Skip to main content
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Listings
Best match Lowest price Highest price Lowest mileage Highest mileage Nearest location Best deal Newest year Oldest year Newest listed Oldest listed
Skip to Filters
  • Celestial Silver Metallic 2025 Toyota Highlander XLECelestial Silver Metallic 2025 Toyota Highlander XLECelestial Silver Metallic 2025 Toyota Highlander XLECelestial Silver Metallic 2025 Toyota Highlander XLECelestial Silver Metallic 2025 Toyota Highlander XLECelestial Silver Metallic 2025 Toyota Highlander XLE

    $43,964

    $2K
    28,780 mi.
    Est. $826/mo

    Oak Lawn Toyota

    4.8
    Oak Lawn, IL (8 mi)
    Check Availability

  • Walnut 2017 Toyota Highlander XLE

    $21,365

    113,837 mi.
    Est. $402/mo

    Family Hyundai

    4.5
    Tinley Park, IL (15 mi)
    Check Availability

  • Nautical Blue Metallic 2015 Toyota Highlander Limited PlatinumNautical Blue Metallic 2015 Toyota Highlander Limited PlatinumNautical Blue Metallic 2015 Toyota Highlander Limited PlatinumNautical Blue Metallic 2015 Toyota Highlander Limited PlatinumNautical Blue Metallic 2015 Toyota Highlander Limited PlatinumNautical Blue Metallic 2015 Toyota Highlander Limited Platinum

    $12,963

    $220
    209,040 mi.
    Est. $244/mo

    Hawk Ford of St. Charles

    4.7
    St Charles, IL (25 mi)
    Check Availability

  • 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

    $27,998

    69,129 mi.
    Est. $526/mo

    CarMax Joliet

    4.9
    Plainfield, IL (27 mi)
    Check Availability
  • Ruby Flare Pearl 2023 Toyota Highlander XLERuby Flare Pearl 2023 Toyota Highlander XLERuby Flare Pearl 2023 Toyota Highlander XLERuby Flare Pearl 2023 Toyota Highlander XLERuby Flare Pearl 2023 Toyota Highlander XLERuby Flare Pearl 2023 Toyota Highlander XLE

    $35,307

    45,403 mi.
    Est. $664/mo

    Autos of Chicago

    4.4
    Arlington Heights, IL (22 mi)
    Check Availability
  • Gray 2017 Toyota Highlander XLEGray 2017 Toyota Highlander XLEGray 2017 Toyota Highlander XLEGray 2017 Toyota Highlander XLEGray 2017 Toyota Highlander XLEGray 2017 Toyota Highlander XLE

    $23,450

    82,301 mi.
    Est. $441/mo

    Car City Inc

    4.0
    Palatine, IL (26 mi)
    Check Availability
  • Magnetic Gray Metallic 2022 Toyota Highlander XLEMagnetic Gray Metallic 2022 Toyota Highlander XLEMagnetic Gray Metallic 2022 Toyota Highlander XLEMagnetic Gray Metallic 2022 Toyota Highlander XLEMagnetic Gray Metallic 2022 Toyota Highlander XLEMagnetic Gray Metallic 2022 Toyota Highlander XLE

    $30,324

    $410
    79,639 mi.
    Est. $570/mo

    Napleton Honda of Morton Grove

    4.5
    Morton Grove, IL (16 mi)
    Check Availability
  • Attitude Black Metallic 2014 Toyota Highlander XLEAttitude Black Metallic 2014 Toyota Highlander XLEAttitude Black Metallic 2014 Toyota Highlander XLEAttitude Black Metallic 2014 Toyota Highlander XLEAttitude Black Metallic 2014 Toyota Highlander XLEAttitude Black Metallic 2014 Toyota Highlander XLE

    $15,976

    135,672 mi.
    Est. $300/mo

    Your Choice Auto Sales of Elgin

    4.8
    Elgin, IL (28 mi)
    Check Availability
  • Sizzling Crimson Mica 2012 Toyota Highlander BaseSizzling Crimson Mica 2012 Toyota Highlander BaseSizzling Crimson Mica 2012 Toyota Highlander BaseSizzling Crimson Mica 2012 Toyota Highlander BaseSizzling Crimson Mica 2012 Toyota Highlander BaseSizzling Crimson Mica 2012 Toyota Highlander Base

    $7,908

    199,857 mi.
    Est. $149/mo

    Napleton Palatine Hyundai

    4.0
    Palatine, IL (26 mi)
    Check Availability

  • Ruby Flare Pearl 2021 Toyota Highlander XLERuby Flare Pearl 2021 Toyota Highlander XLERuby Flare Pearl 2021 Toyota Highlander XLERuby Flare Pearl 2021 Toyota Highlander XLERuby Flare Pearl 2021 Toyota Highlander XLERuby Flare Pearl 2021 Toyota Highlander XLE

    $26,362

    $615
    92,616 mi.
    Est. $496/mo

    Star Motor Sales

    4.5
    Downers Grove, IL (11 mi)
    Check Availability
  • Wind Chill Pearl 2023 Toyota Highlander LWind Chill Pearl 2023 Toyota Highlander LWind Chill Pearl 2023 Toyota Highlander LWind Chill Pearl 2023 Toyota Highlander LWind Chill Pearl 2023 Toyota Highlander LWind Chill Pearl 2023 Toyota Highlander L

    $27,961

    $100
    96,339 mi.
    Est. $526/mo

    Elgin Auto Sales & Service Center

    4.8
    Elgin, IL (27 mi)
    Check Availability
  • Blizzard Pearl 2020 Toyota Highlander LimitedBlizzard Pearl 2020 Toyota Highlander LimitedBlizzard Pearl 2020 Toyota Highlander LimitedBlizzard Pearl 2020 Toyota Highlander LimitedBlizzard Pearl 2020 Toyota Highlander LimitedBlizzard Pearl 2020 Toyota Highlander Limited

    $34,402

    51,541 mi.
    Est. $647/mo

    Barrington Auto Specialists

    Barrington, IL (30 mi)
    Check Availability
  • Gray 2014 Toyota Highlander XLEGray 2014 Toyota Highlander XLEGray 2014 Toyota Highlander XLEGray 2014 Toyota Highlander XLEGray 2014 Toyota Highlander XLEGray 2014 Toyota Highlander XLE

    $18,363

    93,685 mi.
    Est. $345/mo

    Multi Autos

    Lombard, IL (12 mi)
    Check Availability
  • Predawn Gray Mica 2017 Toyota Highlander XLEPredawn Gray Mica 2017 Toyota Highlander XLEPredawn Gray Mica 2017 Toyota Highlander XLEPredawn Gray Mica 2017 Toyota Highlander XLEPredawn Gray Mica 2017 Toyota Highlander XLEPredawn Gray Mica 2017 Toyota Highlander XLE

    $15,950

    182,156 mi.
    Est. $300/mo

    Zone Motors

    Addison, IL (12 mi)
    Check Availability
  • Magnetic Gray Metallic 2025 Toyota Highlander XLEMagnetic Gray Metallic 2025 Toyota Highlander XLEMagnetic Gray Metallic 2025 Toyota Highlander XLEMagnetic Gray Metallic 2025 Toyota Highlander XLEMagnetic Gray Metallic 2025 Toyota Highlander XLEMagnetic Gray Metallic 2025 Toyota Highlander XLE

    $43,793

    18,171 mi.
    Est. $823/mo

    Victory Honda Highland

    4.6
    Highland, IN (27 mi)
    Check Availability

  • Wind Chill Pearl 2024 Toyota Highlander XLEWind Chill Pearl 2024 Toyota Highlander XLEWind Chill Pearl 2024 Toyota Highlander XLEWind Chill Pearl 2024 Toyota Highlander XLEWind Chill Pearl 2024 Toyota Highlander XLEWind Chill Pearl 2024 Toyota Highlander XLE

    $40,411

    32,439 mi.
    Est. $760/mo

    Continental Ferrari

    Hinsdale, IL (6 mi)
    Check Availability
  • Moon Dust 2023 Toyota Highlander XLEMoon Dust 2023 Toyota Highlander XLEMoon Dust 2023 Toyota Highlander XLEMoon Dust 2023 Toyota Highlander XLEMoon Dust 2023 Toyota Highlander XLEMoon Dust 2023 Toyota Highlander XLE

    $32,999

    51,321 mi.
    Est. $620/mo

    KNB Motors Inc

    Northlake, IL (9 mi)
    Check Availability
  • Celestial Silver Metallic 2023 Toyota Highlander XLECelestial Silver Metallic 2023 Toyota Highlander XLECelestial Silver Metallic 2023 Toyota Highlander XLECelestial Silver Metallic 2023 Toyota Highlander XLECelestial Silver Metallic 2023 Toyota Highlander XLECelestial Silver Metallic 2023 Toyota Highlander XLE

    $31,072

    71,664 mi.
    Est. $584/mo

    Baha Auto of Burbank

    Burbank, IL (5 mi)
    Check Availability
  • Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)Predawn Gray Mica 2018 Toyota Highlander Limited V6 FWD (Natl)

    $32,985

    53,548 mi.
    Est. $620/mo

    CollegeCarsChicago.com

    Mokena, IL (19 mi)
    Check Availability
  • Wind Chill Pearl 2023 Toyota Highlander LEWind Chill Pearl 2023 Toyota Highlander LEWind Chill Pearl 2023 Toyota Highlander LEWind Chill Pearl 2023 Toyota Highlander LEWind Chill Pearl 2023 Toyota Highlander LEWind Chill Pearl 2023 Toyota Highlander LE

    $29,994

    58,396 mi.
    Est. $564/mo

    Baha Auto of Midlothian

    Midlothian, IL (14 mi)
    Check Availability
  • Silver Sky Metallic 2016 Toyota Highlander XLESilver Sky Metallic 2016 Toyota Highlander XLESilver Sky Metallic 2016 Toyota Highlander XLESilver Sky Metallic 2016 Toyota Highlander XLESilver Sky Metallic 2016 Toyota Highlander XLESilver Sky Metallic 2016 Toyota Highlander XLE

    $18,310

    $502
    136,315 mi.
    Est. $344/mo

    Fox Valley Volkswagen of St. Charles

    4.8
    St Charles, IL (24 mi)
    Check Availability

  • Midnight Black Metallic 2021 Toyota Highlander PlatinumMidnight Black Metallic 2021 Toyota Highlander PlatinumMidnight Black Metallic 2021 Toyota Highlander PlatinumMidnight Black Metallic 2021 Toyota Highlander PlatinumMidnight Black Metallic 2021 Toyota Highlander PlatinumMidnight Black Metallic 2021 Toyota Highlander Platinum

    $30,684

    131,577 mi.
    Est. $577/mo

    BM Motors Group

    Montgomery, IL (27 mi)
    Check Availability
  • Wind Chill Pearl 2022 Toyota Highlander XSEWind Chill Pearl 2022 Toyota Highlander XSEWind Chill Pearl 2022 Toyota Highlander XSEWind Chill Pearl 2022 Toyota Highlander XSEWind Chill Pearl 2022 Toyota Highlander XSEWind Chill Pearl 2022 Toyota Highlander XSE

    $31,295

    $476
    97,500 mi.
    Est. $588/mo

    Arlington Toyota (IL)

    3.7
    Palatine, IL (26 mi)
    Check Availability
  • Black 2019 Toyota Highlander Limited PlatinumBlack 2019 Toyota Highlander Limited PlatinumBlack 2019 Toyota Highlander Limited PlatinumBlack 2019 Toyota Highlander Limited PlatinumBlack 2019 Toyota Highlander Limited PlatinumBlack 2019 Toyota Highlander Limited Platinum

    $23,362

    144,504 mi.
    Est. $439/mo

    Affinity Auto Sales

    3.8
    West Chicago, IL (18 mi)
    Check Availability
  • Midnight Black Metallic 2016 Toyota Highlander LimitedMidnight Black Metallic 2016 Toyota Highlander LimitedMidnight Black Metallic 2016 Toyota Highlander LimitedMidnight Black Metallic 2016 Toyota Highlander LimitedMidnight Black Metallic 2016 Toyota Highlander LimitedMidnight Black Metallic 2016 Toyota Highlander Limited

    $21,190

    87,753 mi.
    Est. $398/mo

    Napleton Elmhurst Hyundai

    3.8
    Elmhurst, IL (10 mi)
    Check Availability
  • Opulent Amber 2020 Toyota Highlander LimitedOpulent Amber 2020 Toyota Highlander LimitedOpulent Amber 2020 Toyota Highlander LimitedOpulent Amber 2020 Toyota Highlander LimitedOpulent Amber 2020 Toyota Highlander LimitedOpulent Amber 2020 Toyota Highlander Limited

    $29,322

    85,482 mi.
    Est. $551/mo

    Ogden Lincoln Of Westmont

    3.5
    Westmont, IL (9 mi)
    Check Availability
  • Midnight Black Metallic 2018 Toyota Highlander LimitedMidnight Black Metallic 2018 Toyota Highlander LimitedMidnight Black Metallic 2018 Toyota Highlander LimitedMidnight Black Metallic 2018 Toyota Highlander LimitedMidnight Black Metallic 2018 Toyota Highlander LimitedMidnight Black Metallic 2018 Toyota Highlander Limited

    $25,228

    $350
    80,238 mi.
    Est. $474/mo

    Marino Chevrolet

    5.0
    Chicago, IL (11 mi)
    Check Availability

  • Wind Chill Pearl 2024 Toyota Highlander XSEWind Chill Pearl 2024 Toyota Highlander XSEWind Chill Pearl 2024 Toyota Highlander XSEWind Chill Pearl 2024 Toyota Highlander XSEWind Chill Pearl 2024 Toyota Highlander XSEWind Chill Pearl 2024 Toyota Highlander XSE

    $38,990

    $1.4K
    54,921 mi.
    Est. $733/mo

    Castle Chrysler Dodge Jeep Ram of Naperville

    3.9
    Naperville, IL (20 mi)
    Check Availability
  • 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

    $29,912

    70,283 mi.
    Est. $562/mo

    Lux Cars Chicago

    3.5
    Buffalo Grove, IL (24 mi)
    Check Availability
  • Celestial Silver Metallic 2022 Toyota Highlander XSECelestial Silver Metallic 2022 Toyota Highlander XSECelestial Silver Metallic 2022 Toyota Highlander XSECelestial Silver Metallic 2022 Toyota Highlander XSECelestial Silver Metallic 2022 Toyota Highlander XSECelestial Silver Metallic 2022 Toyota Highlander XSE

    $34,903

    $500
    45,633 mi.
    Est. $656/mo

    Chicago Northside Toyota

    3.5
    Chicago, IL (15 mi)
    Check Availability
  • Black 2017 Toyota Highlander XLEBlack 2017 Toyota Highlander XLEBlack 2017 Toyota Highlander XLEBlack 2017 Toyota Highlander XLEBlack 2017 Toyota Highlander XLEBlack 2017 Toyota Highlander XLE

    $20,274

    123,290 mi.
    Est. $381/mo

    BG Motorcars

    3.6
    Naperville, IL (23 mi)
    Check Availability
  • Black 2021 Toyota Highlander PlatinumBlack 2021 Toyota Highlander PlatinumBlack 2021 Toyota Highlander PlatinumBlack 2021 Toyota Highlander PlatinumBlack 2021 Toyota Highlander PlatinumBlack 2021 Toyota Highlander Platinum

    $42,998

    19,991 mi.
    Est. $808/mo

    CarMax Harrisonburg

    4.9
    $399 delivery to Hillside, IL (6 mi)
    Check Availability
  • White 2026 Toyota Highlander XLEWhite 2026 Toyota Highlander XLEWhite 2026 Toyota Highlander XLEWhite 2026 Toyota Highlander XLEWhite 2026 Toyota Highlander XLEWhite 2026 Toyota Highlander XLE

    $51,998

    16,188 mi.
    Est. $977/mo

    CarMax Wichita

    4.6
    $1,099 delivery to Hillside, IL (6 mi)
    Check Availability

Compare the Toyota Highlander