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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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2021 Toyota Highlander XSE AWD photo
1
Price Drop
2021 Toyota Highlander XSE AWD Milwaukee, WI
$36,490 27.4k miles
•••

#1 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $501 Price Drop
  • Great Price - $3,181 Below Market
  • Includes $1,903 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
2
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$33,490 30.1k miles
•••

#2 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,718 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XSE FWD photo
3
2021 Toyota Highlander XSE FWD Elmhurst, IL
$34,449 24.7k miles
•••

#3 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,396 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2023 Toyota Highlander L AWD photo
4
2023 Toyota Highlander L AWD Gurnee, IL
$35,500 14.8k miles
•••

#4 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,250 Below Market
  • CARFAX: One Owner, Clean Title
  • Very Low Mileage
See more about this car
2023 Toyota Highlander XLE AWD photo
5
Price Drop
2023 Toyota Highlander XLE AWD Northbrook, IL
$37,990 14.2k miles
•••

#5 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,748 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander XLE AWD photo
6
Price Drop
2023 Toyota Highlander XLE AWD Naperville, IL
$38,398 13.6k miles
•••

#6 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $130 Price Drop
  • Great Price - $2,715 Below Market
  • Includes $588 Premium Upgrades
See more about this car
2017 Toyota Highlander Limited Platinum AWD photo
7
Price Drop
2017 Toyota Highlander Limited Platinum AWD Lincolnwood, IL
$27,288 42.9k miles
•••

#7 2015-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $2,534 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2019 Toyota Highlander Hybrid XLE AWD photo
8
Price Drop
2019 Toyota Highlander Hybrid XLE AWD Northbrook, IL
$28,990 77.8k miles
•••

#8 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $3,775 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
9
Price Drop
2021 Toyota Highlander XLE AWD South Bend, IN
$33,006 49k miles
•••

#9 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $425 Price Drop
  • Great Price - $2,635 Below Market
  • Includes $820 Premium Upgrades
See more about this car
2021 Toyota Highlander Limited FWD photo
10
Price Drop
2021 Toyota Highlander Limited FWD Milwaukee, WI
$37,057 19.8k miles
•••

#10 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $909 Price Drop
  • Good Price - $2,304 Below Market
  • Includes $1,054 Premium Upgrades
See more about this car
2019 Toyota Highlander XLE AWD photo
11
Price Drop
2019 Toyota Highlander XLE AWD Lisle, IL
$26,998 67.7k miles
•••

#11 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $382 Price Drop
  • Great Price - $2,191 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
12
Price Drop
2021 Toyota Highlander XLE AWD Chicago, IL
$35,732 23.1k miles
•••

#12 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $42 Price Drop
  • Good Price - $2,072 Below Market
  • Includes $1,311 Premium Upgrades
See more about this car
2015 Toyota Highlander Limited Platinum AWD photo
13
2015 Toyota Highlander Limited Platinum AWD North Aurora, IL
$14,999 165.7k miles
•••

#13 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,879 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
14
2021 Toyota Highlander XLE AWD Bartlett, IL
$35,490 28.2k miles
•••

#14 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,751 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XSE AWD photo
15
Price Drop
2021 Toyota Highlander XSE AWD Brookfield, WI
$36,500 38.3k miles
•••

#15 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,702 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2015 Toyota Highlander Limited AWD photo
16
Price Drop
2015 Toyota Highlander Limited AWD Libertyville, IL
$20,395 105.6k miles
•••

#16 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $300 Price Drop
  • Great Price - $1,434 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
17
Price Drop
2021 Toyota Highlander XLE AWD Brookfield, WI
$35,167 35k miles
•••

#17 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $280 Price Drop
  • Good Price - $1,236 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
18
2021 Toyota Highlander XLE AWD Romeoville, IL
$35,000 28.4k miles
•••

#18 2015-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,124 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander Platinum FWD photo
19
2023 Toyota Highlander Platinum FWD Fox Lake, IL
$43,999 10.7k miles
•••

#19 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $2,458 Below Market
  • Includes $479 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2023 Toyota Highlander Hybrid XLE AWD photo
20
Price Drop
2023 Toyota Highlander Hybrid XLE AWD Benton Harbor, MI
$42,990 15.3k miles
•••

#20 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,000 Price Drop
  • Good Price - $2,387 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
21
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Palatine, IL
$36,488 39.1k miles
•••

#21 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $207 Price Drop
  • Good Price - $2,268 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
22
Price Drop
2021 Toyota Highlander XLE AWD Mishawaka, IN
$33,597 29.7k miles
•••

#22 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $401 Price Drop
  • Good Price - $2,134 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander LE AWD photo
23
Price Drop
2023 Toyota Highlander LE AWD Bartlett, IL
$32,290 16.4k miles
•••

#23 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $200 Price Drop
  • Good Price - $1,976 Below Market
  • CARFAX: One Owner, Clean Title
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 - $1,943 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
25
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Palatine, IL
$35,965 49.1k miles
•••

#25 2015-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,877 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
1-25 of 522 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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