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Used Toyota Grand Highlander for Sale in Chicago, IL

60695
|Filters (3)
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    New 2026 Toyota Grand Highlander XLE
    50,557
    TSRP
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    34 Matches

    Used 2024 Toyota Grand Highlander Limited
    43,711
    Price Drop
    Used 2024 Toyota Grand Highlander Platinum
    47,400
    See payment
    Great Price
    Used 2024 Toyota Grand Highlander XLE
    48,888
    Good Price
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    Used 2024 Toyota Grand Highlander XLE
    Used
    • XLE
    • 20K mi
     Hybrid
    47,274
    Great Price
    Used 2026 Toyota Grand Highlander XLE
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    Used 2024 Toyota Grand Highlander Limited
    Used
    • Limited
    • 13K mi
     Hybrid
    57,686
    Used 2024 Toyota Grand Highlander XLE
    46,887
    Good Price

    Do you need 3rd row seating?
    Used 2024 Toyota Grand Highlander Limited
    43,711
    Used 2024 Toyota Grand Highlander Limited
    45,990
    See payment
    Great Price
    Price Drop
    Certified 2024 Toyota Grand Highlander XLE
     Toyota Gold Certified
    • XLE
    • 51K mi
    41,400
    See payment
    Great Price
    Price Drop
    Used 2024 Toyota Grand Highlander Platinum
    47,400
    See payment
    Great Price
    Used 2025 Toyota Grand Highlander AWD
    55,000
    See payment
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    Used 2024 Toyota Grand Highlander AWD Hybrid
    Used
    • AWD Hybrid
    • 13K mi
     Hybrid
    59,876
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    Certified 2025 Toyota Grand Highlander AWD
     Toyota Gold Certified
    • AWD
    • 16K mi
    51,120
    Used 2024 Toyota Grand Highlander Platinum
    48,999
    See payment
    Good Price
    Used 2024 Toyota Grand Highlander Limited
    Used
    • Limited
    • 15K mi
     Hybrid
    54,999
    See payment
    Good Price
    Used 2024 Toyota Grand Highlander Limited
    47,645
    See payment
    Good Price
    Certified 2025 Toyota Grand Highlander AWD
     Toyota Gold Certified
    • AWD
    • 20 mi
    50,882
    See payment
    Newly Listed
    Used 2024 Toyota Grand Highlander Limited
    48,912
    Great Price
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    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
    Used 2026 Toyota Grand Highlander AWD Hybrid
    Used
    • AWD Hybrid
    • 11 mi
     Hybrid
    66,500
    See payment
    Used 2024 Toyota Grand Highlander Platinum
    47,490
    See payment
    Great Price
    Used 2024 Toyota Grand Highlander Limited
    43,711
    Used 2024 Toyota Grand Highlander XLE
    Used
    • XLE
    • 57K mi
     Hybrid
    44,990
    See payment
    Good Price
    Used 2024 Toyota Grand Highlander XLE
    47,307
    See payment
    Used 2024 Toyota Grand Highlander XLE
    45,001
    See payment
    Great Price
    Used 2025 Toyota Grand Highlander AWD
    47,995
    See payment
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