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Used 2022 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 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $200 Price Drop
  • Great Price - $3,180 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2022 Toyota Highlander XSE AWD photo
2
Toyota Highlander XSE AWD Milwaukee, WI
$39,879 20.4k miles Certified
•••

#2 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,654 Below Market
  • Includes $1,344 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
3
Toyota Highlander XLE AWD Lincolnwood, IL
$35,402 23.1k miles
•••

#3 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,466 Below Market
  • Includes $1,311 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander Platinum FWD photo
4
Toyota Highlander Platinum FWD Palatine, IL
$38,165 6.8k miles
•••

#4 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $7,622 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XSE FWD photo
5
Price Drop
Toyota Highlander XSE FWD Elmhurst, IL
$33,051 24.7k miles
•••

#5 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $355 Price Drop
  • Great Price - $5,602 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander L AWD photo
6
Price Drop
Toyota Highlander L AWD Gurnee, IL
$35,000 14.8k miles
•••

#6 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $3,739 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2023 Toyota Highlander Platinum FWD photo
7
Price Drop
Toyota Highlander Platinum FWD Fox Lake, IL
$43,099 10.7k miles
•••

#7 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $609 Price Drop
  • Great Price - $3,399 Below Market
  • Includes $479 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
8
Price Drop
Toyota Highlander XLE AWD Northbrook, IL
$32,490 37.7k miles
•••

#8 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $3,137 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2022 Toyota Highlander XLE AWD photo
9
Price Drop
Toyota Highlander XLE AWD Naperville, IL
$34,998 37.3k miles
•••

#9 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $600 Price Drop
  • Great Price - $2,711 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2023 Toyota Highlander L AWD photo
10
Price Drop
Toyota Highlander L AWD Westmont, IL
$32,600 33.2k miles
•••

#10 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,470 Price Drop
  • Great Price - $4,953 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander XLE AWD photo
11
Toyota Highlander XLE AWD South Bend, IN
$33,332 49k miles
•••

#11 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,163 Below Market
  • Includes $817 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2023 Toyota Highlander Platinum AWD photo
12
Price Drop
Toyota Highlander Platinum AWD Schaumburg, IL
$47,888 9.1k miles
•••

#12 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $400 Price Drop
  • Good Price - $2,020 Below Market
  • Includes $1,086 Premium Upgrades
See more about this car
2023 Toyota Highlander XSE FWD photo
13
Price Drop
Toyota Highlander XSE FWD Fox Lake, IL
$42,192 11.7k miles Certified
•••

#13 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $798 Price Drop
  • Good Price - $1,929 Below Market
  • Includes $1,100 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
14
Price Drop
Toyota Highlander XLE AWD Mt Pleasant, WI
$34,597 32.8k miles
•••

#14 2021-2023 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
15
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$33,991 38.5k miles
•••

#15 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $999 Price Drop
  • Good Price - $1,473 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
16
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$35,490 30.3k miles Certified
•••

#16 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,373 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
17
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$34,490 38.1k miles
•••

#17 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $501 Price Drop
  • Good Price - $1,347 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
18
Price Drop
Toyota Highlander XLE AWD West Allis, WI
$34,500 36.2k miles
•••

#18 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $491 Price Drop
  • Good Price - $1,274 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander Limited AWD photo
19
Price Drop
Toyota Highlander Limited AWD West Allis, WI
$37,490 38k miles
•••

#19 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $498 Price Drop
  • Good Price - $1,198 Below Market
  • Includes $830 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
20
Toyota Highlander XLE AWD Lincolnwood, IL
$34,902 39.8k miles
•••

#20 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,173 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 Limited AWD photo
21
Price Drop
Toyota Highlander Limited AWD Merrillville, IN
$43,488 5.5k miles Certified
•••

#21 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $12 Price Drop
  • Good Price - $2,743 Below Market
  • Includes $680 Premium Upgrades
See more about this car
2023 Toyota Highlander Hybrid LE AWD photo
22
Price Drop
Toyota Highlander Hybrid LE AWD Chicago, IL
$40,890 17.6k miles
•••

#22 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $2,312 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2022 Toyota Highlander Platinum AWD photo
23
Price Drop
Toyota Highlander Platinum AWD Northbrook, IL
$41,990 26.8k miles
•••

#23 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $2,225 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
24
Price Drop
Toyota Highlander XLE AWD Northbrook, IL
$33,990 27.1k miles
•••

#24 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $2,104 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
25
Price Drop
Toyota Highlander Hybrid XLE AWD Benton Harbor, MI
$42,990 15.3k miles
•••

#25 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,000 Price Drop
  • Good Price - $2,094 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
1-25 of 364 results

2022 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
36 - 36City MPG
35 - 35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

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