Used 2021 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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2022 Toyota Highlander Hybrid XLE AWD • Waukesha, WI
Silver • 2.5L I4 Engine
Silver • 2.5L I4 Engine
$31,379 • 96.8k miles
•••
#60 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $462 Above Market
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details

9
2020 Toyota Highlander XLE AWD • Merrillville, IN
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$26,390 • 82.2k miles
•••
#9 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $1,895 Below Market
- Includes $453 Premium Upgrades
- Average Mileage
More details

8
2022 Toyota Highlander LE AWD • Chicago, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$28,995 • 56.7k miles
•••
#8 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,067 Below Market
- CARFAX: One Owner
- Average Mileage
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2021 Toyota Highlander Limited AWD • Brookfield, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$27,492 • 115.9k miles
•••
#97 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Includes $373 Premium Upgrades
- CARFAX: One Owner
- Dealer Rating - 4.7 stars
More details
2021 Toyota Highlander Platinum AWD • Westmont, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$31,500 • 91.4k miles
•••
#88 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $499 Price Drop
- Motivation to Negotiate - Increasing
- Dealer Rating - 4.6 stars
More details
2022 Toyota Highlander LE FWD • Schaumburg, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$29,245 • 59.4k miles
•••
#58 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $353 Above Market
- Motivation to Negotiate - Very High
- Average Mileage
More details
2022 Toyota Highlander Platinum AWD • West Allis, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$27,995 • 129.9k miles
•••
#67 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C” Buy
- Fair Price - $609 Below Market
- Includes $392 Premium Upgrades
- CARFAX: One Owner
More details
2
2020 Toyota Highlander XLE AWD • Janesville, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$26,900 • 45.1k miles
•••
#2 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $4,257 Below Market
- Motivation to Negotiate - Very High
More details
16
2022 Toyota Highlander Limited AWD • Tinley Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$32,990 • 75k miles
•••
#16 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Good Price - $1,573 Below Market
- Includes $1,203 Premium Upgrades
- CARFAX: One Owner
More details
21
2022 Toyota Highlander Hybrid Limited AWD • Downers Grove, IL
Gold • 2.5L I4 Engine
Gold • 2.5L I4 Engine
$33,499 • 94k miles
•••
#21 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $900 Price Drop
- Good Price - $1,212 Below Market
- Includes $714 Premium Upgrades
More details
2022 Toyota Highlander Platinum AWD • St. Charles, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$43,986 • 23.4k miles
•••
#74 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $616 Price Drop
- Motivation to Negotiate - Increasing
- Very Low Mileage
More details
2021 Toyota Highlander XLE AWD • Schaumburg, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$31,990 • 56.1k miles
•••
#43 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $701 Above Market
- Below Average Mileage
- Dealer Rating - 4.1 stars
More details
22
2022 Toyota Highlander XLE AWD • St. Charles, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$35,500 • 42.8k miles
•••
#22 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $196 Price Drop
- Fair Price - $208 Below Market
- Includes $821 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD • Naperville, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$32,995 • 56k miles
•••
#45 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $915 Below Market
- Includes $531 Premium Upgrades
- CARFAX: One Owner
More details
2022 Toyota Highlander Hybrid XLE AWD • Milwaukee, WI
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$21,997 • 182.1k miles
•••
#100 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Includes $455 Premium Upgrades
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Hybrid LE FWD • Hodgkins, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$28,574 • 83k miles
•••
#62 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $424 Price Drop
- Fair Price - $648 Above Market
- CARFAX: One Owner
More details
20
2022 Toyota Highlander XLE AWD • Chicago, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$35,107 • 32.9k miles
•••
#20 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Good Price - $1,343 Below Market
- CARFAX: One Owner
- Very Low Mileage
More details
2022 Toyota Highlander Platinum AWD • Greenfield, WI
3.5L V6 Engine
3.5L V6 Engine
$39,100 • 59.9k miles
•••
#91 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $451 Price Drop
- Motivation to Negotiate - Increasing
- Average Mileage
More details
2021 Toyota Highlander XLE AWD • Hodgkins, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,999 • 75.8k miles
•••
#80 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
- Average Mileage
More details
2022 Toyota Highlander XLE AWD • Milton, WI
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$32,279 • 70.4k miles
•••
#49 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $381 Below Market
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander Hybrid LE AWD • Libertyville, IL
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$27,400 • 72.9k miles
•••
#47 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $457 Below Market
- Below Average Mileage
- Dealer Rating - 4.5 stars
More details
13
2022 Toyota Highlander Hybrid XLE AWD • Rockford, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$35,694 • 30.5k miles
•••
#13 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $100 Price Drop
- Good Price - $2,121 Below Market
- CARFAX: One Owner
More details
2020 Toyota Highlander Hybrid XLE AWD • Janesville, WI
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$27,627 • 125.7k miles
•••
#101 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- $300 Price Drop
- Motivation to Negotiate - Very High
- Dealer Rating - 4.3 stars
More details
15
2021 Toyota Highlander XLE AWD • Milwaukee, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$31,100 • 61k miles
•••
#15 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $56 Price Drop
- Good Price - $1,802 Below Market
- Includes $1,265 Premium Upgrades
More details
19
2021 Toyota Highlander LE AWD • North Riverside, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$25,994 • 54.5k miles
•••
#19 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $390 Price Drop
- Good Price - $1,375 Below Market
- Motivation to Negotiate - Very High
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
7
Fuel Economy
36City MPG
35Hwy MPG
NHTSA Rating Summary
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