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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 - $2,941 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid XLE AWD photo
2
2021 Toyota Highlander Hybrid XLE AWD St. Charles, IL
Gray 2.5L I4 Engine
$30,000 87.2k miles Certified
•••

#2 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,056 Below Market
  • Includes $735 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander XLE AWD photo
3
2020 Toyota Highlander XLE AWD Sturtevant, WI
Silver 3.5L V6 Engine
$27,500 67.8k miles
•••

#3 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,898 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2019 Toyota Highlander SE AWD photo
4
2019 Toyota Highlander SE AWD Calumet City, IL
White 3.5L V6 Engine
$23,973 106.9k miles
•••

#4 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,728 Below Market
  • Includes $402 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited AWD photo
5
Price Drop
2018 Toyota Highlander Limited AWD North Riverside, IL
Black 3.5L V6 Engine
$22,777 99.6k miles
•••

#5 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Great Price - $1,711 Below Market
  • Includes $136 Premium Upgrades
More details
2021 Toyota Highlander XSE AWD photo
6
2021 Toyota Highlander XSE AWD Glenview, IL
Black 3.5L V6 Engine
$39,995 15k miles
•••

#6 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,461 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
7
2019 Toyota Highlander XLE AWD Naperville, IL
Red 3.5L V6 Engine
$27,995 46k miles
•••

#7 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,449 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2020 Toyota Highlander Platinum AWD photo
8
Price Drop
2020 Toyota Highlander Platinum AWD Merrillville, IN
Silver 3.5L V6 Engine
$33,990 51.2k miles
•••

#8 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Good Price - $1,375 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
9
2019 Toyota Highlander XLE AWD Streamwood, IL
Black 3.5L V6 Engine
$28,990 46.7k miles
•••

#9 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,221 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2021 Toyota Highlander XLE AWD photo
10
Price Drop
2021 Toyota Highlander XLE AWD Milwaukee, WI
Silver 3.5L V6 Engine
$32,493 45.2k miles
•••

#10 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,212 Below Market
  • Includes $539 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Limited AWD photo
11
Price Drop
2021 Toyota Highlander Limited AWD West Allis, WI
Black 3.5L V6 Engine
$37,992 26.5k miles
•••

#11 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $999 Price Drop
  • Fair Price - $1,136 Below Market
  • Includes $840 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
12
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Glenview, IL
Black 2.5L I4 Engine
$32,488 72.2k miles
•••

#12 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $400 Price Drop
  • Good Price - $1,091 Below Market
  • Includes $774 Premium Upgrades
More details
2021 Toyota Highlander Hybrid Limited AWD photo
13
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Brookfield, WI
Silver 2.5L I4 Engine
$39,493 49.9k miles
•••

#13 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $407 Price Drop
  • Fair Price - $1,076 Below Market
  • Includes $1,390 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
14
Price Drop
2021 Toyota Highlander XLE AWD Lombard, IL
Black 3.5L V6 Engine
$34,995 45.8k miles
•••

#14 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Fair Price - $482 Above Market
  • Includes $799 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
15
2021 Toyota Highlander XLE AWD Schaumburg, IL
Black 3.5L V6 Engine
$34,550 48k miles Certified
•••

#15 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $932 Above Market
  • Includes $794 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE FWD photo
16
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$24,980 73k miles
•••

#16 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $6,244 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 Palos Hills, IL
Black 3.5L V6 Engine
$24,995 103.9k miles
•••

#17 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,298 Below Market
  • Includes $664 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
18
2021 Toyota Highlander Hybrid Platinum AWD Mendota, IL
White 2.5L I4 Engine
$33,744 87.6k miles
•••

#18 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,927 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
19
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD Mishawaka, IN
White 2.5L I4 Engine
$33,985 90.2k miles
•••

#19 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $511 Price Drop
  • Great Price - $2,835 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 Frankfort, IL
Red 3.5L V6 Engine
$33,994 43.1k miles
•••

#20 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $2,359 Price Drop
  • Great Price - $2,745 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
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 - $2,550 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander XLE AWD photo
22
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
White 3.5L V6 Engine
$32,990 34.5k miles
•••

#22 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $2,432 Below Market
  • Includes $825 Premium Upgrades
More details
2019 Toyota Highlander SE AWD photo
23
2019 Toyota Highlander SE AWD Summit, IL
White 3.5L V6 Engine
$21,990 120.1k miles
•••

#23 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,314 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.7 stars
More details
2021 Toyota Highlander Hybrid XLE AWD photo
24
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Elkhart, IN
Blue 2.5L I4 Engine
$29,983 89k miles
•••

#24 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $524 Price Drop
  • Great Price - $2,111 Below Market
  • Includes $730 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
25
Price Drop
2021 Toyota Highlander XLE AWD Bensenville, IL
Black 3.5L V6 Engine
$28,900 59.2k miles
•••

#25 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $400 Price Drop
  • Great Price - $2,104 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
1-25 of 198 results

2019 Toyota Highlander

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