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Used 2018 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers, Ranked by CoPilot AI ?

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2020 Toyota Highlander Limited AWD photo
1
Price Drop
2020 Toyota Highlander Limited AWD Schererville, IN
$37,300 27k miles
•••

#1 2016-2020 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $700 Price Drop
  • Great Price - $2,402 Below Market
  • Includes $1,319 Premium Upgrades
See more about this car
2019 Toyota Highlander XLE AWD photo
2
Price Drop
2019 Toyota Highlander XLE AWD Schererville, IN
$29,200 44.4k miles
•••

#2 2016-2020 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $700 Price Drop
  • Great Price - $2,188 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2019 Toyota Highlander XLE AWD photo
3
Price Drop
2019 Toyota Highlander XLE AWD Morton Grove, IL
$27,247 59.6k miles
•••

#3 2016-2020 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $53 Price Drop
  • Great Price - $1,808 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander Hybrid XLE AWD photo
4
2019 Toyota Highlander Hybrid XLE AWD Northbrook, IL
$30,490 77.8k miles
•••

#4 2016-2020 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $3,573 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Average Mileage
See more about this car
2017 Toyota Highlander XLE AWD photo
5
Price Drop
2017 Toyota Highlander XLE AWD St. Charles, IL
$20,937 113.5k miles
•••

#5 2016-2020 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $58 Price Drop
  • Great Price - $1,612 Below Market
  • Includes $123 Premium Upgrades
See more about this car
2018 Toyota Highlander Limited Platinum AWD photo
6
Price Drop
2018 Toyota Highlander Limited Platinum AWD Westmont, IL
$29,210 57.1k miles
•••

#6 2016-2020 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $565 Price Drop
  • Good Price - $904 Below Market
  • Includes $661 Premium Upgrades
See more about this car
2020 Toyota Highlander Hybrid Platinum AWD photo
7
Price Drop
2020 Toyota Highlander Hybrid Platinum AWD Schererville, IN
$41,500 29.8k miles
•••

#7 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $200 Price Drop
  • Good Price - $2,344 Below Market
  • Includes $429 Premium Upgrades
See more about this car
2020 Toyota Highlander XLE AWD photo
8
Price Drop
2020 Toyota Highlander XLE AWD Chicago, IL
$30,715 47k miles
•••

#8 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,851 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Very High
See more about this car
2018 Toyota Highlander Hybrid Limited Platinum AWD photo
9
Price Drop
2018 Toyota Highlander Hybrid Limited Platinum AWD Merrillville, IN
$32,988 45.9k miles
•••

#9 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $512 Price Drop
  • Good Price - $1,503 Below Market
  • Includes $172 Premium Upgrades
See more about this car
2020 Toyota Highlander Limited AWD photo
10
Price Drop
2020 Toyota Highlander Limited AWD Naperville, IL
$33,379 60.4k miles
•••

#10 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $11,120 Price Drop
  • Good Price - $1,494 Below Market
  • Includes $760 Premium Upgrades
See more about this car
2020 Toyota Highlander XLE AWD photo
11
2020 Toyota Highlander XLE AWD Chicago, IL
$32,768 38.9k miles
•••

#11 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,286 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2020 Toyota Highlander Limited AWD photo
12
2020 Toyota Highlander Limited AWD Elmhurst, IL
$36,888 46k miles Certified
•••

#12 2016-2020 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $278 Above Market
  • Includes $799 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2019 Toyota Highlander Limited Platinum AWD photo
13
Price Drop
2019 Toyota Highlander Limited Platinum AWD Brookfield, WI
$28,000 64.6k miles
•••

#13 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $3,739 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander XLE AWD photo
14
2019 Toyota Highlander XLE AWD Stone Park, IL
$27,950 44.5k miles
•••

#14 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,497 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2020 Toyota Highlander XLE AWD photo
15
Price Drop
2020 Toyota Highlander XLE AWD Milwaukee, WI
$31,898 39k miles
•••

#15 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $327 Price Drop
  • Great Price - $2,127 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2017 Toyota Highlander Limited AWD photo
16
Price Drop
2017 Toyota Highlander Limited AWD Arlington Heights, IL
$23,350 82.5k miles
•••

#16 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $150 Price Drop
  • Great Price - $2,123 Below Market
  • Includes $145 Premium Upgrades
See more about this car
2019 Toyota Highlander SE AWD photo
17
2019 Toyota Highlander SE AWD Lisle, IL
$24,997 88.9k miles
•••

#17 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,627 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - High
See more about this car
2019 Toyota Highlander XLE AWD photo
18
Price Drop
2019 Toyota Highlander XLE AWD Ottawa, IL
$30,400 41.8k miles
•••

#18 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Good Price - $1,580 Below Market
  • Includes $946 Premium Upgrades
See more about this car
2016 Toyota Highlander XLE AWD photo
19
Price Drop
2016 Toyota Highlander XLE AWD Mishawaka, IN
$18,631 123k miles
•••

#19 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,369 Price Drop
  • Great Price - $1,530 Below Market
  • Includes $391 Premium Upgrades
See more about this car
2017 Toyota Highlander Limited AWD photo
20
2017 Toyota Highlander Limited AWD Streamwood, IL
$23,990 93k miles
•••

#20 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,406 Below Market
  • Includes $454 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander XLE AWD photo
21
Price Drop
2019 Toyota Highlander XLE AWD Lisle, IL
$27,380 67.7k miles
•••

#21 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $20 Price Drop
  • Good Price - $1,372 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander Hybrid XLE AWD photo
22
Price Drop
2019 Toyota Highlander Hybrid XLE AWD Portage, IN
$30,477 73.6k miles
•••

#22 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Good Price - $1,342 Below Market
  • Includes $190 Premium Upgrades
See more about this car
2016 Toyota Highlander XLE AWD photo
23
Price Drop
2016 Toyota Highlander XLE AWD Racine, WI
$18,999 120.7k miles
•••

#23 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Good Price - $1,127 Below Market
  • Includes $140 Premium Upgrades
See more about this car
2016 Toyota Highlander Limited AWD photo
24
Price Drop
2016 Toyota Highlander Limited AWD Schererville, IN
$22,500 94.3k miles
•••

#24 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Good Price - $1,111 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander LE AWD photo
25
Price Drop
2019 Toyota Highlander LE AWD Morton Grove, IL
$24,645 66.7k miles
•••

#25 2016-2020 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $45 Price Drop
  • Good Price - $895 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 147 results

2018 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
20 - 20City MPG
27 - 27Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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