Used Gray Toyota Highlander for Sale in Chicago, IL
173 results
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black, leather
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,996
- Stock #:
- O13594
- VIN:
- 5TDJZRFH4KS563970
Sponsored by Pronto Auto
2019 Toyota Highlander
XLE AWD
47,996 mi
Elmhurst, IL
17 mi away
Good Deal
$29,588
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,384
- Stock #:
- N2640056A
- VIN:
- 5TDKDRBH4PS504790
Sponsored Listing
2023 Toyota Highlander
LE AWD
51,384 mi
Downers Grove, IL
21 mi away
Good Deal
$30,912
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,997
- Stock #:
- K6090A
- VIN:
- 5TDDKRFH5ES046828
Sponsored Listing
2014 Toyota Highlander
Limited Platinum AWD
135,997 mi
Fox Lake, IL
45 mi away
Great Deal
$16,758
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 88,789
- Stock #:
- 101444
- VIN:
- 5TDDKRFH1FS122529
2015 Toyota Highlander
Limited AWD
88,789 mi
Palatine, IL
28 mi away
Great Deal
$19,980
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 114,969
- Stock #:
- 25182A
- VIN:
- 5TDJZRFH7HS434484
New arrival
2017 Toyota Highlander
XLE AWD
114,969 mi
Home delivery from Waldorf, MD
Price includes $733 shipping
Good Deal
$18,728
- Year:
- 2014
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 135,997
- Stock #:
- K6090A
- VIN:
- 5TDDKRFH5ES046828
2014 Toyota Highlander
Limited Platinum AWD
135,997 mi
Fox Lake, IL
45 mi away
Great Deal
$16,758
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,349
- Stock #:
- 25T1593A
- VIN:
- 5TDBZRFH1KS960413
2019 Toyota Highlander
LE AWD
102,349 mi
Downers Grove, IL
19 mi away
Good Deal
$20,875
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,384
- Stock #:
- N2640056A
- VIN:
- 5TDKDRBH4PS504790
2023 Toyota Highlander
LE AWD
51,384 mi
Downers Grove, IL
21 mi away
Good Deal
$30,912
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black, leather
- Transmission:
- 6-Speed Automatic
- Mileage:
- 47,996
- Stock #:
- O13594
- VIN:
- 5TDJZRFH4KS563970
2019 Toyota Highlander
XLE AWD
47,996 mi
Elmhurst, IL
17 mi away
Good Deal
$29,588
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,794
- Stock #:
- 9175
- VIN:
- 5TDJZRFH5JS826773
2018 Toyota Highlander
XLE AWD
87,794 mi
Oak Forest, IL
20 mi away
Good Deal
$24,353
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,199
- Stock #:
- PS3791
- VIN:
- 5TDGZRBH6MS103048
2021 Toyota Highlander
XLE AWD
81,199 mi
St. Charles, IL
32 mi away
Good Deal
$28,413
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 76,945
- Stock #:
- P12048
- VIN:
- 5TDFZRBH0MS092320
2021 Toyota Highlander
Platinum AWD
76,945 mi
Hodgkins, IL
15 mi away
Good Deal
$35,257
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,325
- Stock #:
- A047018
- VIN:
- 5TDKDRBH5PS047018
2023 Toyota Highlander
XLE AWD
47,325 mi
Elmhurst, IL
17 mi away
Good Deal
$35,278
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,024
- Stock #:
- MS260221C
- VIN:
- 5TDGZRBH7MS098720
2021 Toyota Highlander
XLE AWD
88,024 mi
Mchenry, IL
46 mi away
Fair Deal
$29,110
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,266
- Stock #:
- MX4475
- VIN:
- 5TDBZRFH6KS953103
2019 Toyota Highlander
LE AWD
69,266 mi
Home delivery from Louisville, TN
Price includes $828 shipping
Fair Deal
$24,522
- Year:
- 2025
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,171
- Stock #:
- 93F03513
- VIN:
- 5TDKDRBH6SS586062
2025 Toyota Highlander
XLE AWD
18,171 mi
Highland, IN
25 mi away
Good Deal
$42,638
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 113,565
- Stock #:
- H33456A
- VIN:
- 5TDZARFH9KS043192
2019 Toyota Highlander
LE FWD
113,565 mi
Libertyville, IL
32 mi away
Good Deal
$18,380
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 93,891
- Stock #:
- 93480A
- VIN:
- 5TDJZRFH3KS589699
2019 Toyota Highlander
XLE AWD
93,891 mi
Aurora, IL
32 mi away
Fair Deal
$24,907
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,773
- Stock #:
- TP148
- VIN:
- 5TDHZRBH5NS574596
2022 Toyota Highlander
XLE AWD
91,773 mi
Chicago, IL
2 mi away
Good Deal
$30,401
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 99,497
- Stock #:
- E16859A
- VIN:
- 5TDJZRFH4JS905805
2018 Toyota Highlander
XLE AWD
99,497 mi
Elgin, IL
39 mi away
Good Deal
$23,108
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 164,480
- Stock #:
- R26317A
- VIN:
- 5TDJZRFH7JS487854
Price drop
-$309
2018 Toyota Highlander
XLE AWD
164,480 mi
Home delivery from Montpelier, OH
Price includes $232 shipping
Great Deal
$16,571
$16,262
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 113,909
- Stock #:
- MP2061
- VIN:
- 5TDDZRFH4JS860930
2018 Toyota Highlander
Limited AWD
113,909 mi
Libertyville, IL
32 mi away
Fair Deal
$23,693
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,768
- Stock #:
- 15140
- VIN:
- 5TDHZRAH8LS506453
2020 Toyota Highlander
XLE FWD
102,768 mi
Home delivery from National City, CA
Price includes $1,470 shipping
Fair Deal
$25,466
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,199
- Stock #:
- PS3791
- VIN:
- 5TDGZRBH6MS103048
Sponsored Listing
2021 Toyota Highlander
XLE AWD
81,199 mi
St. Charles, IL
32 mi away
Good Deal
$28,413
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