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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
2022 Toyota Highlander XLE AWD • Niles, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$36,996 • 36.2k miles
•••
#28 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Fair Price - $792 Above Market
- Includes $1,037 Premium Upgrades
- CARFAX: One Owner
More details
2020 Toyota Highlander XLE FWD • Barrington, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$30,744 • 36.1k miles
•••
#26 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Fair Price - $215 Above Market
- Includes $868 Premium Upgrades
- Motivation to Negotiate - Very High
More details
Price Drop
2022 Toyota Highlander Platinum AWD • Highland Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$40,588 • 37.5k miles
•••
#59 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $300 Price Drop
- Fair Price - $757 Above Market
- Motivation to Negotiate - Increasing
More details
Price Drop
2022 Toyota Highlander XLE AWD • Chicago, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$31,990 • 57.7k miles
•••
#64 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $500 Price Drop
- Fair Price - $911 Below Market
- Motivation to Negotiate - Very High
More details
Price Drop
2021 Toyota Highlander Hybrid LE FWD • West Allis, WI
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$28,995 • 75.2k miles
•••
#106 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $992 Price Drop
- CARFAX: One Owner
- Motivation to Negotiate - High
More details
2021 Toyota Highlander XSE AWD • Janesville, WI
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$33,287 • 63.8k miles
•••
#97 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- Includes $1,190 Premium Upgrades
- Below Average Mileage
- Dealer Rating - 4.4 stars
More details
14
Price Drop
2021 Toyota Highlander XLE AWD • McHenry, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$25,999 • 103.9k miles
•••
#14 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $500 Price Drop
- Great Price - $1,888 Below Market
- Includes $647 Premium Upgrades
More details
2020 Toyota Highlander Limited AWD • Brookfield, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$25,898 • 109.8k miles
•••
#93 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $699 Above Market
- Dealer Rating - 4.7 stars
More details
8
Price Drop
2022 Toyota Highlander XLE AWD • Downers Grove, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$28,982 • 83.7k miles
•••
#8 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,003 Price Drop
- Great Price - $2,470 Below Market
- Includes $486 Premium Upgrades
More details
17
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Gurnee, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$34,869 • 47.5k miles
•••
#17 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $100 Price Drop
- Good Price - $1,313 Below Market
- Includes $820 Premium Upgrades
More details
Price Drop
2022 Toyota Highlander XLE FWD • West Allis, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$30,944 • 45.2k miles
•••
#60 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $1,022 Price Drop
- Fair Price - $835 Above Market
- Motivation to Negotiate - Increasing
More details
Price Drop
2020 Toyota Highlander Limited AWD • Naperville, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$24,800 • 133k miles
•••
#107 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $367 Price Drop
- CARFAX: One Owner
- Dealer Rating - 4.8 stars
More details
11
Price Drop
2020 Toyota Highlander XLE AWD • Janesville, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$27,900 • 45.1k miles
•••
#11 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $2,294 Below Market
- Motivation to Negotiate - Very High
More details
Price Drop
2021 Toyota Highlander Limited AWD • Loves Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,500 • 91.6k miles • Certified
•••
#52 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $1,500 Price Drop
- Fair Price - $2 Below Market
- Includes $1,087 Premium Upgrades
More details
2022 Toyota Highlander XLE FWD • Sycamore, IL
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$28,264 • 75.6k miles
•••
#39 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Good Price - $1,076 Below Market
- CARFAX: One Owner
- Dealer Rating - 4.5 stars
More details
3
2021 Toyota Highlander XSE AWD • Orland Park, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$29,799 • 68k miles
•••
#3 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $3,281 Below Market
- CARFAX: One Owner
- Motivation to Negotiate - Very High
More details
9
Price Drop
2020 Toyota Highlander LE AWD • Glendale Heights, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$23,786 • 69.9k miles
•••
#9 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $200 Price Drop
- Great Price - $2,365 Below Market
- CARFAX: One Owner
More details
Price Drop
2022 Toyota Highlander XLE AWD • Elkhart, IN
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,000 • 78.4k miles
•••
#40 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $822 Price Drop
- Good Price - $1,034 Below Market
- Motivation to Negotiate - Very High
More details
2021 Toyota Highlander Hybrid XLE AWD • Chicago, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$30,788 • 96.1k miles
•••
#90 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $486 Above Market
- CARFAX: One Owner
- Dealer Rating - 4.4 stars
More details
2021 Toyota Highlander XLE AWD • Elkhart, IN
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$31,000 • 71.5k miles
•••
#56 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $306 Above Market
- Includes $716 Premium Upgrades
- Motivation to Negotiate - Increasing
More details
Price Drop
2021 Toyota Highlander XSE AWD • Lake Villa, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$31,345 • 70.4k miles
•••
#76 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $254 Price Drop
- Fair Price - $91 Below Market
- Motivation to Negotiate - Increasing
More details
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Kenosha, WI
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$30,790 • 90.8k miles • Certified
•••
#73 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $200 Price Drop
- Fair Price - $296 Below 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
•••
#112 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- CARFAX: One Owner
- Motivation to Negotiate - High
- Very Low Mileage
More details
Price Drop
2022 Toyota Highlander XLE AWD • Kenosha, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$31,990 • 62.8k miles • Certified
•••
#70 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $1,000 Price Drop
- Fair Price - $448 Below Market
- Includes $517 Premium Upgrades
More details
15
2021 Toyota Highlander XLE AWD • Schaumburg, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$32,005 • 37.8k miles
•••
#15 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Good Price - $1,647 Below Market
- Includes $788 Premium Upgrades
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
21City MPG
29Hwy MPG
NHTSA Rating Summary
Dimensions
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