New Search
Save
Sort
Share
Used 2019 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
Filters
Price
Year
Mileage
Trim
2018 Toyota Highlander XLE FWD • Chicago, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$17,237 • 153k miles
•••
More details
2020 Toyota Highlander XLE AWD • Chicago, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$23,812
•••
More details
New Find
2018 Toyota Highlander XLE AWD • Chicago, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$21,495 • 113.9k miles
•••
More details
2020 Toyota Highlander XLE FWD • Chicago, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$30,495 • 58.9k miles
•••
More details
New Find
2019 Toyota Highlander Hybrid XLE AWD • Chicago, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$24,990
•••
More details
2019 Toyota Highlander Hybrid Limited Platinum AWD • Oak Lawn, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$31,998 • 82.2k miles
•••
More details
2020 Toyota Highlander Hybrid Limited AWD • Chicago, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$25,900 • 144.1k miles
•••
More details
2018 Toyota Highlander XLE AWD • Westmont, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$22,995 • 93.5k miles
•••
More details
New Find
2018 Toyota Highlander SE AWD • Crestwood, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$21,995 • 114.7k miles
•••
More details
2018 Toyota Highlander LE Plus AWD • Elmhurst, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$29,266 • 50.4k miles • Certified
•••
More details
New Find
2019 Toyota Highlander Limited Platinum AWD • Elmhurst, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$27,999 • 101.5k miles
•••
More details
2019 Toyota Highlander XLE AWD • Elmhurst, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$25,103 • 86.7k miles
•••
More details
New Find
2020 Toyota Highlander Hybrid Limited AWD • Westmont, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$33,203 • 90.3k miles
•••
More details
2018 Toyota Highlander XLE AWD • Des Plaines, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$25,821 • 65.6k miles
•••
More details
2020 Toyota Highlander XLE AWD • Morton Grove, IL
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$27,611
•••
More details
New Find
2020 Toyota Highlander Hybrid XLE AWD • Park Ridge, IL
Silver • 2.5L I4 Engine
Silver • 2.5L I4 Engine
$39,278 • 32.8k miles
•••
More details
New Find
2019 Toyota Highlander SE AWD • Calumet City, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$24,300 • 90.1k miles
•••
More details
New Find
2018 Toyota Highlander XLE AWD • Oak Forest, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$25,724 • 87.7k miles
•••
More details
2018 Toyota Highlander SE AWD • Tinley Park, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$22,912 • 110.2k miles
•••
More details
New Find
2018 Toyota Highlander Limited FWD • Glenview, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$25,995 • 57.8k miles
•••
More details
New Find
2018 Toyota Highlander Limited Platinum AWD • Lombard, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$28,980 • 50.1k miles
•••
More details
2019 Toyota Highlander LE AWD • Downers Grove, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$20,875 • 102.3k miles
•••
More details
New Find
2020 Toyota Highlander Hybrid XLE AWD • Mt Prospect, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$32,000 • 67.4k miles
•••
More details
New Find
2018 Toyota Highlander XLE FWD • Frankfort, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$22,900 • 97k miles
•••
More details
2018 Toyota Highlander SE AWD • Highland, IN
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$23,580 • 109.4k miles
•••
More details
2019 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
30City MPG
28Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like HighlanderOther YearsResearch More ModelsView more SUVs