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  • Midnight Black Metallic 2026 Toyota Highlander PlatinumMidnight Black Metallic 2026 Toyota Highlander PlatinumMidnight Black Metallic 2026 Toyota Highlander PlatinumMidnight Black Metallic 2026 Toyota Highlander PlatinumMidnight Black Metallic 2026 Toyota Highlander PlatinumMidnight Black Metallic 2026 Toyota Highlander Platinum

    $56,300

    $200
    510 mi.
    Est. $1,056/mo

    Oakbrook Toyota in Westmont

    4.5
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    Westmont, IL (6 mi)

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  • Predawn Gray Mica 2019 Toyota Highlander XLEPredawn Gray Mica 2019 Toyota Highlander XLEPredawn Gray Mica 2019 Toyota Highlander XLEPredawn Gray Mica 2019 Toyota Highlander XLEPredawn Gray Mica 2019 Toyota Highlander XLEPredawn Gray Mica 2019 Toyota Highlander XLE

    $21,380

    136,133 mi.
    Est. $401/mo

    Napleton's Palatine Subaru

    4.4
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    Palatine, IL (19 mi)

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  • Other 2021 Toyota Highlander XLEOther 2021 Toyota Highlander XLEOther 2021 Toyota Highlander XLEOther 2021 Toyota Highlander XLEOther 2021 Toyota Highlander XLEOther 2021 Toyota Highlander XLE

    $25,995

    103,001 mi.
    Est. $488/mo

    DriveTime of Chicago - Lombard

    5.0
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    Lombard, IL (6 mi)
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  • Blueprint 2023 Toyota Highlander LEBlueprint 2023 Toyota Highlander LEBlueprint 2023 Toyota Highlander LEBlueprint 2023 Toyota Highlander LEBlueprint 2023 Toyota Highlander LEBlueprint 2023 Toyota Highlander LE

    $27,495

    $500
    84,068 mi.
    Est. $516/mo

    The Car Haus

    5.0
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    Roselle, IL (12 mi)
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  • Ooh La La Rouge Mica 2019 Toyota Highlander LimitedOoh La La Rouge Mica 2019 Toyota Highlander LimitedOoh La La Rouge Mica 2019 Toyota Highlander LimitedOoh La La Rouge Mica 2019 Toyota Highlander LimitedOoh La La Rouge Mica 2019 Toyota Highlander LimitedOoh La La Rouge Mica 2019 Toyota Highlander Limited

    $29,162

    72,457 mi.
    Est. $547/mo

    Toyota of Downtown Chicago

    4.4
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    Chicago, IL (14 mi)
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  • Black 2023 Toyota Highlander Platinum 4dr SUVBlack 2023 Toyota Highlander Platinum 4dr SUVBlack 2023 Toyota Highlander Platinum 4dr SUVBlack 2023 Toyota Highlander Platinum 4dr SUVBlack 2023 Toyota Highlander Platinum 4dr SUVBlack 2023 Toyota Highlander Platinum 4dr SUV

    $37,999

    54,761 mi.
    Est. $713/mo

    Your Choice Auto Sales of Joliet

    4.7
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    Joliet, IL (28 mi)
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  • Magnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLE

    $28,734

    $265
    56,613 mi.
    Est. $539/mo

    I-80 Auto Sales

    4.6
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    Hazel Crest, IL (24 mi)
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  • Magnetic Gray Metallic 2021 Toyota Highlander LMagnetic Gray Metallic 2021 Toyota Highlander LMagnetic Gray Metallic 2021 Toyota Highlander LMagnetic Gray Metallic 2021 Toyota Highlander LMagnetic Gray Metallic 2021 Toyota Highlander LMagnetic Gray Metallic 2021 Toyota Highlander L

    $27,806

    65,835 mi.
    Est. $521/mo

    Napleton's Palatine Mazda

    4.1
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    Palatine, IL (19 mi)

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  • Blue 2014 Toyota Highlander Limited PlatinumBlue 2014 Toyota Highlander Limited PlatinumBlue 2014 Toyota Highlander Limited PlatinumBlue 2014 Toyota Highlander Limited PlatinumBlue 2014 Toyota Highlander Limited PlatinumBlue 2014 Toyota Highlander Limited Platinum

    $17,950

    138,165 mi.
    Est. $337/mo

    Carbox

    5.0
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    Oakbrook Terrace, IL (4 mi)
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  • Attitude Black Metallic 2014 Toyota Highlander LimitedAttitude Black Metallic 2014 Toyota Highlander LimitedAttitude Black Metallic 2014 Toyota Highlander LimitedAttitude Black Metallic 2014 Toyota Highlander LimitedAttitude Black Metallic 2014 Toyota Highlander LimitedAttitude Black Metallic 2014 Toyota Highlander Limited

    $17,999

    110,717 mi.
    Est. $338/mo

    Your Choice Auto Sales of Elgin

    4.7
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    Elgin, IL (21 mi)
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  • Predawn Gray Mica 2018 Toyota Highlander XLEPredawn Gray Mica 2018 Toyota Highlander XLEPredawn Gray Mica 2018 Toyota Highlander XLEPredawn Gray Mica 2018 Toyota Highlander XLEPredawn Gray Mica 2018 Toyota Highlander XLEPredawn Gray Mica 2018 Toyota Highlander XLE

    $20,500

    $500
    124,708 mi.
    Est. $384/mo

    McGrath BMW of Elmhurst

    4.4
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    Elmhurst, IL (4 mi)
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  • Magnetic Gray Metallic 2024 Toyota Highlander XLEMagnetic Gray Metallic 2024 Toyota Highlander XLEMagnetic Gray Metallic 2024 Toyota Highlander XLEMagnetic Gray Metallic 2024 Toyota Highlander XLEMagnetic Gray Metallic 2024 Toyota Highlander XLEMagnetic Gray Metallic 2024 Toyota Highlander XLE

    $34,911

    35,254 mi.
    Est. $655/mo

    Mercedes-Benz of Barrington

    4.6
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    Barrington, IL (19 mi)
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  • Blizzard Pearl 2017 Toyota Highlander LimitedBlizzard Pearl 2017 Toyota Highlander LimitedBlizzard Pearl 2017 Toyota Highlander LimitedBlizzard Pearl 2017 Toyota Highlander LimitedBlizzard Pearl 2017 Toyota Highlander LimitedBlizzard Pearl 2017 Toyota Highlander Limited

    $19,992

    127,867 mi.
    Est. $375/mo

    Silver Auto Sales Inc.

    4.4
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    Frankfort, IL (29 mi)
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  • Wind Chill Pearl 2025 Toyota Highlander XLEWind Chill Pearl 2025 Toyota Highlander XLEWind Chill Pearl 2025 Toyota Highlander XLEWind Chill Pearl 2025 Toyota Highlander XLEWind Chill Pearl 2025 Toyota Highlander XLEWind Chill Pearl 2025 Toyota Highlander XLE

    $44,888

    $2.1K
    10,785 mi.
    Est. $842/mo

    McGrath Elmhurst Toyota

    4.0
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    Elmhurst, IL (4 mi)

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  • Celestial Silver Metallic 2021 Toyota Highlander LECelestial Silver Metallic 2021 Toyota Highlander LECelestial Silver Metallic 2021 Toyota Highlander LECelestial Silver Metallic 2021 Toyota Highlander LECelestial Silver Metallic 2021 Toyota Highlander LECelestial Silver Metallic 2021 Toyota Highlander LE

    $22,995

    110,917 mi.
    Est. $431/mo

    Baha Auto Group

    4.3
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    Palos Hills, IL (15 mi)
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  • Midnight Black Metallic 2021 Toyota Highlander XLEMidnight Black Metallic 2021 Toyota Highlander XLEMidnight Black Metallic 2021 Toyota Highlander XLEMidnight Black Metallic 2021 Toyota Highlander XLEMidnight Black Metallic 2021 Toyota Highlander XLEMidnight Black Metallic 2021 Toyota Highlander XLE

    $30,477

    $300
    62,292 mi.
    Est. $572/mo

    Genesis of Aurora

    4.8
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    AURORA, IL (19 mi)
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  • Magnetic Gray 2023 Toyota Highlander XLEMagnetic Gray 2023 Toyota Highlander XLEMagnetic Gray 2023 Toyota Highlander XLEMagnetic Gray 2023 Toyota Highlander XLEMagnetic Gray 2023 Toyota Highlander XLEMagnetic Gray 2023 Toyota Highlander XLE

    $36,277

    47,325 mi.
    Est. $680/mo

    Elmhurst Chrysler Dodge Jeep Ram

    4.1
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    Elmhurst, IL (4 mi)
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  • Blueprint 2025 Toyota Highlander LEBlueprint 2025 Toyota Highlander LEBlueprint 2025 Toyota Highlander LEBlueprint 2025 Toyota Highlander LEBlueprint 2025 Toyota Highlander LEBlueprint 2025 Toyota Highlander LE

    $36,959

    36,743 mi.
    Est. $693/mo

    Hertz Car Sales Des Plaines

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    Des Plaines, IL (9 mi)
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  • Magnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLEMagnetic Gray Metallic 2021 Toyota Highlander XLE

    $26,299

    126,533 mi.
    Est. $493/mo

    Victory Honda Chicago Northside

    4.8
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    Chicago, IL (14 mi)
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  • Predawn Gray Mica 2019 Toyota Highlander LE I4Predawn Gray Mica 2019 Toyota Highlander LE I4Predawn Gray Mica 2019 Toyota Highlander LE I4Predawn Gray Mica 2019 Toyota Highlander LE I4Predawn Gray Mica 2019 Toyota Highlander LE I4Predawn Gray Mica 2019 Toyota Highlander LE I4

    $18,477

    $1.8K
    113,565 mi.
    Est. $347/mo

    Libertyville Hyundai

    3.4
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    Libertyville, IL (27 mi)

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  • Gray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLE

    $25,900

    71,747 mi.
    Est. $486/mo

    Haus of Imports

    4.3
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    Lemont, IL (13 mi)
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  • Celestial Silver Metallic 2021 Toyota Highlander XLECelestial Silver Metallic 2021 Toyota Highlander XLECelestial Silver Metallic 2021 Toyota Highlander XLECelestial Silver Metallic 2021 Toyota Highlander XLECelestial Silver Metallic 2021 Toyota Highlander XLECelestial Silver Metallic 2021 Toyota Highlander XLE

    $25,990

    $413
    89,272 mi.
    Est. $487/mo

    Autos of Chicago

    4.3
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    Arlington Heights, IL (15 mi)
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  • Black 2022 Toyota Highlander LEBlack 2022 Toyota Highlander LEBlack 2022 Toyota Highlander LEBlack 2022 Toyota Highlander LEBlack 2022 Toyota Highlander LEBlack 2022 Toyota Highlander LE

    $32,998

    31,915 mi.
    Est. $619/mo

    CarMax Tinley Park

    4.4
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    Tinley Park, IL (25 mi)
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  • Silver 2018 Toyota Highlander LimitedSilver 2018 Toyota Highlander LimitedSilver 2018 Toyota Highlander LimitedSilver 2018 Toyota Highlander LimitedSilver 2018 Toyota Highlander LimitedSilver 2018 Toyota Highlander Limited

    $25,998

    84,571 mi.
    Est. $488/mo

    CarMax Hillside (Eisenhower Expy)

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    Hillside, IL (2 mi)
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  • Gray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLEGray 2019 Toyota Highlander XLE

    $23,995

    98,381 mi.
    Est. $450/mo

    Car Hunter Express

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    Bensenville, IL (7 mi)
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  • Blizzard Pearl 2019 Toyota Highlander XLE

    $27,659

    76,930 mi.
    Est. $519/mo

    Berman Chrysler Dodge Jeep Ram

    4.1
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    Oak Lawn, IL (15 mi)

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  • Blizzard Pearl 2017 Toyota Highlander XLEBlizzard Pearl 2017 Toyota Highlander XLEBlizzard Pearl 2017 Toyota Highlander XLEBlizzard Pearl 2017 Toyota Highlander XLEBlizzard Pearl 2017 Toyota Highlander XLEBlizzard Pearl 2017 Toyota Highlander XLE

    $20,900

    104,993 mi.
    Est. $392/mo

    Chicago Car Deals

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    Lake in the Hills, IL (29 mi)
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  • Midnight Black Metallic 2016 Toyota Highlander LEMidnight Black Metallic 2016 Toyota Highlander LEMidnight Black Metallic 2016 Toyota Highlander LEMidnight Black Metallic 2016 Toyota Highlander LEMidnight Black Metallic 2016 Toyota Highlander LEMidnight Black Metallic 2016 Toyota Highlander LE

    $19,995

    112,287 mi.
    Est. $375/mo

    High Quality Auto Sales - Archer Ave

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    Chicago, IL (12 mi)
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  • White 2007 Toyota Highlander LimitedWhite 2007 Toyota Highlander LimitedWhite 2007 Toyota Highlander LimitedWhite 2007 Toyota Highlander LimitedWhite 2007 Toyota Highlander LimitedWhite 2007 Toyota Highlander Limited

    $7,995

    $1K
    209,260 mi.
    Est. $150/mo

    Windy City Motors

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    Chicago, IL (9 mi)
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  • White 2015 Toyota Highlander LimitedWhite 2015 Toyota Highlander LimitedWhite 2015 Toyota Highlander LimitedWhite 2015 Toyota Highlander LimitedWhite 2015 Toyota Highlander LimitedWhite 2015 Toyota Highlander Limited

    $19,998

    118,850 mi.
    Est. $375/mo

    CarMax Jackson (TN)

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    $149 delivery to Hillside, IL (2 mi)
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  • Silver 2018 Toyota Highlander XLESilver 2018 Toyota Highlander XLESilver 2018 Toyota Highlander XLESilver 2018 Toyota Highlander XLESilver 2018 Toyota Highlander XLESilver 2018 Toyota Highlander XLE

    $25,998

    78,810 mi.
    Est. $488/mo

    CarMax Kenosha

    4.5
    Check Availability
    Free delivery to Hillside, IL (2 mi)
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