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Used 2020 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers, Ranked by CoPilot AI ?

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2021 Toyota Highlander XSE AWD photo
1
Price Drop
Toyota Highlander XSE AWD Lincolnwood, IL
$36,388 18.5k miles
•••

#1 2019-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $3,063 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2021 Toyota Highlander XSE FWD photo
2
Price Drop
Toyota Highlander XSE FWD Elmhurst, IL
$33,051 24.7k miles
•••

#2 2019-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $355 Price Drop
  • Great Price - $5,242 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
3
Price Drop
Toyota Highlander XLE AWD Northbrook, IL
$32,990 37.7k miles
•••

#3 2019-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,647 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander LE AWD photo
4
Price Drop
Toyota Highlander LE AWD Oak Lawn, IL
$29,500 35.7k miles
•••

#4 2019-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $400 Price Drop
  • Great Price - $2,063 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander Hybrid Platinum AWD photo
5
Price Drop
Toyota Highlander Hybrid Platinum AWD Palatine, IL
$36,526 58k miles
•••

#5 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $5,084 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2019 Toyota Highlander Hybrid XLE AWD photo
6
Price Drop
Toyota Highlander Hybrid XLE AWD Northbrook, IL
$28,490 77.8k miles
•••

#6 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $498 Price Drop
  • Great Price - $4,234 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Toyota Highlander L AWD photo
7
Price Drop
Toyota Highlander L AWD Milwaukee, WI
$25,650 80k miles
•••

#7 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $450 Price Drop
  • Great Price - $3,320 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander XLE FWD photo
8
Price Drop
Toyota Highlander XLE FWD Glencoe, IL
$24,591 82.3k miles
•••

#8 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,870 Below Market
  • Includes $511 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
9
Toyota Highlander XLE AWD South Bend, IN
$33,332 49k miles
•••

#9 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,183 Below Market
  • Includes $817 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2019 Toyota Highlander XLE AWD photo
10
Price Drop
Toyota Highlander XLE AWD Michigan City, IN
$24,955 92.1k miles
•••

#10 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1 Price Drop
  • Great Price - $1,918 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
11
Price Drop
Toyota Highlander XLE AWD Mt Pleasant, WI
$34,597 32.8k miles
•••

#11 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $393 Price Drop
  • Good Price - $1,885 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
12
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$35,490 30.3k miles
•••

#12 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,399 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
13
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$34,490 38.1k miles
•••

#13 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $501 Price Drop
  • Good Price - $1,377 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
14
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$34,500 36.2k miles
•••

#14 2019-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $491 Price Drop
  • Good Price - $1,302 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
15
Price Drop
Toyota Highlander XLE AWD Chicago, IL
$34,790 27.8k miles
•••

#15 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,767 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Toyota Highlander XLE AWD photo
16
Price Drop
Toyota Highlander XLE AWD Chicago, IL
$30,715 47.1k miles
•••

#16 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,677 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Very High
See more about this car
2021 Toyota Highlander XSE AWD photo
17
Price Drop
Toyota Highlander XSE AWD Palatine, IL
$34,994 46.9k miles
•••

#17 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2 Price Drop
  • Good Price - $1,670 Below Market
  • Includes $1,330 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
18
Toyota Highlander XLE AWD Greenfield, WI
$33,875 45.6k miles
•••

#18 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,640 Below Market
  • Includes $1,376 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander Hybrid XLE AWD photo
19
Price Drop
Toyota Highlander Hybrid XLE AWD Merrillville, IN
$31,500 56.1k miles Certified
•••

#19 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $250 Price Drop
  • Good Price - $1,624 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
20
Toyota Highlander XLE AWD Northbrook, IL
$34,490 27.1k miles
•••

#20 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,605 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2019 Toyota Highlander LE Plus AWD photo
21
Toyota Highlander LE Plus AWD Milwaukee, WI
$29,077 24.7k miles
•••

#21 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,541 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2020 Toyota Highlander L AWD photo
22
Price Drop
Toyota Highlander L AWD Libertyville, IL
$28,399 32.4k miles
•••

#22 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,661 Price Drop
  • Good Price - $1,499 Below Market
  • Includes $460 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
23
Toyota Highlander XLE AWD Bartlett, IL
$34,590 41k miles
•••

#23 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,387 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2020 Toyota Highlander LE AWD photo
24
Price Drop
Toyota Highlander LE AWD Fox Lake, IL
$30,000 19.5k miles
•••

#24 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $253 Price Drop
  • Good Price - $1,346 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
25
Price Drop
Toyota Highlander XLE AWD Calumet City, IL
$35,273 23.3k miles
•••

#25 2019-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,311 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 320 results

2020 Toyota Highlander

Mid-size Crossover
Seats
7
Fuel Economy
36 - 36City MPG
35 - 35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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