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Used 2019 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2021 Toyota Highlander XLE AWD photo
1
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
Gray 3.5L V6 Engine
$30,990 52.7k miles
•••

#1 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,850 Below Market
  • Includes $780 Premium Upgrades
More details
2019 Toyota Highlander LE AWD photo
2
Price Drop
2019 Toyota Highlander LE AWD Libertyville, IL
Black 3.5L V6 Engine
$22,490 69.7k miles
•••

#2 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $260 Price Drop
  • Great Price - $2,505 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander LE AWD photo
3
Price Drop
2020 Toyota Highlander LE AWD Joliet, IL
Black 3.5L V6 Engine
$21,800 97.9k miles
•••

#3 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $149 Price Drop
  • Great Price - $3,597 Below Market
  • CARFAX: Clean Title
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
4
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD North Aurora, IL
Gray 2.5L I4 Engine
$36,726 69.1k miles
•••

#4 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $263 Price Drop
  • Great Price - $2,446 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander XLE AWD photo
5
2020 Toyota Highlander XLE AWD Sturtevant, WI
Silver 3.5L V6 Engine
$27,500 67.8k miles
•••

#5 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,912 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2021 Toyota Highlander XLE AWD photo
6
Price Drop
2021 Toyota Highlander XLE AWD Elgin, IL
Gray 3.5L V6 Engine
$31,000 49.2k miles
•••

#6 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $595 Price Drop
  • Good Price - $1,948 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
7
Price Drop
2021 Toyota Highlander XLE AWD Mt Pleasant, WI
Red 3.5L V6 Engine
$33,490 41k miles Certified
•••

#7 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,264 Below Market
  • Includes $466 Premium Upgrades
More details
2021 Toyota Highlander XSE AWD photo
8
2021 Toyota Highlander XSE AWD Glenview, IL
Black 3.5L V6 Engine
$39,995 15k miles
•••

#8 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $1,066 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
9
Price Drop
2021 Toyota Highlander XLE AWD Merrillville, IN
Silver 3.5L V6 Engine
$33,555 41k miles Certified
•••

#9 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $269 Price Drop
  • Fair Price - $781 Below Market
  • Includes $809 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
10
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Waukegan, IL
Blue 2.5L I4 Engine
$38,999 21.5k miles
•••

#10 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $426 Price Drop
  • Fair Price - $502 Below Market
  • Includes $1,391 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
11
2021 Toyota Highlander Hybrid XLE AWD Naperville, IL
Red 2.5L I4 Engine
$38,988 25.3k miles
•••

#11 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $65 Above Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Limited AWD photo
12
2021 Toyota Highlander Hybrid Limited AWD Brookfield, WI
Silver 2.5L I4 Engine
$39,900 49.9k miles
•••

#12 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $272 Above Market
  • Includes $1,358 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
13
Price Drop
2021 Toyota Highlander XLE AWD Lombard, IL
Black 3.5L V6 Engine
$34,995 45.8k miles
•••

#13 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Fair Price - $533 Above Market
  • Includes $798 Premium Upgrades
More details
2021 Toyota Highlander Limited AWD photo
14
Price Drop
2021 Toyota Highlander Limited AWD West Allis, WI
Black 3.5L V6 Engine
$39,990 26.5k miles
•••

#14 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,005 Price Drop
  • Fair Price - $548 Above Market
  • Includes $840 Premium Upgrades
More details
2021 Toyota Highlander XLE FWD photo
15
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$25,980 73k miles
•••

#15 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $5,078 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Limited AWD photo
16
Price Drop
2021 Toyota Highlander Limited AWD Elk Grove Village, IL
White 3.5L V6 Engine
$28,945 84.8k miles
•••

#16 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $419 Price Drop
  • Great Price - $3,889 Below Market
  • Includes $700 Premium Upgrades
More details
2021 Toyota Highlander Hybrid LE AWD photo
17
2021 Toyota Highlander Hybrid LE AWD Calumet City, IL
Black 2.5L I4 Engine
$24,997 89.7k miles
•••

#17 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,623 Below Market
  • CARFAX: Clean Title
  • Dealer Rating - 4.6 stars
More details
2017 Toyota Highlander XLE AWD photo
18
2017 Toyota Highlander XLE AWD Chicago, IL
Gray 3.5L V6 Engine
$19,995 92.6k miles
•••

#18 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,233 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander Hybrid XLE AWD photo
19
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Elkhart, IN
Blue 2.5L I4 Engine
$29,983 89k miles
•••

#19 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $524 Price Drop
  • Great Price - $2,148 Below Market
  • Includes $731 Premium Upgrades
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
20
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD South Bend, IN
Gray 2.5L I4 Engine
$35,702 73.8k miles
•••

#20 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $292 Price Drop
  • Good Price - $2,044 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Limited AWD photo
21
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Mishawaka, IN
White 2.5L I4 Engine
$31,896 88.8k miles
•••

#21 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $101 Price Drop
  • Good Price - $1,776 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
22
Price Drop
2018 Toyota Highlander XLE AWD Janesville, WI
Silver 3.5L V6 Engine
$22,000 99k miles
•••

#22 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $667 Price Drop
  • Great Price - $1,698 Below Market
  • Includes $525 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
23
Price Drop
2019 Toyota Highlander XLE AWD Chicago, IL
Black 3.5L V6 Engine
$25,299 70.2k miles
•••

#23 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $556 Price Drop
  • Great Price - $1,631 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
24
Price Drop
2018 Toyota Highlander XLE AWD Palatine, IL
Gray 3.5L V6 Engine
$15,500 181k miles
•••

#24 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $2,490 Price Drop
  • Great Price - $1,599 Below Market
  • Includes $811 Premium Upgrades
More details
2017 Toyota Highlander XLE AWD photo
25
2017 Toyota Highlander XLE AWD St. Charles, IL
Silver 3.5L V6 Engine
$19,995 102k miles
•••

#25 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,562 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - High
More details
1-25 of 193 results

2019 Toyota Highlander

Mid-size Crossover
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7
Fuel Economy
29City MPG
27Hwy MPG
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