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Used 2022 Toyota Highlander for Sale in Chicago, IL

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Top Ranked Used 2020-2022 Toyota Highlanders near Chicago

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2022 Toyota Highlander XLE AWD photo
1

2022 Toyota Highlander XLE AWD Northfield, IL

$41,991 13.5k miles

#1 2020-2022 Toyota Highlander

It’s anA+” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.7 stars
  • Very Low Mileage
  • Includes $832 Premium Upgrades
See more about this car
2022 Toyota Highlander LE AWD photo
2
Price Drop

2022 Toyota Highlander LE AWD Chicago, IL

$37,953 10.8k miles

#2 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2020 Toyota Highlander Hybrid XLE AWD photo
3
Price Drop

2020 Toyota Highlander Hybrid XLE AWD South Bend, IN

$37,341 37.7k miles

#3 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
  • Great Price - $3,862 Below Market
See more about this car
2022 Toyota Highlander XLE AWD photo
4
Price Drop

2022 Toyota Highlander XLE AWD Schererville, IN

$40,500 16.5k miles

#4 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Very High
  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XLE AWD photo
5
Price Drop

2021 Toyota Highlander XLE AWD Milwaukee, WI

$39,400 31.1k miles

#5 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
  • Below Average Mileage
See more about this car
2022 Toyota Highlander LE AWD photo
6

2022 Toyota Highlander LE AWD West Allis, WI

$38,995 10.2k miles

#6 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
See more about this car
2020 Toyota Highlander Limited AWD photo
7
Price Drop

2020 Toyota Highlander Limited AWD Schererville, IN

$36,000 70k miles

#7 2020-2022 Toyota Highlander

It’s anA+” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title
  • Dealer Rating - 4.6 stars
  • Includes $840 Premium Upgrades
See more about this car
2022 Toyota Highlander LE AWD photo
8
Price Drop

2022 Toyota Highlander LE AWD Westmont, IL

$35,999 20.3k miles

#8 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Below Average Mileage
See more about this car
2021 Toyota Highlander XSE AWD photo
9
Price Drop

2021 Toyota Highlander XSE AWD Midlothian, IL

$42,990 13.3k miles

#9 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title
  • Dealer Rating - 4.0 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander L AWD photo
10
Price Drop

2021 Toyota Highlander L AWD Milwaukee, WI

$33,842 34.1k miles

#10 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Average Mileage
See more about this car
2022 Toyota Highlander Limited AWD photo
11
Price Drop

2022 Toyota Highlander Limited AWD Naperville, IL

$45,898 9.6k miles

#11 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.8 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
12

2021 Toyota Highlander Hybrid XLE AWD Benton Harbor, MI

$43,990 26.1k miles

#12 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.1 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XLE AWD photo
13
Price Drop

2021 Toyota Highlander XLE AWD Naperville, IL

$42,498 10.1k miles

#13 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XSE AWD photo
14
Price Drop

2021 Toyota Highlander XSE AWD Naperville, IL

$42,744 19.7k miles

#14 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.5 stars
  • Very Low Mileage
See more about this car
2022 Toyota Highlander XLE AWD photo
15
Price Drop

2022 Toyota Highlander XLE AWD Naperville, IL

$43,598 10.6k miles

#15 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title
  • Dealer Rating - 4.8 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XLE AWD photo
16
Price Drop

2021 Toyota Highlander XLE AWD Milwaukee, WI

$40,402 29.1k miles

#16 2020-2022 Toyota Highlander

It’s anA” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Below Average Mileage
See more about this car
2022 Toyota Highlander Platinum AWD photo
17
Price Drop

2022 Toyota Highlander Platinum AWD Northbrook, IL

$49,467 1.9k miles

#17 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
  • Good Price - $2,626 Below Market
See more about this car
2021 Toyota Highlander XLE AWD photo
18
Price Drop

2021 Toyota Highlander XLE AWD Burns Harbor, IN

$40,481 8.2k miles

#18 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.7 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
19
Price Drop

2021 Toyota Highlander Hybrid XLE AWD Burbank, IL

$42,495 24.4k miles

#19 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Very Low Mileage
  • Includes $832 Premium Upgrades
See more about this car
2022 Toyota Highlander XLE AWD photo
20
Price Drop

2022 Toyota Highlander XLE AWD Glendale, WI

$42,691 14.1k miles

#20 2020-2022 Toyota Highlander

It’s anA-” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.8 stars
  • Very Low Mileage
  • Includes $559 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
21

2021 Toyota Highlander XLE AWD Kenosha, WI

$39,990 23.3k miles

#21 2020-2022 Toyota Highlander

It’s anA-” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.9 stars
  • Very Low Mileage
  • Good Price - $1,577 Below Market
See more about this car
2021 Toyota Highlander Hybrid Platinum AWD photo
22
Price Drop

2021 Toyota Highlander Hybrid Platinum AWD Chicago, IL

$48,990 25.3k miles

#22 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.0 stars
  • Very Low Mileage
See more about this car
2021 Toyota Highlander XLE AWD photo
23
Price Drop

2021 Toyota Highlander XLE AWD Milwaukee, WI

$39,977 19.7k miles

#23 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Motivation to Negotiate - Increasing
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Very Low Mileage
See more about this car
2020 Toyota Highlander XLE FWD photo
24
Price Drop

2020 Toyota Highlander XLE FWD Milwaukee, WI

$37,906 24.7k miles

#24 2020-2022 Toyota Highlander

It’s anA-” Buy

  • Motivation to Negotiate - Very High
  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.2 stars
  • Very Low Mileage
See more about this car
2020 Toyota Highlander Hybrid Limited AWD photo
25

2020 Toyota Highlander Hybrid Limited AWD Mishawaka, IN

$38,999 67.8k miles

#25 2020-2022 Toyota Highlander

It’s anA-” Buy

  • One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.6 stars
  • Includes $840 Premium Upgrades
  • Good Price - $1,312 Below Market
See more about this car
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