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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
2021 Toyota Highlander XLE AWD • Valparaiso, IN
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$29,999 • 80.3k miles
•••
#50 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $426 Below Market
- Dealer Rating - 4.6 stars
More details
19
Price Drop
2021 Toyota Highlander XLE AWD • Aurora, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$30,189 • 62.2k miles
•••
#19 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $200 Price Drop
- Good Price - $1,639 Below Market
- Motivation to Negotiate - High
More details
2020 Toyota Highlander Hybrid XLE AWD • Mt Prospect, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$32,000 • 67.4k miles
•••
#37 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $551 Above Market
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details
7
Price Drop
2022 Toyota Highlander LE AWD • Chicago, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$29,373 • 56.7k miles
•••
#7 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $300 Price Drop
- Great Price - $1,964 Below Market
- CARFAX: One Owner
More details
Price Drop
2022 Toyota Highlander XLE AWD • Schaumburg, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$36,313 • 45k miles
•••
#71 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $500 Price Drop
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details
Price Drop
2020 Toyota Highlander XLE AWD • Libertyville, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$31,340
•••
More details
Price Drop
2022 Toyota Highlander Limited AWD • Kenosha, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$36,304 • 40.2k miles
•••
#31 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $346 Price Drop
- Fair Price - $116 Below Market
- Motivation to Negotiate - High
More details
Price Drop
2020 Toyota Highlander Platinum AWD • Menomonee Falls, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$29,867 • 98.7k miles
•••
#39 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $241 Price Drop
- Fair Price - $788 Below Market
- Motivation to Negotiate - High
More details
2022 Toyota Highlander XLE AWD • Milwaukee, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,474 • 30.1k miles
•••
#99 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Very Low Mileage
- Dealer Rating - 4.3 stars
More details
2021 Toyota Highlander Platinum AWD • Janesville, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$40,309 • 46.3k miles
•••
#38 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $636 Above Market
- Motivation to Negotiate - Increasing
- Very Low Mileage
More details
Price Drop
2022 Toyota Highlander Platinum AWD • Schaumburg, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$47,212 • 22k miles
•••
#93 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- $2,100 Price Drop
- CARFAX: One Owner
- Very Low Mileage
More details
2021 Toyota Highlander Hybrid XLE AWD • Elmhurst, IL
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$31,988 • 82.3k miles
•••
#78 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- CARFAX: One Owner
- Dealer Rating - 4.8 stars
More details
22
Price Drop
2022 Toyota Highlander Hybrid XLE AWD • South Bend, IN
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$31,242 • 90.1k miles
•••
#22 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $890 Price Drop
- Good Price - $1,254 Below Market
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander XSE AWD • Highland, IN
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$33,849 • 70.5k miles
•••
#103 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Motivation to Negotiate - Increasing
- Average Mileage
More details
Price Drop
2022 Toyota Highlander XLE AWD • Burbank, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$33,380 • 62.7k miles
•••
#28 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $100 Price Drop
- Fair Price - $490 Below Market
- Includes $782 Premium Upgrades
More details
10
Price Drop
2021 Toyota Highlander Hybrid Limited AWD • Oconomowoc, WI
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$35,500 • 58.4k miles
•••
#10 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $499 Price Drop
- Good Price - $1,609 Below Market
- CARFAX: One Owner
More details
2022 Toyota Highlander Platinum AWD • Milwaukee, WI
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$40,367 • 50.4k miles
•••
#54 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $39 Above Market
- Motivation to Negotiate - Increasing
- Below Average Mileage
More details
2021 Toyota Highlander XLE AWD • Chicago, IL
3.5L V6 Engine
3.5L V6 Engine
$31,995 • 88.5k miles
•••
#110 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Motivation to Negotiate - High
- Dealer Rating - 4.7 stars
More details
2020 Toyota Highlander Hybrid Platinum AWD • Elmhurst, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$31,488 • 112.5k miles
•••
#56 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $141 Above Market
- CARFAX: One Owner
- Dealer Rating - 4.8 stars
More details
Price Drop
2022 Toyota Highlander XLE AWD • Naperville, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$35,888 • 53.3k miles
•••
#79 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $525 Price Drop
- Includes $540 Premium Upgrades
- Motivation to Negotiate - Increasing
More details
2022 Toyota Highlander Hybrid Limited AWD • Downers Grove, IL
Gold • 2.5L I4 Engine
Gold • 2.5L I4 Engine
$34,499 • 94k miles
•••
#26 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $720 Below Market
- Includes $725 Premium Upgrades
- CARFAX: One Owner
More details
20
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD • Brookfield, WI
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$32,515 • 97.9k miles
•••
#20 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $558 Price Drop
- Good Price - $1,451 Below Market
- Dealer Rating - 4.7 stars
More details
Price Drop
2022 Toyota Highlander Limited AWD • South Bend, IN
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$32,205 • 105.5k miles
•••
#76 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $100 Price Drop
- Includes $1,068 Premium Upgrades
- CARFAX: One Owner
More details
2021 Toyota Highlander Hybrid XLE AWD • Roselle, IL
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$33,826 • 57.9k miles
•••
#89 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Motivation to Negotiate - Increasing
- Below Average Mileage
- Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander XLE AWD • Burbank, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$29,995 • 85.6k miles
•••
#61 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $477 Above Market
- CARFAX: One Owner
- Motivation to Negotiate - Very High
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
36City MPG
35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
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