 2024 Toyota Highlander LE
     Toyota Gold Certified
    • LE
    • 41K mi
    33,747
    Good Price
    Price Drop
    Certified 2025 Toyota Highlander XSE
     Toyota Gold Certified
    • XSE
    • 261 mi
    46,400
    See payment
    No Accidents
    Certified 2024 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 10K mi
    43,000
    See payment
    Great Price
    No Accidents
    Advertisement
    Certified 2025 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 5K mi
    46,711
    See payment
    No Accidents
    Certified 2023 Toyota Highlander XSE
     Toyota Gold Certified
    • XSE
    • 24K mi
    45,915
    See payment
    No Accidents
    Certified 2025 Toyota Highlander Platinum
     Toyota Gold Certified
    • Platinum
    • 9K mi
     Hybrid
    55,711
    See payment
    No Accidents
    Certified 2021 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 60K mi
    33,907
    See payment
    No Accidents
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 17K mi
    41,429
    Good Price
    No Accidents
    360°
    Certified 2021 Toyota Highlander Platinum
     Toyota Gold Certified
    • Platinum
    • 75K mi
    34,486
    See payment
    Great Price
    No Accidents
    Certified 2024 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 18K mi
    41,490
    See payment
    Great Price
    No Accidents
    Certified 2023 Toyota Highlander XLE
     Toyota Gold Certified
    • XLE
    • 48K mi
    34,490
    See payment
    Great Price
    No Accidents
    Newly Listed
    Certified 2018 Toyota Highlander XLE
     Toyota Silver Certified
    • XLE
    • 99K mi
    23,888
    See payment
    Good Price
    Advertisement