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Used 2021 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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Price
Year
Mileage
Trim
Price Drop
2021 Toyota Highlander XLE FWD • Elkhorn, WI
3.5L V6 Engine
3.5L V6 Engine
$24,964 • 111k miles
•••
#58 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $236 Price Drop
- Fair Price - $509 Above Market
- Includes $618 Premium Upgrades
More details
7
Price Drop
2022 Toyota Highlander XLE AWD • Orland Park, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$32,896 • 36.7k miles
•••
#7 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,467 Price Drop
- Great Price - $2,759 Below Market
- CARFAX: One Owner
More details
13
Price Drop
2020 Toyota Highlander Hybrid Platinum AWD • Michigan City, IN
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$29,878 • 92.9k miles
•••
#13 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $853 Price Drop
- Great Price - $2,430 Below Market
- CARFAX: One Owner
More details
2022 Toyota Highlander XLE AWD • Milwaukee, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$35,034 • 52.4k miles
•••
#77 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $264 Above Market
- Includes $530 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2022 Toyota Highlander Hybrid Platinum AWD • Greenfield, WI
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$43,895 • 33.9k miles
•••
#60 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $100 Price Drop
- Fair Price - $1,068 Above Market
- Motivation to Negotiate - Very High
More details
Price Drop
2022 Toyota Highlander XLE AWD • Tinley Park, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$37,999 • 31.2k miles • Certified
•••
#105 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- $1,000 Price Drop
- CARFAX: One Owner
- Motivation to Negotiate - Very High
More details
Price Drop
2020 Toyota Highlander XLE AWD • Schaumburg, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$25,956 • 101.2k miles
•••
#68 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $21 Price Drop
- Fair Price - $21 Below Market
- CARFAX: One Owner
More details
2021 Toyota Highlander Hybrid Platinum AWD • Kenosha, WI
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$33,990 • 96.1k miles • Certified
•••
#78 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $300 Above Market
- CARFAX: One Owner
- Dealer Rating - 4.9 stars
More details
Price Drop
2022 Toyota Highlander XLE AWD • Bourbonnais, IL
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$31,395 • 71.1k miles • Certified
•••
#51 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $400 Price Drop
- Fair Price - $168 Below Market
- Includes $746 Premium Upgrades
More details
Price Drop
2022 Toyota Highlander Hybrid XLE AWD • Palatine, IL
2.5L I4 Engine
2.5L I4 Engine
$31,890 • 80.5k miles
•••
#62 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $100 Price Drop
- Fair Price - $535 Below Market
- CARFAX: One Owner
More details
16
Price Drop
2021 Toyota Highlander XSE AWD • McHenry, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$30,999 • 65.5k miles
•••
#16 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $2,098 Below Market
- Includes $1,658 Premium Upgrades
More details
2022 Toyota Highlander XLE FWD • Hodgkins, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,993 • 61.6k miles
•••
#43 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Good Price - $1,099 Below Market
- CARFAX: One Owner
- Average Mileage
More details
20
Price Drop
2022 Toyota Highlander XLE FWD • Glendale, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$25,720 • 87.5k miles
•••
#20 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $240 Price Drop
- Great Price - $1,819 Below Market
- CARFAX: One Owner
More details
2020 Toyota Highlander Limited AWD • Park Ridge, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$33,900 • 54.3k miles • Certified
•••
#102 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D” Buy
- Includes $667 Premium Upgrades
- CARFAX: One Owner
- Very Low Mileage
More details
Price Drop
2020 Toyota Highlander Hybrid XLE AWD • Glendale, WI
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$27,898 • 105.2k miles
•••
#67 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $13 Price Drop
- Fair Price - $158 Below Market
- CARFAX: One Owner
More details
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Kenosha, WI
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$29,498 • 90.8k miles • Certified
•••
#38 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $500 Price Drop
- Good Price - $1,408 Below Market
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander XLE AWD • Libertyville, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$28,500 • 84.7k miles
•••
#76 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $254 Above Market
- CARFAX: One Owner
- Dealer Rating - 4.7 stars
More details
2022 Toyota Highlander XLE AWD • Palatine, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$30,405 • 79.8k miles
•••
#64 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $258 Below Market
- Includes $488 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2021 Toyota Highlander XLE AWD • Muskego, WI
3.5L V6 Engine
3.5L V6 Engine
$26,999 • 95.2k miles
•••
#81 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $1,000 Price Drop
- Fair Price - $470 Above Market
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Hybrid XLE FWD • Burbank, IL
Silver • 2.5L I4 Engine
Silver • 2.5L I4 Engine
$33,995 • 51.6k miles
•••
#89 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- CARFAX: One Owner
- Motivation to Negotiate - Very High
- Very Low Mileage
More details
2022 Toyota Highlander XLE AWD • Lincolnwood, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$23,376 • 157.9k miles
•••
#121 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- CARFAX: One Owner
- Motivation to Negotiate - High
- Dealer Rating - 4.3 stars
More details
19
Price Drop
2021 Toyota Highlander LE AWD • Berwyn, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$23,988 • 84.6k miles
•••
#19 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $500 Price Drop
- Great Price - $1,869 Below Market
- Includes $437 Premium Upgrades
More details
5
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Palatine, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$31,290 • 68.5k miles
•••
#5 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $310 Price Drop
- Great Price - $2,779 Below Market
- Includes $769 Premium Upgrades
More details
Price Drop
2021 Toyota Highlander XLE AWD • Lombard, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$33,680 • 43.9k miles
•••
#101 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D” Buy
- $1,210 Price Drop
- Includes $770 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2021 Toyota Highlander LE AWD • North Riverside, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$25,994 • 54.5k miles
•••
#49 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $390 Price Drop
- Fair Price - $306 Below Market
- Motivation to Negotiate - High
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
20City MPG
27Hwy MPG
NHTSA Rating Summary
Dimensions
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