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Used 2021 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2022 Toyota Highlander Hybrid XLE AWD photo
2022 Toyota Highlander Hybrid XLE AWD Waukesha, WI
Silver 2.5L I4 Engine
$31,379 96.8k miles
•••

#60 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $462 Above Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander XLE AWD photo
9
2020 Toyota Highlander XLE AWD Merrillville, IN
Gray 3.5L V6 Engine
$26,390 82.2k miles
•••

#9 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,895 Below Market
  • Includes $453 Premium Upgrades
  • Average Mileage
More details
2022 Toyota Highlander LE AWD photo
8
2022 Toyota Highlander LE AWD Chicago, IL
Red 3.5L V6 Engine
$28,995 56.7k miles
•••

#8 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,067 Below Market
  • CARFAX: One Owner
  • Average Mileage
More details
2021 Toyota Highlander Limited AWD photo
2021 Toyota Highlander Limited AWD Brookfield, WI
Black 3.5L V6 Engine
$27,492 115.9k miles
•••

#97 2020-2022 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • Includes $373 Premium Upgrades
  • CARFAX: One Owner
  • Dealer Rating - 4.7 stars
More details
2021 Toyota Highlander Platinum AWD photo
Price Drop
2021 Toyota Highlander Platinum AWD Westmont, IL
Silver 3.5L V6 Engine
$31,500 91.4k miles
•••

#88 2020-2022 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • $499 Price Drop
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.6 stars
More details
2022 Toyota Highlander LE FWD photo
2022 Toyota Highlander LE FWD Schaumburg, IL
White 3.5L V6 Engine
$29,245 59.4k miles
•••

#58 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $353 Above Market
  • Motivation to Negotiate - Very High
  • Average Mileage
More details
2022 Toyota Highlander Platinum AWD photo
2022 Toyota Highlander Platinum AWD West Allis, WI
Gray 3.5L V6 Engine
$27,995 129.9k miles
•••

#67 2020-2022 Toyota Highlander

CoPilot AI: It’s aC” Buy

  • Fair Price - $609 Below Market
  • Includes $392 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Toyota Highlander XLE AWD photo
2
Price Drop
2020 Toyota Highlander XLE AWD Janesville, WI
Gray 3.5L V6 Engine
$26,900 45.1k miles
•••

#2 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $4,257 Below Market
  • Motivation to Negotiate - Very High
More details
2022 Toyota Highlander Limited AWD photo
16
2022 Toyota Highlander Limited AWD Tinley Park, IL
Gray 3.5L V6 Engine
$32,990 75k miles
•••

#16 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • Good Price - $1,573 Below Market
  • Includes $1,203 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Toyota Highlander Hybrid Limited AWD photo
21
Price Drop
2022 Toyota Highlander Hybrid Limited AWD Downers Grove, IL
Gold 2.5L I4 Engine
$33,499 94k miles
•••

#21 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $900 Price Drop
  • Good Price - $1,212 Below Market
  • Includes $714 Premium Upgrades
More details
2022 Toyota Highlander Platinum AWD photo
Price Drop
2022 Toyota Highlander Platinum AWD St. Charles, IL
Black 3.5L V6 Engine
$43,986 23.4k miles
•••

#74 2020-2022 Toyota Highlander

CoPilot AI: It’s aC-” Buy

  • $616 Price Drop
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2021 Toyota Highlander XLE AWD photo
2021 Toyota Highlander XLE AWD Schaumburg, IL
Silver 3.5L V6 Engine
$31,990 56.1k miles
•••

#43 2020-2022 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • Fair Price - $701 Above Market
  • Below Average Mileage
  • Dealer Rating - 4.1 stars
More details
2022 Toyota Highlander XLE AWD photo
22
Price Drop
2022 Toyota Highlander XLE AWD St. Charles, IL
Gray 3.5L V6 Engine
$35,500 42.8k miles
•••

#22 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $196 Price Drop
  • Fair Price - $208 Below Market
  • Includes $821 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
2022 Toyota Highlander XLE AWD Naperville, IL
Blue 3.5L V6 Engine
$32,995 56k miles
•••

#45 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $915 Below Market
  • Includes $531 Premium Upgrades
  • CARFAX: One Owner
More details
2022 Toyota Highlander Hybrid XLE AWD photo
2022 Toyota Highlander Hybrid XLE AWD Milwaukee, WI
Black 2.5L I4 Engine
$21,997 182.1k miles
•••

#100 2020-2022 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • Includes $455 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Hybrid LE FWD photo
Price Drop
2021 Toyota Highlander Hybrid LE FWD Hodgkins, IL
Black 2.5L I4 Engine
$28,574 83k miles
•••

#62 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $424 Price Drop
  • Fair Price - $648 Above Market
  • CARFAX: One Owner
More details
2022 Toyota Highlander XLE AWD photo
20
2022 Toyota Highlander XLE AWD Chicago, IL
Gray 3.5L V6 Engine
$35,107 32.9k miles
•••

#20 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • Good Price - $1,343 Below Market
  • CARFAX: One Owner
  • Very Low Mileage
More details
2022 Toyota Highlander Platinum AWD photo
Price Drop
2022 Toyota Highlander Platinum AWD Greenfield, WI
3.5L V6 Engine
$39,100 59.9k miles
•••

#91 2020-2022 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • $451 Price Drop
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2021 Toyota Highlander XLE AWD photo
2021 Toyota Highlander XLE AWD Hodgkins, IL
Gray 3.5L V6 Engine
$30,999 75.8k miles
•••

#80 2020-2022 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2022 Toyota Highlander XLE AWD photo
2022 Toyota Highlander XLE AWD Milton, WI
Red 3.5L V6 Engine
$32,279 70.4k miles
•••

#49 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $381 Below Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander Hybrid LE AWD photo
2020 Toyota Highlander Hybrid LE AWD Libertyville, IL
White 2.5L I4 Engine
$27,400 72.9k miles
•••

#47 2020-2022 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $457 Below Market
  • Below Average Mileage
  • Dealer Rating - 4.5 stars
More details
2022 Toyota Highlander Hybrid XLE AWD photo
13
Price Drop
2022 Toyota Highlander Hybrid XLE AWD Rockford, IL
Gray 2.5L I4 Engine
$35,694 30.5k miles
•••

#13 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $100 Price Drop
  • Good Price - $2,121 Below Market
  • CARFAX: One Owner
More details
2020 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2020 Toyota Highlander Hybrid XLE AWD Janesville, WI
Blue 2.5L I4 Engine
$27,627 125.7k miles
•••

#101 2020-2022 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • $300 Price Drop
  • Motivation to Negotiate - Very High
  • Dealer Rating - 4.3 stars
More details
2021 Toyota Highlander XLE AWD photo
15
Price Drop
2021 Toyota Highlander XLE AWD Milwaukee, WI
Black 3.5L V6 Engine
$31,100 61k miles
•••

#15 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $56 Price Drop
  • Good Price - $1,802 Below Market
  • Includes $1,265 Premium Upgrades
More details
2021 Toyota Highlander LE AWD photo
19
Price Drop
2021 Toyota Highlander LE AWD North Riverside, IL
Silver 3.5L V6 Engine
$25,994 54.5k miles
•••

#19 2020-2022 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $390 Price Drop
  • Good Price - $1,375 Below Market
  • Motivation to Negotiate - Very High
More details
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2021 Toyota Highlander

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