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Used Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers, Ranked by CoPilot AI ?

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2023 Toyota Highlander XSE FWD photo
1
Price Drop
2023 Toyota Highlander XSE FWD Fox Lake, IL
$40,225 9.8k miles
•••

#1 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $2,963 Below Market
  • Includes $1,100 Premium Upgrades
See more about this car
2020 Toyota Highlander Limited AWD photo
2
Price Drop
2020 Toyota Highlander Limited AWD Schererville, IN
$37,300 27k miles
•••

#2 2015-2023 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
2022 Toyota Highlander XLE AWD photo
3
Price Drop
2022 Toyota Highlander XLE AWD Chicago, IL
$36,190 29.8k miles
•••

#3 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $2,311 Below Market
  • Includes $1,311 Premium Upgrades
See more about this car
2023 Toyota Highlander Platinum AWD photo
4
Price Drop
2023 Toyota Highlander Platinum AWD Lincolnwood, IL
$44,288 4.6k miles
•••

#4 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $4,324 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander XSE FWD photo
5
2021 Toyota Highlander XSE FWD Elmhurst, IL
$34,449 24.7k miles
•••

#5 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,207 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XLE AWD photo
6
Price Drop
2021 Toyota Highlander XLE AWD Bartlett, IL
$33,790 29.7k miles
•••

#6 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $2,561 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander XLE AWD photo
7
Price Drop
2023 Toyota Highlander XLE AWD Northbrook, IL
$38,490 12.4k miles
•••

#7 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,472 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander XLE AWD photo
8
Price Drop
2019 Toyota Highlander XLE AWD Schererville, IN
$29,200 44.4k miles
•••

#8 2015-2023 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
2021 Toyota Highlander XLE AWD photo
9
2021 Toyota Highlander XLE AWD Sturtevant, WI
$31,455 57.1k miles
•••

#9 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,031 Below Market
  • Includes $789 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander XLE AWD photo
10
Price Drop
2019 Toyota Highlander XLE AWD Morton Grove, IL
$27,247 59.6k miles
•••

#10 2015-2023 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
11
2019 Toyota Highlander Hybrid XLE AWD Northbrook, IL
$30,490 77.8k miles
•••

#11 2015-2023 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
2023 Toyota Highlander L FWD photo
12
2023 Toyota Highlander L FWD Westmont, IL
$30,900 29.5k miles
•••

#12 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $3,462 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2022 Toyota Highlander Hybrid XLE AWD photo
13
Price Drop
2022 Toyota Highlander Hybrid XLE AWD Chicago, IL
$42,590 15.3k miles
•••

#13 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $100 Price Drop
  • Good Price - $2,344 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2022 Toyota Highlander XLE AWD photo
14
2022 Toyota Highlander XLE AWD Chicago, IL
$38,990 19.7k miles
•••

#14 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $2,023 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2017 Toyota Highlander XLE AWD photo
15
Price Drop
2017 Toyota Highlander XLE AWD St. Charles, IL
$20,937 113.5k miles
•••

#15 2015-2023 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
2015 Toyota Highlander Limited AWD photo
16
Price Drop
2015 Toyota Highlander Limited AWD Pontiac, IL
$17,962 141.9k miles
•••

#16 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,522 Below Market
  • CARFAX: 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
2021 Toyota Highlander XSE AWD Milwaukee, WI
$38,659 27.4k miles
•••

#17 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,266 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
18
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$34,990 30.1k miles
•••

#18 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,095 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2018 Toyota Highlander Limited Platinum AWD photo
19
Price Drop
2018 Toyota Highlander Limited Platinum AWD Westmont, IL
$29,210 57.1k miles
•••

#19 2015-2023 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
2023 Toyota Highlander Platinum AWD photo
20
Price Drop
2023 Toyota Highlander Platinum AWD Ottawa, IL
$43,900 18k miles
•••

#20 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Good Price - $2,496 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander Hybrid XLE AWD photo
21
Price Drop
2023 Toyota Highlander Hybrid XLE AWD Milwaukee, WI
$46,745 6k miles
•••

#21 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $244 Price Drop
  • Good Price - $2,370 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2023 Toyota Highlander Platinum FWD photo
22
Price Drop
2023 Toyota Highlander Platinum FWD Fox Lake, IL
$43,225 10.7k miles
•••

#22 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $2,369 Below Market
  • Includes $479 Premium Upgrades
See more about this car
2020 Toyota Highlander Hybrid Platinum AWD photo
23
Price Drop
2020 Toyota Highlander Hybrid Platinum AWD Schererville, IN
$41,500 29.8k miles
•••

#23 2015-2023 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
2022 Toyota Highlander XLE AWD photo
24
2022 Toyota Highlander XLE AWD Benton Harbor, MI
$37,990 11.8k miles
•••

#24 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $2,243 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
25
2021 Toyota Highlander Hybrid XLE AWD Palatine, IL
$36,695 39.1k miles
•••

#25 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,974 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
1-25 of 435 results

2024 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
35 - 35City MPG
35 - 35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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