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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 XLE AWD photo
1
2022 Toyota Highlander XLE AWD Tinley Park, IL
Gray 3.5L V6 Engine
$39,999 17.8k miles
•••

#1 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $10,795 Below Market
  • Includes $559 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
2
Price Drop
2022 Toyota Highlander XLE AWD Melrose Park, IL
Gray 3.5L V6 Engine
$34,000 46.7k miles
•••

#2 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,966 Below Market
  • Includes $1,389 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
3
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
Gray 3.5L V6 Engine
$31,490 52.7k miles
•••

#3 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,377 Below Market
  • Includes $781 Premium Upgrades
More details
2020 Toyota Highlander LE AWD photo
4
Price Drop
2020 Toyota Highlander LE AWD Joliet, IL
Black 3.5L V6 Engine
$21,800 97.9k miles
•••

#4 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $149 Price Drop
  • Great Price - $3,259 Below Market
  • CARFAX: Clean Title
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
5
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD North Aurora, IL
Gray 2.5L I4 Engine
$36,726 69.1k miles
•••

#5 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $263 Price Drop
  • Great Price - $2,603 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
6
Price Drop
2022 Toyota Highlander XLE AWD Milwaukee, WI
Gray 3.5L V6 Engine
$38,798 10.9k miles
•••

#6 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $166 Price Drop
  • Good Price - $2,068 Below Market
  • Includes $559 Premium Upgrades
More details
2022 Toyota Highlander Platinum AWD photo
7
2022 Toyota Highlander Platinum AWD Oak Lawn, IL
Red 3.5L V6 Engine
$41,995 24.6k miles
•••

#7 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,954 Below Market
  • Includes $479 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
8
Price Drop
2021 Toyota Highlander XLE AWD Elgin, IL
Gray 3.5L V6 Engine
$31,000 49.2k miles
•••

#8 2020-2022 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
2022 Toyota Highlander XSE AWD photo
9
Price Drop
2022 Toyota Highlander XSE AWD Milwaukee, WI
Blue 3.5L V6 Engine
$36,980 40.1k miles
•••

#9 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $570 Price Drop
  • Good Price - $1,908 Below Market
  • Includes $1,903 Premium Upgrades
More details
2022 Toyota Highlander L FWD photo
10
2022 Toyota Highlander L FWD Milwaukee, WI
White 3.5L V6 Engine
$30,500 35.5k miles
•••

#10 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,549 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2021 Toyota Highlander XLE AWD photo
11
Price Drop
2021 Toyota Highlander XLE AWD Mt Pleasant, WI
Red 3.5L V6 Engine
$33,490 41k miles Certified
•••

#11 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,264 Below Market
  • Includes $466 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
12
Price Drop
2022 Toyota Highlander XLE AWD Aurora, IL
Silver 3.5L V6 Engine
$35,495 32k miles
•••

#12 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,238 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
13
2021 Toyota Highlander XSE AWD Glenview, IL
Black 3.5L V6 Engine
$39,995 15k miles
•••

#13 2020-2022 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
2022 Toyota Highlander XLE AWD photo
14
2022 Toyota Highlander XLE AWD Calumet City, IL
Red 3.5L V6 Engine
$35,973 36.7k miles Certified
•••

#14 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $903 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
15
Price Drop
2021 Toyota Highlander XLE AWD Merrillville, IN
Silver 3.5L V6 Engine
$33,555 41k miles Certified
•••

#15 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $269 Price Drop
  • Fair Price - $803 Below Market
  • Includes $810 Premium Upgrades
More details
2022 Toyota Highlander Limited AWD photo
16
2022 Toyota Highlander Limited AWD Bourbonnais, IL
Red 3.5L V6 Engine
$41,432 17.5k miles Certified
•••

#16 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $656 Below Market
  • Includes $840 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid XLE AWD photo
17
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Waukegan, IL
Blue 2.5L I4 Engine
$38,999 21.5k miles
•••

#17 2020-2022 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 Limited AWD photo
18
Price Drop
2021 Toyota Highlander Limited AWD West Allis, WI
Black 3.5L V6 Engine
$39,990 26.5k miles
•••

#18 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,005 Price Drop
  • Fair Price - $434 Below Market
  • Includes $840 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
19
2022 Toyota Highlander XLE AWD West Allis, WI
Blue 3.5L V6 Engine
$38,995 12.9k miles
•••

#19 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $143 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
20
2022 Toyota Highlander XLE AWD Elkhart, IN
Black 3.5L V6 Engine
$36,923 31.2k miles
•••

#20 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $40 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid XLE AWD photo
21
2021 Toyota Highlander Hybrid XLE AWD Naperville, IL
Red 2.5L I4 Engine
$38,988 25.3k miles
•••

#21 2020-2022 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 XLE AWD photo
22
Price Drop
2021 Toyota Highlander XLE AWD Lombard, IL
Black 3.5L V6 Engine
$34,995 45.8k miles
•••

#22 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Fair Price - $533 Above Market
  • Includes $798 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
23
Price Drop
2022 Toyota Highlander XLE AWD Lincolnwood, IL
3.5L V6 Engine
$32,850 37.7k miles
•••

#23 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $550 Price Drop
  • Great Price - $7,781 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE FWD photo
24
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$25,980 73k miles
•••

#24 2020-2022 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 Hybrid LE AWD photo
25
2021 Toyota Highlander Hybrid LE AWD Calumet City, IL
Black 2.5L I4 Engine
$24,997 89.7k miles
•••

#25 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,623 Below Market
  • CARFAX: Clean Title
  • Dealer Rating - 4.6 stars
More details
1-25 of 177 results

2021 Toyota Highlander

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