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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
2022 Toyota Highlander Hybrid XLE AWD • Palatine, IL
2.5L I4 Engine
2.5L I4 Engine
$31,490 • 80.5k miles
•••
#47 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $400 Price Drop
- Fair Price - $151 Below Market
- CARFAX: One Owner
More details
Price Drop
2021 Toyota Highlander Hybrid Limited AWD • West Allis, WI
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$29,933 • 96.6k miles
•••
#35 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $1,062 Price Drop
- Fair Price - $530 Above Market
- Includes $636 Premium Upgrades
More details
7
Price Drop
2021 Toyota Highlander XSE AWD • McHenry, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$29,999 • 65.6k miles
•••
#7 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $2,446 Below Market
- Includes $1,625 Premium Upgrades
More details
21
Price Drop
2020 Toyota Highlander Hybrid XLE AWD • Glendale Heights, IL
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$26,999 • 98k miles
•••
#21 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $501 Price Drop
- Good Price - $956 Below Market
- Includes $344 Premium Upgrades
More details
2020 Toyota Highlander LE FWD • Burbank, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$21,995 • 74.6k miles
•••
#82 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Below Average Mileage
- Dealer Rating - 4.3 stars
More details
Price Drop
2020 Toyota Highlander Limited AWD • Summit, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$23,990 • 123.9k miles
•••
#52 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $1,000 Price Drop
- Fair Price - $27 Below Market
- CARFAX: One Owner
More details
2020 Toyota Highlander XLE AWD • Milwaukee, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$33,450 • 47.3k miles
•••
#78 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Motivation to Negotiate - Very High
- Very Low Mileage
- Dealer Rating - 4.3 stars
More details
Price Drop
2020 Toyota Highlander Hybrid Platinum AWD • Glendale, WI
Gold • 2.5L I4 Engine
Gold • 2.5L I4 Engine
$28,245 • 122.6k miles
•••
#55 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $326 Price Drop
- Fair Price - $440 Above Market
- Motivation to Negotiate - High
More details
2020 Toyota Highlander XLE AWD • Milwaukee, WI
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$32,995 • 36.1k miles
•••
#38 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $911 Above Market
- Motivation to Negotiate - High
- Very Low Mileage
More details
2020 Toyota Highlander LE AWD • Hodgkins, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$26,966 • 73.7k miles
•••
#64 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- CARFAX: One Owner
- Below Average Mileage
- Dealer Rating - 4.5 stars
More details
Price Drop
2022 Toyota Highlander XLE AWD • Milwaukee, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$35,995 • 27.1k miles
•••
#81 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- $17 Price Drop
- Motivation to Negotiate - Increasing
- Very Low Mileage
More details
2021 Toyota Highlander Hybrid LE FWD • Hodgkins, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$28,998 • 83k miles • Certified
•••
#68 2020-2022 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- CARFAX: One Owner
- Dealer Rating - 4.5 stars
More details
Price Drop
2020 Toyota Highlander XLE AWD • Waukesha, WI
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$31,630 • 26.9k miles
•••
#27 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $540 Price Drop
- Fair Price - $398 Below Market
- Includes $523 Premium Upgrades
More details
23
2022 Toyota Highlander XLE AWD • Tinley Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$34,950 • 42.4k miles
•••
#23 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $738 Below Market
- Includes $546 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
•••
#29 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $390 Price Drop
- Fair Price - $130 Above Market
- Motivation to Negotiate - Very High
More details
14
Price Drop
2021 Toyota Highlander Hybrid Limited AWD • Wauwatosa, WI
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$28,750 • 114.6k miles
•••
#14 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $244 Price Drop
- Good Price - $1,023 Below Market
- Includes $560 Premium Upgrades
More details
20
Price Drop
2020 Toyota Highlander Platinum AWD • DeKalb, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$29,788 • 90k miles • Certified
•••
#20 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $200 Price Drop
- Good Price - $1,014 Below Market
- CARFAX: One Owner
More details
16
Price Drop
2021 Toyota Highlander Hybrid Limited AWD • Merrillville, IN
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$34,500 • 61.7k miles
•••
#16 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $500 Price Drop
- Good Price - $1,761 Below Market
- CARFAX: One Owner
More details
2020 Toyota Highlander Platinum AWD • McHenry, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$31,000 • 84.2k miles
•••
#51 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $39 Below Market
- CARFAX: One Owner
- Average Mileage
More details
6
Price Drop
2020 Toyota Highlander XLE AWD • Janesville, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$27,900 • 45.1k miles
•••
#6 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $2,469 Below Market
- Motivation to Negotiate - Very High
More details
Price Drop
2020 Toyota Highlander Limited AWD • Bourbonnais, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$28,938 • 83.2k miles • Certified
•••
#54 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $135 Price Drop
- Fair Price - $387 Above Market
- Average Mileage
More details
Price Drop
2021 Toyota Highlander Platinum AWD • Westmont, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$31,500 • 91.4k miles
•••
#90 2020-2022 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- $234 Price Drop
- Dealer Rating - 4.6 stars
More details
10
Price Drop
2022 Toyota Highlander XLE AWD • Libertyville, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$32,660 • 46.6k miles
•••
#10 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $920 Price Drop
- Good Price - $1,438 Below Market
- Includes $802 Premium Upgrades
More details
24
2021 Toyota Highlander XLE AWD • Glendale, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$28,629 • 89.1k miles
•••
#24 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $721 Below Market
- Includes $689 Premium Upgrades
- CARFAX: One Owner
More details
2022 Toyota Highlander XLE AWD • Milton, WI
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$32,279 • 70.4k miles
•••
#53 2020-2022 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $48 Above Market
- CARFAX: One Owner
- Dealer Rating - 4.9 stars
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
7
Fuel Economy
36City MPG
35Hwy MPG
NHTSA Rating Summary
Dimensions
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