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Used Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2023 Toyota Highlander XLE AWD photo
1
2023 Toyota Highlander XLE AWD Chicago, IL
Red 2.4L I4 Engine
$39,490 14k miles Certified
•••

#1 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,266 Below Market
  • Includes $1,067 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
2
2022 Toyota Highlander XLE AWD Chicago, IL
Silver 3.5L V6 Engine
$36,495 21.9k miles
•••

#2 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,324 Below Market
  • Includes $559 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander Hybrid XLE AWD photo
3
Price Drop
2022 Toyota Highlander Hybrid XLE AWD Milwaukee, WI
White 2.5L I4 Engine
$39,976 25.6k miles
•••

#3 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $1,723 Price Drop
  • Great Price - $3,202 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Toyota Highlander Limited AWD photo
4
2023 Toyota Highlander Limited AWD Orland Park, IL
White 2.4L I4 Engine
$42,990 9.1k miles
•••

#4 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,192 Below Market
  • Includes $1,159 Premium Upgrades
  • CARFAX: Clean Title
More details
2023 Toyota Highlander L AWD photo
5
2023 Toyota Highlander L AWD Crystal Lake, IL
Gray 2.4L I4 Engine
$38,970 9.9k miles
•••

#5 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,887 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2022 Toyota Highlander XLE AWD photo
6
Price Drop
2022 Toyota Highlander XLE AWD Mishawaka, IN
Gray 3.5L V6 Engine
$34,212 42.1k miles
•••

#6 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $396 Price Drop
  • Great Price - $2,864 Below Market
  • Includes $832 Premium Upgrades
More details
2022 Toyota Highlander Platinum AWD photo
7
2022 Toyota Highlander Platinum AWD Northbrook, IL
White 3.5L V6 Engine
$42,990 20.5k miles
•••

#7 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,841 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2023 Toyota Highlander XSE AWD photo
8
Price Drop
2023 Toyota Highlander XSE AWD Evanston, IL
Black 2.4L I4 Engine
$41,195 17.3k miles
•••

#8 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $468 Price Drop
  • Great Price - $2,641 Below Market
  • Includes $1,100 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
9
2022 Toyota Highlander XLE AWD Chicago, IL
Black 3.5L V6 Engine
$36,495 23.1k miles
•••

#9 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,574 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2020 Toyota Highlander LE FWD photo
10
2020 Toyota Highlander LE FWD Mishawaka, IN
White 3.5L V6 Engine
$25,844 51.3k miles
•••

#10 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $6,000 Below Market
  • Includes $483 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander LE FWD photo
11
Price Drop
2019 Toyota Highlander LE FWD Kenosha, WI
Gray 3.5L V6 Engine
$23,185 67.6k miles
•••

#11 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,492 Price Drop
  • Great Price - $3,064 Below Market
  • Includes $348 Premium Upgrades
More details
2016 Toyota Highlander Limited AWD photo
12
Price Drop
2016 Toyota Highlander Limited AWD Naperville, IL
Red 3.5L V6 Engine
$15,977 134.3k miles
•••

#12 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $600 Price Drop
  • Great Price - $3,029 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
13
Price Drop
2022 Toyota Highlander XLE AWD Schererville, IN
Gray 3.5L V6 Engine
$33,000 45.7k miles Certified
•••

#13 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $300 Price Drop
  • Great Price - $3,026 Below Market
  • CARFAX: One Owner, Clean Title
More details
2023 Toyota Highlander L AWD photo
14
Price Drop
2023 Toyota Highlander L AWD Streamwood, IL
Silver 2.4L I4 Engine
$34,490 28.8k miles
•••

#14 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $300 Price Drop
  • Great Price - $2,972 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE AWD photo
15
Price Drop
2021 Toyota Highlander XLE AWD Berwyn, IL
Gold 3.5L V6 Engine
$28,750 68.3k miles
•••

#15 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Great Price - $2,377 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Toyota Highlander  AWD photo
16
Price Drop
2023 Toyota Highlander AWD Fox Lake, IL
Silver 2.4L I4 Engine
$35,498 34.7k miles
•••

#16 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1 Price Drop
  • Great Price - $2,371 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE AWD photo
17
Price Drop
2021 Toyota Highlander XLE AWD Bourbonnais, IL
Red 3.5L V6 Engine
$30,998 60.2k miles Certified
•••

#17 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $2,127 Below Market
  • Includes $769 Premium Upgrades
More details
2020 Toyota Highlander XLE AWD photo
18
2020 Toyota Highlander XLE AWD Bourbonnais, IL
Red 3.5L V6 Engine
$26,895 81k miles
•••

#18 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,063 Below Market
  • Includes $452 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2023 Toyota Highlander LE FWD photo
19
Price Drop
2023 Toyota Highlander LE FWD Streamwood, IL
Silver 2.4L I4 Engine
$28,990 35.6k miles
•••

#19 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $300 Price Drop
  • Great Price - $2,007 Below Market
  • CARFAX: One Owner, Clean Title
More details
2015 Toyota Highlander Limited AWD photo
20
Price Drop
2015 Toyota Highlander Limited AWD Mt Pleasant, WI
Silver 3.5L V6 Engine
$16,490 147.3k miles
•••

#20 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $1,969 Below Market
  • Includes $297 Premium Upgrades
More details
2023 Toyota Highlander XSE AWD photo
21
Price Drop
2023 Toyota Highlander XSE AWD Chicago, IL
Black 2.4L I4 Engine
$41,990 11.1k miles
•••

#21 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Good Price - $1,656 Below Market
  • Includes $1,100 Premium Upgrades
More details
2023 Toyota Highlander XSE AWD photo
22
Price Drop
2023 Toyota Highlander XSE AWD Elkhart, IN
Silver 2.4L I4 Engine
$42,690 6.8k miles Certified
•••

#22 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,625 Below Market
  • Includes $1,100 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
23
Price Drop
2021 Toyota Highlander XLE AWD Libertyville, IL
Silver 3.5L V6 Engine
$34,795 25.6k miles Certified
•••

#23 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $200 Price Drop
  • Good Price - $1,612 Below Market
  • Includes $832 Premium Upgrades
More details
2021 Toyota Highlander XLE FWD photo
24
2021 Toyota Highlander XLE FWD Elmhurst, IL
Gray 3.5L V6 Engine
$31,000 31.5k miles
•••

#24 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,503 Below Market
  • Includes $1,495 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
25
Price Drop
2021 Toyota Highlander XSE AWD Lisle, IL
White 3.5L V6 Engine
$35,471 36.5k miles
•••

#25 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $150 Price Drop
  • Good Price - $1,458 Below Market
  • Includes $1,309 Premium Upgrades
More details
1-25 of 418 results

2024 Toyota Highlander

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