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Toyota Grand Highlander for Sale in Chicago, IL

60695
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    High Demand360°
    New 2026 Toyota Grand Highlander XLE
    50,557
    TSRP
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    137 Matches

    Used 2024 Toyota Grand Highlander Limited
    43,711
    High Demand
    New 2026 Toyota Grand Highlander AWD Hybrid
    New
    • AWD Hybrid
    • 2 mi
     Hybrid
    62,747
    TSRP
    See payment
    Incentive
    Used 2025 Toyota Grand Highlander AWD
    55,000
    See payment
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    Used 2024 Toyota Grand Highlander XLE
    Used
    • XLE
    • 20K mi
     Hybrid
    46,101
    Great Price
    360°
    Used 2026 Toyota Grand Highlander Platinum
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    Used 2026 Toyota Grand Highlander XLE
    Newly Listed
    Used 2025 Toyota Grand Highlander AWD
    49,999
    See payment

    Do you need 3rd row seating?
    Newly Listed
    Used 2024 Toyota Grand Highlander Limited
    48,912
    Great Price
    Used 2024 Toyota Grand Highlander Limited
    Used
    • Limited
    • 13K mi
     Hybrid
    59,424
    Used 2024 Toyota Grand Highlander XLE
    46,887
    Good Price
    Used 2024 Toyota Grand Highlander Limited
    43,711
    Newly Listed
    Used 2024 Toyota Grand Highlander XLE
    46,855
    Great Price
    Used 2024 Toyota Grand Highlander Limited
    45,990
    See payment
    Great Price
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    Price Drop
    Used 2024 Toyota Grand Highlander Platinum
    47,400
    See payment
    Great Price
    Used 2025 Toyota Grand Highlander AWD
    55,000
    See payment
    360°
    Used 2024 Toyota Grand Highlander AWD Hybrid
    Used
    • AWD Hybrid
    • 13K mi
     Hybrid
    59,870
    Certified 2025 Toyota Grand Highlander AWD
     Toyota Gold Certified
    • AWD
    • 16K mi
    51,120
    Used 2024 Toyota Grand Highlander Platinum
    48,599
    See payment
    Good Price
    Certified 2024 Toyota Grand Highlander XLE
     Toyota Gold Certified
    • XLE
    • 41K mi
    43,880
    See payment
    Great Price
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    Newly Listed
    Used 2025 Toyota Grand Highlander FWD
    52,497
    See payment
    Certified 2025 Toyota Grand Highlander FWD
     Toyota Gold Certified
    • FWD
    • 12K mi
    47,353
    See payment
    Used 2024 Toyota Grand Highlander AWD Hybrid
    Used
    • AWD Hybrid
    • 27K mi
     Hybrid
    53,939
    Newly Listed
    Used 2024 Toyota Grand Highlander Platinum
    46,688
    See payment
    Good Price
    High Demand
    New 2026 Toyota Grand Highlander Limited
    New
    • Limited
    • 10 mi
     Hybrid
    55,758
    TSRP $56,973
    See payment
    Newly Listed
    Used 2026 Toyota Grand Highlander XLE
    Used
    • XLE
    • 11 mi
     Hybrid
    50,999
    See payment
    Newly Listed
    Used 2026 Toyota Grand Highlander AWD Hybrid
    Used
    • AWD Hybrid
    • 11 mi
     Hybrid
    64,999
    See payment
    360°
    New 2026 Toyota Grand Highlander XLE
    Used 2024 Toyota Grand Highlander XLE
    48,888
    Good Price
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