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Used 2016 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2016 Toyota Highlander Limited AWD photo
New Find
2016 Toyota Highlander Limited AWD • Chicago, IL
White • 3.5L V6 Engine
$17,995 • 105.2k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,501 Below Market
  • Below Average Mileage
  • Dealer Rating - 4.7 stars
More details
2018 Toyota Highlander XLE FWD photo
Price Drop
2018 Toyota Highlander XLE FWD • Chicago, IL
Silver • 3.5L V6 Engine
$14,995 • 153k miles
•••

Not Ranked

CoPilot AI: It’s an “A” Buy

  • $2,242 Price Drop
  • Great Price - $3,203 Below Market
  • Motivation to Negotiate - Very High
More details
2015 Toyota Highlander LE FWD photo
2015 Toyota Highlander LE FWD • Chicago, IL
Black • 2.7L I4 Engine
$13,995 • 177.1k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • Motivation to Negotiate - Very High
More details
2017 Toyota Highlander Hybrid Limited Platinum AWD photo
Price Drop
2017 Toyota Highlander Hybrid Limited Platinum AWD • Oak Lawn, IL
Silver • 3.5L V6 Engine
$27,748 • 78.2k miles
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $1,546 Price Drop
  • Good Price - $1,034 Below Market
  • Motivation to Negotiate - Very High
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Chicago, IL
Blue • 3.5L V6 Engine
$26,128 • 80.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $200 Price Drop
  • Fair Price - $73 Below Market
  • Includes $166 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Chicago, IL
Gray • 3.5L V6 Engine
$28,661 • 59.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $108 Above Market
  • Includes $179 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Toyota Highlander Limited AWD photo
Price Drop
2017 Toyota Highlander Limited AWD • Oak Lawn, IL
White • 3.5L V6 Engine
$22,989 • 78.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $454 Price Drop
  • Great Price - $4,901 Below Market
  • Motivation to Negotiate - Increasing
More details
2016 Toyota Highlander Limited AWD photo
New Find
2016 Toyota Highlander Limited AWD • Hodgkins, IL
Silver • 3.5L V6 Engine
$21,399 • 101.3k miles
•••

Not Ranked

CoPilot AI: It’s a “C+” Buy

  • Below Average Mileage
  • Dealer Rating - 4.5 stars
More details
2015 Toyota Highlander LE AWD photo
New Find
2015 Toyota Highlander LE AWD • Alsip, IL
3.5L V6 Engine
$13,376 • 151.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Good Price - $656 Below Market
  • Average Mileage
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2019 Toyota Highlander Hybrid XLE AWD • Palos Hills, IL
Green • 3.5L V6 Engine
$26,340 • 108k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • $655 Price Drop
  • Includes $154 Premium Upgrades
  • CARFAX: One Owner
More details
2016 Toyota Highlander XLE AWD photo
Price Drop
2016 Toyota Highlander XLE AWD • Palos Hills, IL
Green • 3.5L V6 Engine
$15,998 • 133.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,492 Below Market
  • Includes $129 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2017 Toyota Highlander XLE AWD photo
New Find
2017 Toyota Highlander XLE AWD • Lincolnwood, IL
Silver • 3.5L V6 Engine
$16,871 • 173k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $306 Above Market
  • Includes $102 Premium Upgrades
  • Dealer Rating - 4.4 stars
More details
2017 Toyota Highlander XLE AWD photo
New Find
2017 Toyota Highlander XLE AWD • Crestwood, IL
3.5L V6 Engine
$18,995 • 133.1k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $338 Below Market
  • CARFAX: One Owner
  • Dealer Rating - 4.4 stars
More details
2019 Toyota Highlander SE AWD photo
New Find
2019 Toyota Highlander SE AWD • Westmont, IL
Black • 3.5L V6 Engine
$23,995 • 106.6k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $566 Above Market
  • Includes $144 Premium Upgrades
  • CARFAX: One Owner
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD • Villa Park, IL
Gray • 3.5L V6 Engine
$24,011 • 81.6k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $400 Price Drop
  • Fair Price - $369 Above Market
  • Motivation to Negotiate - Increasing
More details
2019 Toyota Highlander LE Plus AWD photo
Price Drop
2019 Toyota Highlander LE Plus AWD • Bensenville, IL
Black • 3.5L V6 Engine
$17,038 • 165.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B-” Buy

  • $302 Price Drop
  • Fair Price - $168 Above Market
  • Includes $114 Premium Upgrades
More details
2015 Toyota Highlander XLE AWD photo
Price Drop
2015 Toyota Highlander XLE AWD • Elmhurst, IL
Black • 3.5L V6 Engine
$18,266 • 129k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • $1,000 Price Drop
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2017 Toyota Highlander XLE AWD photo
Price Drop
New Find
2017 Toyota Highlander XLE AWD • Elmhurst, IL
Gray • 3.5L V6 Engine
$26,366 • 55.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $34 Price Drop
  • Fair Price - $427 Above Market
  • Includes $157 Premium Upgrades
More details
2018 Toyota Highlander Limited AWD photo
Price Drop
2018 Toyota Highlander Limited AWD • Elmhurst, IL
Brown • 3.5L V6 Engine
$26,266 • 88.3k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • $1,012 Price Drop
  • Below Average Mileage
  • Dealer Rating - 4.5 stars
More details
2018 Toyota Highlander Hybrid XLE AWD photo
2018 Toyota Highlander Hybrid XLE AWD • Elmhurst, IL
Gray • 3.5L V6 Engine
$12,609 • 202.8k miles
•••

Not Ranked

CoPilot AI: It’s a “D-” Buy

  • Includes $66 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander SE AWD photo
New Find
2018 Toyota Highlander SE AWD • Elmhurst, IL
Gray • 3.5L V6 Engine
$25,363 • 85.5k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Includes $136 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.3 stars
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD • Morton Grove, IL
Gray • 3.5L V6 Engine
$19,711 • 144.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $200 Price Drop
  • Fair Price - $114 Below Market
  • Includes $439 Premium Upgrades
More details
2016 Toyota Highlander Limited AWD photo
Price Drop
2016 Toyota Highlander Limited AWD • Elmhurst, IL
Black • 3.5L V6 Engine
$21,190 • 87.7k miles
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $156 Price Drop
  • Good Price - $819 Below Market
  • Includes $255 Premium Upgrades
More details
2019 Toyota Highlander LE AWD photo
Price Drop
New Find
2019 Toyota Highlander LE AWD • Des Plaines, IL
Black • 3.5L V6 Engine
$26,662 • 47.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $714 Price Drop
  • Fair Price - $162 Below Market
  • Includes $195 Premium Upgrades
More details
2015 Toyota Highlander XLE AWD photo
New Find
2015 Toyota Highlander XLE AWD • Des Plaines, IL
Blue • 3.5L V6 Engine
$15,368 • 158.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $1 Above Market
  • CARFAX: One Owner
  • Dealer Rating - 4.3 stars
More details
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2016 Toyota Highlander

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