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Used 2018 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2017 Toyota Highlander SE AWD photo
2
Price Drop
2017 Toyota Highlander SE AWD • Alsip, IL
Gray • 3.5L V6 Engine
$16,900 • 131k miles
•••

#2 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $600 Price Drop
  • Great Price - $2,595 Below Market
  • Motivation to Negotiate - High
More details
2019 Toyota Highlander Limited Platinum AWD photo
2019 Toyota Highlander Limited Platinum AWD • Dixon, IL
Silver • 3.5L V6 Engine
$32,595 • 75.5k miles
•••

#75 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • Includes $410 Premium Upgrades
  • CARFAX: One Owner
  • Below Average Mileage
More details
2017 Toyota Highlander Limited FWD photo
2017 Toyota Highlander Limited FWD • Mokena, IL
Gray • 3.5L V6 Engine
$32,985 • 36.8k miles
•••

#74 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2017 Toyota Highlander Limited Platinum AWD photo
12
2017 Toyota Highlander Limited Platinum AWD • Northbrook, IL
3.5L V6 Engine
$22,995 • 92.5k miles
•••

#12 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B” Buy

  • Good Price - $855 Below Market
  • CARFAX: One Owner
  • Below Average Mileage
More details
2018 Toyota Highlander XLE AWD photo
2018 Toyota Highlander XLE AWD • Oak Forest, IL
Gray • 3.5L V6 Engine
$22,980 • 87.7k miles
•••

#29 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $355 Below Market
  • Includes $140 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2019 Toyota Highlander LE AWD photo
2019 Toyota Highlander LE AWD • Schaumburg, IL
White • 3.5L V6 Engine
$24,334 • 89.4k miles
•••

#83 2017-2019 Toyota Highlander

CoPilot AI: It’s a “F” Buy

  • CARFAX: One Owner
  • Average Mileage
  • Dealer Rating - 4.4 stars
More details
2018 Toyota Highlander Limited FWD photo
2018 Toyota Highlander Limited FWD • Palatine, IL
3.5L V6 Engine
$21,990 • 113.6k miles
•••

#61 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $512 Above Market
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2019 Toyota Highlander Hybrid Limited AWD photo
2019 Toyota Highlander Hybrid Limited AWD • Naperville, IL
White • 3.5L V6 Engine
$22,495 • 140.2k miles
•••

#56 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $66 Above Market
  • Includes $389 Premium Upgrades
  • Dealer Rating - 4.8 stars
More details
2018 Toyota Highlander XLE AWD photo
2018 Toyota Highlander XLE AWD • Palatine, IL
Silver • 3.5L V6 Engine
$22,495 • 102.7k miles
•••

#57 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $247 Above Market
  • Includes $131 Premium Upgrades
  • Average Mileage
More details
2019 Toyota Highlander XLE FWD photo
2019 Toyota Highlander XLE FWD • Barrington, IL
Blue • 3.5L V6 Engine
$26,713 • 69.2k miles
•••

#69 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • Motivation to Negotiate - Increasing
  • Very Low Mileage
  • Dealer Rating - 4.7 stars
More details
2017 Toyota Highlander LE FWD photo
20
Price Drop
2017 Toyota Highlander LE FWD • Westmont, IL
Black • 2.7L I4 Engine
$17,145 • 107k miles
•••

#20 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $302 Price Drop
  • Good Price - $934 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander Limited AWD photo
4
Price Drop
2019 Toyota Highlander Limited AWD • Barrington, IL
White • 3.5L V6 Engine
$22,881 • 107.9k miles
•••

#4 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $768 Price Drop
  • Great Price - $2,151 Below Market
  • CARFAX: One Owner
More details
2018 Toyota Highlander XLE FWD photo
2018 Toyota Highlander XLE FWD • Chicago, IL
Silver • 3.5L V6 Engine
$19,995 • 153k miles
•••

#64 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.0 stars
More details
2018 Toyota Highlander XLE AWD photo
2018 Toyota Highlander XLE AWD • Elmhurst, IL
Gray • 3.5L V6 Engine
$21,378 • 124.7k miles
•••

#78 2017-2019 Toyota Highlander

CoPilot AI: It’s a “F” Buy

  • Includes $119 Premium Upgrades
  • Dealer Rating - 4.8 stars
More details
2019 Toyota Highlander XLE AWD photo
1
Price Drop
2019 Toyota Highlander XLE AWD • Lincolnwood, IL
Gray • 3.5L V6 Engine
$15,363 • 155.3k miles
•••

#1 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $10 Price Drop
  • Great Price - $4,169 Below Market
  • Includes $125 Premium Upgrades
More details
2017 Toyota Highlander LE Plus AWD photo
2017 Toyota Highlander LE Plus AWD • Milwaukee, WI
Black • 3.5L V6 Engine
$17,995 • 128k miles
•••

#44 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $402 Below Market
  • Average Mileage
More details
2019 Toyota Highlander LE FWD photo
15
Price Drop
2019 Toyota Highlander LE FWD • Downers Grove, IL
White • 2.7L I4 Engine
$18,500 • 100.4k miles
•••

#15 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $500 Price Drop
  • Good Price - $1,118 Below Market
  • Includes $159 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
8
Price Drop
2018 Toyota Highlander XLE AWD • Janesville, WI
White • 3.5L V6 Engine
$16,397 • 153.4k miles
•••

#8 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $600 Price Drop
  • Great Price - $1,600 Below Market
  • Includes $396 Premium Upgrades
More details
2017 Toyota Highlander Limited AWD photo
2017 Toyota Highlander Limited AWD • Naperville, IL
3.5L V6 Engine
$20,500
•••
More details
2019 Toyota Highlander LE AWD photo
2019 Toyota Highlander LE AWD • Kenosha, WI
Red • 3.5L V6 Engine
$24,933 • 62.3k miles
•••

#70 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • Includes $208 Premium Upgrades
  • CARFAX: One Owner
  • Very Low Mileage
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Milwaukee, WI
Green • 3.5L V6 Engine
$24,164 • 117.9k miles
•••

#67 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • Includes $145 Premium Upgrades
  • CARFAX: One Owner
  • Dealer Rating - 4.3 stars
More details
2018 Toyota Highlander Limited Platinum AWD photo
2018 Toyota Highlander Limited Platinum AWD • Michigan City, IN
White • 3.5L V6 Engine
$22,977 • 132.4k miles
•••

#66 2017-2019 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • Includes $359 Premium Upgrades
  • CARFAX: One Owner
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Crystal Lake, IL
Gray • 3.5L V6 Engine
$23,495 • 115.1k miles
•••

#58 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $308 Above Market
  • Includes $147 Premium Upgrades
  • Dealer Rating - 4.4 stars
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD • Mishawaka, IN
Gray • 3.5L V6 Engine
$22,454 • 104.5k miles
•••

#59 2017-2019 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $80 Price Drop
  • Fair Price - $373 Above Market
  • Includes $130 Premium Upgrades
More details
2017 Toyota Highlander Hybrid XLE AWD photo
14
2017 Toyota Highlander Hybrid XLE AWD • Palatine, IL
Black • 3.5L V6 Engine
$15,495 • 191.5k miles
•••

#14 2017-2019 Toyota Highlander

CoPilot AI: It’s a “B” Buy

  • Fair Price - $239 Above Market
  • Includes $888 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
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2018 Toyota Highlander

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