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Used Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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Year
Mileage
Trim
2022 Toyota Highlander LE AWD • Milwaukee, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$30,166 • 67.5k miles
•••
#147 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $681 Above Market
- Dealer Rating - 4.4 stars
More details
8
2023 Toyota Highlander XSE FWD • Libertyville, IL
Blue • 2.4L I4 Engine
Blue • 2.4L I4 Engine
$38,495 • 36k miles
•••
#8 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,567 Below Market
- CARFAX: One Owner
- Below Average Mileage
More details
2017 Toyota Highlander XLE AWD • Chicago, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$25,274 • 58.6k miles
•••
#37 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Good Price - $918 Below Market
- Includes $594 Premium Upgrades
- Very Low Mileage
More details
2020 Toyota Highlander Hybrid XLE AWD • Waukesha, WI
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$36,393 • 64.8k miles
•••
#231 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Below Average Mileage
- Dealer Rating - 4.7 stars
More details
Price Drop
2023 Toyota Highlander XLE AWD • Schaumburg, IL
White • 2.4L I4 Engine
White • 2.4L I4 Engine
$33,213 • 72.8k miles
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#51 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $200 Price Drop
- Good Price - $1,908 Below Market
- CARFAX: One Owner
More details
2022 Toyota Highlander XSE AWD • Dixon, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$32,477 • 77.4k miles
•••
#63 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $877 Below Market
- Includes $1,211 Premium Upgrades
- Dealer Rating - 4.4 stars
More details
Price Drop
2022 Toyota Highlander XLE AWD • Mishawaka, IN
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$34,859 • 54.8k miles
•••
#86 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $520 Price Drop
- Fair Price - $266 Above Market
- Includes $800 Premium Upgrades
More details
Price Drop
2018 Toyota Highlander Limited AWD • Greenfield, WI
3.5L V6 Engine
3.5L V6 Engine
$25,748 • 92.6k miles
•••
#185 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $364 Price Drop
- Motivation to Negotiate - High
- Below Average Mileage
More details
2021 Toyota Highlander XLE AWD • Joliet, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$28,867
•••
More details
2021 Toyota Highlander Hybrid Platinum AWD • Belvidere, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$35,312 • 77.1k miles
•••
#49 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Good Price - $1,985 Below Market
- Includes $490 Premium Upgrades
- CARFAX: One Owner
More details
9
Price Drop
2019 Toyota Highlander XLE AWD • Merrillville, IN
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$20,965 • 114.3k miles
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#9 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $985 Price Drop
- Great Price - $2,551 Below Market
- Includes $148 Premium Upgrades
More details
2015 Toyota Highlander XLE AWD • McHenry, IL
3.5L V6 Engine
3.5L V6 Engine
$17,500 • 141.8k miles
•••
#180 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- Motivation to Negotiate - High
- Average Mileage
More details
Price Drop
2018 Toyota Highlander Limited AWD • Downers Grove, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$32,905 • 38.9k miles
•••
#173 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $32 Price Drop
- Includes $175 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2023 Toyota Highlander XLE AWD • Grayslake, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$36,985 • 47.4k miles
•••
#58 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $215 Price Drop
- Good Price - $1,322 Below Market
- CARFAX: One Owner
More details
2021 Toyota Highlander XSE AWD • Downers Grove, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$38,888 • 40.7k miles
•••
#215 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Includes $536 Premium Upgrades
- Motivation to Negotiate - Very High
- Very Low Mileage
More details
Price Drop
2017 Toyota Highlander XLE AWD • Waukegan, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$16,699 • 154.2k miles
•••
#64 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $200 Price Drop
- Good Price - $875 Below Market
- CARFAX: One Owner
More details
2017 Toyota Highlander XLE AWD • Park Ridge, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$20,900 • 146.3k miles
•••
#250 2015-2023 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- CARFAX: One Owner
More details
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
•••
#31 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $499 Price Drop
- Good Price - $1,609 Below Market
- CARFAX: One Owner
More details
Price Drop
2020 Toyota Highlander XLE AWD • Elgin, IL
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$28,411
•••
More details
2018 Toyota Highlander SE AWD • Tinley Park, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$23,499 • 110.2k miles
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#182 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- Includes $131 Premium Upgrades
- CARFAX: One Owner
- Average Mileage
More details
2018 Toyota Highlander XLE AWD • Naperville, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$19,313 • 156.8k miles
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#245 2015-2023 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Includes $90 Premium Upgrades
- Dealer Rating - 4.8 stars
More details
2023 Toyota Highlander XLE AWD • Chicago, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$35,995 • 69.7k miles
•••
#197 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- Includes $581 Premium Upgrades
- CARFAX: One Owner
More details
2023 Toyota Highlander LE FWD • Naperville, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$32,744 • 34.4k miles
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#223 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- CARFAX: One Owner
- Very Low Mileage
- Dealer Rating - 4.8 stars
More details
2022 Toyota Highlander Limited AWD • Paw Paw, MI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$37,780 • 41k miles
•••
#41 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Fair Price - $580 Below Market
- Includes $818 Premium Upgrades
- CARFAX: One Owner
More details
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD • Glendale, WI
Gold • 2.5L I4 Engine
Gold • 2.5L I4 Engine
$33,994 • 89.8k miles
•••
#108 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $305 Price Drop
- Fair Price - $570 Below Market
- CARFAX: One Owner
More details
2026 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
21City MPG
28Hwy MPG
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