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Used 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 Minooka, IL
White 3.5L V6 Engine
$36,760 26.6k miles
•••

#1 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,031 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
2
Price Drop
2021 Toyota Highlander XSE AWD Lisle, IL
White 3.5L V6 Engine
$35,446 36.5k miles
•••

#2 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $25 Price Drop
  • Great Price - $2,956 Below Market
  • Includes $1,344 Premium Upgrades
More details
2018 Toyota Highlander Limited Platinum AWD photo
3
Price Drop
2018 Toyota Highlander Limited Platinum AWD Westmont, IL
Blue 3.5L V6 Engine
$27,275 72.9k miles
•••

#3 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $275 Price Drop
  • Great Price - $1,932 Below Market
  • Includes $744 Premium Upgrades
More details
2023 Toyota Highlander L AWD photo
4
2023 Toyota Highlander L AWD Crystal Lake, IL
Gray 2.4L I4 Engine
$38,970 9.9k miles
•••

#4 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,686 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2017 Toyota Highlander XLE AWD photo
5
Price Drop
2017 Toyota Highlander XLE AWD Northbrook, IL
Black 3.5L V6 Engine
$23,490 57.6k miles
•••

#5 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $1,566 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2023 Toyota Highlander  FWD photo
6
Price Drop
2023 Toyota Highlander FWD Naperville, IL
Black 2.4L I4 Engine
$36,000 24k miles
•••

#6 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $8,934 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2023 Toyota Highlander  AWD photo
7
Price Drop
2023 Toyota Highlander AWD Fox Lake, IL
Silver 2.4L I4 Engine
$33,332 34.7k miles
•••

#7 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,825 Price Drop
  • Great Price - $4,646 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
8
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD Naperville, IL
Gold 2.5L I4 Engine
$33,577 85.8k miles
•••

#8 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $400 Price Drop
  • Great Price - $3,119 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander LE AWD photo
9
2020 Toyota Highlander LE AWD Joliet, IL
Black 3.5L V6 Engine
$22,000 97.9k miles
•••

#9 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,087 Below Market
  • CARFAX: Clean Title
  • Dealer Rating - 4.7 stars
More details
2018 Toyota Highlander SE AWD photo
10
Price Drop
2018 Toyota Highlander SE AWD Northbrook, IL
Silver 3.5L V6 Engine
$23,995 85.1k miles
•••

#10 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Great Price - $1,736 Below Market
  • Includes $561 Premium Upgrades
More details
2023 Toyota Highlander XLE FWD photo
11
Price Drop
2023 Toyota Highlander XLE FWD Naperville, IL
White 2.4L I4 Engine
$34,687 32k miles
•••

#11 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,613 Price Drop
  • Great Price - $2,969 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
12
Price Drop
2022 Toyota Highlander XLE AWD Melrose Park, IL
Gray 3.5L V6 Engine
$34,500 46.7k miles
•••

#12 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $2,042 Below Market
  • Includes $1,373 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
13
Price Drop
2022 Toyota Highlander XLE AWD Highland, IN
Black 3.5L V6 Engine
$36,912 21.6k miles
•••

#13 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $192 Price Drop
  • Good Price - $1,964 Below Market
  • Includes $559 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
14
Price Drop
2022 Toyota Highlander XLE AWD Milwaukee, WI
White 3.5L V6 Engine
$35,799 32k miles
•••

#14 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $380 Price Drop
  • Good Price - $1,956 Below Market
  • Includes $559 Premium Upgrades
More details
2022 Toyota Highlander XSE AWD photo
15
2022 Toyota Highlander XSE AWD Elmhurst, IL
Red 3.5L V6 Engine
$37,550 44.1k miles
•••

#15 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,745 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XSE AWD photo
16
Price Drop
2022 Toyota Highlander XSE AWD Chicago, IL
Red 3.5L V6 Engine
$40,490 12.5k miles Certified
•••

#16 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,608 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
17
2021 Toyota Highlander XLE AWD Bourbonnais, IL
Red 3.5L V6 Engine
$31,399 60.2k miles Certified
•••

#17 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,560 Below Market
  • Includes $765 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander Limited AWD photo
18
2016 Toyota Highlander Limited AWD Huntley, IL
Gray 3.5L V6 Engine
$22,972 61.8k miles
•••

#18 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,466 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2019 Toyota Highlander LE AWD photo
19
2019 Toyota Highlander LE AWD Libertyville, IL
Black 3.5L V6 Engine
$24,079 69.7k miles
•••

#19 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,245 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander Hybrid Limited AWD photo
20
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Countryside, IL
Black 2.5L I4 Engine
$38,934 38.3k miles
•••

#20 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $490 Price Drop
  • Fair Price - $854 Below Market
  • Includes $839 Premium Upgrades
More details
2022 Toyota Highlander Limited AWD photo
21
2022 Toyota Highlander Limited AWD Lombard, IL
Red 3.5L V6 Engine
$43,995 12.4k miles
•••

#21 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $848 Above Market
  • Includes $840 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander Limited Platinum AWD photo
22
Price Drop
2019 Toyota Highlander Limited Platinum AWD Burns Harbor, IN
Silver 3.5L V6 Engine
$31,299 69.7k miles
•••

#22 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $200 Price Drop
  • Fair Price - $869 Above Market
  • Includes $762 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
23
Price Drop
2022 Toyota Highlander XLE AWD Lincolnwood, IL
3.5L V6 Engine
$34,250 37.7k miles
•••

#23 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $250 Price Drop
  • Great Price - $6,123 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 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $5,168 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited AWD photo
25
Price Drop
2018 Toyota Highlander Limited AWD Michigan City, IN
Silver 3.5L V6 Engine
$25,977 80.8k miles
•••

#25 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $3,386 Below Market
  • Includes $146 Premium Upgrades
More details
1-25 of 393 results

2024 Toyota Highlander

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