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Used 2017 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2017 Toyota Highlander XLE AWD photo
Price Drop
2017 Toyota Highlander XLE AWD • Lowell, IN
Silver • 3.5L V6 Engine
$19,697 • 115.8k miles
•••

#74 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $401 Price Drop
  • Fair Price - $278 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2019 Toyota Highlander Hybrid XLE AWD • Elmhurst, IL
3.5L V6 Engine
$14,499 • 263k miles
•••

#92 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C” Buy

  • $500 Price Drop
  • Fair Price - $249 Below Market
  • Includes $91 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD • Libertyville, IL
Black • 3.5L V6 Engine
$22,847 • 82.7k miles
•••

#37 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $1,942 Price Drop
  • Good Price - $958 Below Market
  • Includes $142 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Mt Pleasant, WI
Black • 3.5L V6 Engine
$28,549 • 36.6k miles • Certified
•••

#53 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $200 Price Drop
  • Fair Price - $63 Below Market
  • Includes $183 Premium Upgrades
More details
2017 Toyota Highlander SE AWD photo
Price Drop
2017 Toyota Highlander SE AWD • Milwaukee, WI
Gray • 3.5L V6 Engine
$25,950 • 64.9k miles
•••

#96 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C-” Buy

  • $3,030 Price Drop
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2019 Toyota Highlander Limited AWD photo
Price Drop
2019 Toyota Highlander Limited AWD • Mishawaka, IN
Silver • 3.5L V6 Engine
$26,296 • 98.2k miles
•••

#82 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $1 Price Drop
  • Fair Price - $14 Below Market
  • Includes $550 Premium Upgrades
More details
2018 Toyota Highlander Limited AWD photo
Price Drop
2018 Toyota Highlander Limited AWD • Crystal Lake, IL
Green • 3.5L V6 Engine
$19,999 • 151.2k miles
•••

#125 2015-2019 Toyota Highlander

CoPilot AI: It’s a “F” Buy

  • $1,000 Price Drop
  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.4 stars
More details
2015 Toyota Highlander XLE AWD photo
2015 Toyota Highlander XLE AWD • Roselle, IL
Green • 3.5L V6 Engine
$17,995 • 108.5k miles
•••

#28 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B” Buy

  • Good Price - $1,025 Below Market
  • Motivation to Negotiate - Increasing
  • Below Average Mileage
More details
2019 Toyota Highlander Hybrid Limited Platinum AWD photo
Price Drop
2019 Toyota Highlander Hybrid Limited Platinum AWD • St. Charles, IL
White • 3.5L V6 Engine
$28,295 • 72.2k miles
•••

#34 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $300 Price Drop
  • Good Price - $1,011 Below Market
  • CARFAX: One Owner
More details
2018 Toyota Highlander Limited Platinum AWD photo
Price Drop
2018 Toyota Highlander Limited Platinum AWD • Elkhorn, WI
Black • 3.5L V6 Engine
$28,977 • 56.3k miles
•••

#99 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C-” Buy

  • $1,000 Price Drop
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2016 Toyota Highlander XLE AWD photo
2016 Toyota Highlander XLE AWD • Elmhurst, IL
Blue • 3.5L V6 Engine
$22,888 • 76k miles
•••

#117 2015-2019 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
2017 Toyota Highlander XLE AWD photo
24
2017 Toyota Highlander XLE AWD • Janesville, WI
White • 3.5L V6 Engine
$22,499 • 85.9k miles
•••

#24 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B” Buy

  • Good Price - $1,227 Below Market
  • Includes $142 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Toyota Highlander Hybrid Limited AWD photo
Price Drop
2019 Toyota Highlander Hybrid Limited AWD • Naperville, IL
Blue • 3.5L V6 Engine
$29,200 • 78.2k miles • Certified
•••

#88 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $500 Price Drop
  • Fair Price - $302 Above Market
  • Includes $165 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Cary, IL
Black • 3.5L V6 Engine
$17,999 • 157.5k miles
•••

#61 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $500 Price Drop
  • Good Price - $876 Below Market
  • Includes $119 Premium Upgrades
More details
2019 Toyota Highlander Limited Platinum AWD photo
2019 Toyota Highlander Limited Platinum AWD • Villa Park, IL
Silver • 3.5L V6 Engine
$24,999 • 97.1k miles
•••

#31 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Good Price - $1,132 Below Market
  • Includes $463 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Stone Park, IL
Gray • 3.5L V6 Engine
$25,950 • 83.4k miles
•••

#110 2015-2019 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • $1,000 Price Drop
  • Motivation to Negotiate - Very High
  • Average Mileage
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Oak Lawn, IL
White • 3.5L V6 Engine
$27,700 • 45k miles
•••

#47 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $531 Below Market
  • Includes $179 Premium Upgrades
  • Very Low Mileage
More details
2019 Toyota Highlander XLE FWD photo
Price Drop
2019 Toyota Highlander XLE FWD • Elgin, IL
Red • 3.5L V6 Engine
$20,982 • 114k miles
•••

#49 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $17 Price Drop
  • Fair Price - $476 Below Market
  • Includes $710 Premium Upgrades
More details
2018 Toyota Highlander Limited AWD photo
2018 Toyota Highlander Limited AWD • Westmont, IL
White • 3.5L V6 Engine
$27,450 • 55.8k miles
•••

#40 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $809 Below Market
  • Includes $139 Premium Upgrades
  • Very Low Mileage
More details
2017 Toyota Highlander Limited AWD photo
Price Drop
2017 Toyota Highlander Limited AWD • Glenview, IL
White • 3.5L V6 Engine
$21,995 • 99k miles
•••

#65 2015-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $1,000 Price Drop
  • Fair Price - $560 Below Market
  • Includes $127 Premium Upgrades
More details
2017 Toyota Highlander LE Plus AWD photo
9
Price Drop
2017 Toyota Highlander LE Plus AWD • Berwyn, IL
Gray • 3.5L V6 Engine
$18,400 • 101.5k miles
•••

#9 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $50 Price Drop
  • Great Price - $1,770 Below Market
  • Includes $433 Premium Upgrades
More details
2017 Toyota Highlander LE Plus AWD photo
Price Drop
2017 Toyota Highlander LE Plus AWD • Milwaukee, WI
Gray • 3.5L V6 Engine
$20,500 • 109.5k miles
•••

#105 2015-2019 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • $2,480 Price Drop
  • Includes $131 Premium Upgrades
  • Average Mileage
More details
2019 Toyota Highlander LE FWD photo
15
2019 Toyota Highlander LE FWD • Sturtevant, WI
White • 3.5L V6 Engine
$20,417 • 84.6k miles
•••

#15 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,469 Below Market
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2018 Toyota Highlander LE AWD photo
Price Drop
2018 Toyota Highlander LE AWD • Mundelein, IL
White • 3.5L V6 Engine
$17,995 • 124.2k miles
•••

#45 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $500 Price Drop
  • Good Price - $600 Below Market
  • Includes $128 Premium Upgrades
More details
2017 Toyota Highlander Hybrid LE AWD photo
2017 Toyota Highlander Hybrid LE AWD • Milwaukee, WI
Red • 3.5L V6 Engine
$20,997 • 126.1k miles
•••
More details
1-25 of 175 results
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2017 Toyota Highlander

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