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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
2021 Toyota Highlander XLE AWD Aurora, IL
Blue 3.5L V6 Engine
$34,995 31.1k miles
•••

#1 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,008 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
2
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
Gray 3.5L V6 Engine
$30,990 52.7k miles
•••

#2 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,900 Below Market
  • Includes $781 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
3
Price Drop
2021 Toyota Highlander XLE AWD Elgin, IL
Gray 3.5L V6 Engine
$30,640 49.2k miles
•••

#3 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $360 Price Drop
  • Great Price - $2,316 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
4
2018 Toyota Highlander XLE AWD Elgin, IL
White 3.5L V6 Engine
$26,500 51.4k miles
•••

#4 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $1,977 Below Market
  • Includes $158 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
5
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD Lincolnwood, IL
White 2.5L I4 Engine
$40,353 56.3k miles
•••

#5 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1 Price Drop
  • Great Price - $10,353 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander LE AWD photo
6
Price Drop
2020 Toyota Highlander LE AWD Joliet, IL
Black 3.5L V6 Engine
$21,800 97.9k miles
•••

#6 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $149 Price Drop
  • Great Price - $3,597 Below Market
  • CARFAX: Clean Title
More details
2020 Toyota Highlander XLE AWD photo
7
2020 Toyota Highlander XLE AWD Sturtevant, WI
Silver 3.5L V6 Engine
$27,500 67.8k miles
•••

#7 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,923 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2021 Toyota Highlander XLE AWD photo
8
Price Drop
2021 Toyota Highlander XLE AWD Merrillville, IN
Silver 3.5L V6 Engine
$33,184 41k miles Certified
•••

#8 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $371 Price Drop
  • Good Price - $1,196 Below Market
  • Includes $810 Premium Upgrades
More details
2021 Toyota Highlander Limited AWD photo
9
Price Drop
2021 Toyota Highlander Limited AWD Bartlett, IL
White 3.5L V6 Engine
$34,100 65.2k miles
•••

#9 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $800 Price Drop
  • Good Price - $1,184 Below Market
  • Includes $744 Premium Upgrades
More details
2018 Toyota Highlander Limited Platinum AWD photo
10
Price Drop
2018 Toyota Highlander Limited Platinum AWD Chicago, IL
Blue 3.5L V6 Engine
$27,698 63.2k miles
•••

#10 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $301 Price Drop
  • Good Price - $1,150 Below Market
  • Includes $149 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
11
Price Drop
2019 Toyota Highlander XLE AWD Chicago, IL
Green 3.5L V6 Engine
$28,488 50k miles
•••

#11 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $12 Price Drop
  • Good Price - $1,023 Below Market
  • Includes $380 Premium Upgrades
More details
2021 Toyota Highlander XSE AWD photo
12
2021 Toyota Highlander XSE AWD Glenview, IL
Black 3.5L V6 Engine
$39,995 15k miles
•••

#12 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $1,020 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
13
2018 Toyota Highlander XLE AWD Burlington, WI
White 3.5L V6 Engine
$23,990 88.8k miles
•••

#13 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $835 Below Market
  • Includes $881 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Limited AWD photo
14
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Brookfield, WI
Silver 2.5L I4 Engine
$39,493 49.9k miles
•••

#14 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $407 Price Drop
  • Fair Price - $770 Below Market
  • Includes $1,380 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
15
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Waukegan, IL
Blue 2.5L I4 Engine
$38,999 21.5k miles
•••

#15 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $426 Price Drop
  • Fair Price - $491 Below Market
  • Includes $1,391 Premium Upgrades
More details
2021 Toyota Highlander Limited AWD photo
16
Price Drop
2021 Toyota Highlander Limited AWD West Allis, WI
Black 3.5L V6 Engine
$38,991 26.5k miles
•••

#16 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $999 Price Drop
  • Fair Price - $424 Below Market
  • Includes $840 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
17
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Naperville, IL
Red 2.5L I4 Engine
$38,488 25.3k miles
•••

#17 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $200 Price Drop
  • Fair Price - $381 Below Market
  • Includes $832 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
18
Price Drop
2021 Toyota Highlander XLE AWD Lombard, IL
Black 3.5L V6 Engine
$34,995 45.8k miles
•••

#18 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Fair Price - $511 Above Market
  • Includes $798 Premium Upgrades
More details
2021 Toyota Highlander XLE FWD photo
19
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$25,980 73k miles
•••

#19 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $5,130 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Limited AWD photo
20
Price Drop
2021 Toyota Highlander Limited AWD Elk Grove Village, IL
White 3.5L V6 Engine
$28,945 84.8k miles
•••

#20 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $419 Price Drop
  • Great Price - $3,444 Below Market
  • Includes $690 Premium Upgrades
More details
2020 Toyota Highlander LE AWD photo
21
2020 Toyota Highlander LE AWD Chicago, IL
Black 3.5L V6 Engine
$27,490 57k miles
•••

#21 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,935 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander Limited AWD photo
22
Price Drop
2021 Toyota Highlander Limited AWD Frankfort, IL
Red 3.5L V6 Engine
$33,994 43.1k miles
•••

#22 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $2,359 Price Drop
  • Great Price - $2,623 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
23
2017 Toyota Highlander XLE AWD Chicago, IL
Gray 3.5L V6 Engine
$19,995 92.6k miles
•••

#23 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,443 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander XSE AWD photo
24
Price Drop
2021 Toyota Highlander XSE AWD Milwaukee, WI
Red 3.5L V6 Engine
$31,584 69.1k miles
•••

#24 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $281 Price Drop
  • Great Price - $2,130 Below Market
  • Includes $1,200 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
25
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Elkhart, IN
Blue 2.5L I4 Engine
$29,983 89k miles
•••

#25 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $524 Price Drop
  • Great Price - $2,096 Below Market
  • Includes $730 Premium Upgrades
More details
1-25 of 194 results

2019 Toyota Highlander

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7
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29City MPG
27Hwy MPG
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