Used Gray Toyota Highlander for Sale inChicago, IL
175 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 110,016
- Stock #:
- 60803D
- VIN:
- 5TDGZRBH2MS551433
New arrival
Sponsored by Silver Auto Sales and Service
2021 Toyota Highlander
XLE AWD
110,016 mi
Frankfort, IL
30 mi away
Fair Deal
$25,996
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 84,387
- Stock #:
- 3741
- VIN:
- 5TDHZRBH7MS531991
Sponsored Listing
2021 Toyota Highlander
XLE AWD
84,387 mi
Valparaiso, IN
38 mi away
Fair Deal
$28,743
- 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:
- Automatic
- Mileage:
- 90,116
- Stock #:
- N260508B
- VIN:
- 5TDBZRFH1JS895707
New arrival
Sponsored Listing
2018 Toyota Highlander
LE Plus AWD
90,116 mi
Hodgkins, IL
15 mi away
Fair Deal
$22,613
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 35,171
- Stock #:
- C6N252384
- VIN:
- 5TDGZRBH8NS252384
2022 Toyota Highlander
XLE AWD
35,171 mi
Valparaiso, IN
40 mi away
Great Deal
$35,257
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,705
- Stock #:
- V3623A
- VIN:
- 5TDJZRFH3KS917655
Price drop
-$1,261
2019 Toyota Highlander
XLE AWD
73,705 mi
Merrillville, IN
33 mi away
Good Deal
$26,998
$25,998
- 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:
- 207,362
- VIN:
- 5TDJZRFH0JS805622
New arrival
2018 Toyota Highlander
XLE AWD
207,362 mi
New Lenox, IL
31 mi away
Fair Deal
$13,949
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 80,080
- Stock #:
- 326181A
- VIN:
- 5TDBK3EH6DS265897
2013 Toyota Highlander
SE AWD
80,080 mi
Elgin, IL
39 mi away
Fair Deal
$17,808
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,219
- Stock #:
- KS587663
- VIN:
- 5TDJZRFH5KS587663
New arrival
2019 Toyota Highlander
XLE AWD
34,219 mi
Libertyville, IL
31 mi away
Good Deal
$31,376
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,500
- Stock #:
- MK260152A
- VIN:
- 5TDKDRAHXPS522003
New arrival
2023 Toyota Highlander
LE FWD
44,500 mi
McHenry, IL
45 mi away
Fair Deal
$31,410
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,295
- Stock #:
- U10333
- VIN:
- 5TDKDRBH8PS016815
2023 Toyota Highlander
XLE AWD
90,295 mi
Valparaiso, IN
40 mi away
Good Deal
$29,980
- 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:
- Automatic
- Mileage:
- 90,116
- Stock #:
- N260508B
- VIN:
- 5TDBZRFH1JS895707
New arrival
2018 Toyota Highlander
LE Plus AWD
90,116 mi
Hodgkins, IL
15 mi away
Fair Deal
$22,613
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 91,310
- Stock #:
- PB5282
- VIN:
- 5TDGZRBH7NS586177
2022 Toyota Highlander
XLE AWD
91,310 mi
Home delivery from Frankfort, KY
Price includes $436 shipping
Good Deal
$29,206
- 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:
- 72,147
- Stock #:
- H27170A
- VIN:
- 5TDGZRBH8MS554336
2021 Toyota Highlander
XLE AWD
72,147 mi
Aurora, IL
31 mi away
Good Deal
$29,412
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 55,602
- Stock #:
- 28381478
- VIN:
- 5TDDZRFH4JS888484
2018 Toyota Highlander
Limited Platinum AWD
55,602 mi
Store transfer to Oak Lawn, IL
Price includes $199 shipping
Good Deal
$30,197
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,457
- Stock #:
- C250187A
- VIN:
- 5TDKDRAH0PS513035
2023 Toyota Highlander
L FWD
35,457 mi
Matteson, IL
27 mi away
Fair Deal
$32,078
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,411
- Stock #:
- P7323
- VIN:
- 5TDKDRBH1PS028983
2023 Toyota Highlander
XLE AWD
49,411 mi
Calumet City, IL
19 mi away
Fair Deal
$36,271
- Year:
- 2016
- 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:
- Ash
- Transmission:
- Automatic
- Mileage:
- 57,458
- Stock #:
- GS256415
- VIN:
- 5TDJKRFH3GS256415
2016 Toyota Highlander
XLE AWD
57,458 mi
Des Plaines, IL
16 mi away
Good Deal
$24,193
- 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:
- 19,572
- Stock #:
- 577767
- VIN:
- 5TDKDRBHXSS577767
Price drop
-$1,000
2025 Toyota Highlander
XSE AWD
19,572 mi
Home delivery from Marietta, GA
Price includes $1,150 shipping
Good Deal
$44,238
$43,238
- Year:
- 2021
- 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:
- 68,646
- Stock #:
- 26019A
- VIN:
- 5TDYZRAH3MS519080
2021 Toyota Highlander
Limited FWD
68,646 mi
Home delivery from Okatie, SC
Price includes $2,271 shipping
Fair Deal
$32,756
- 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
$22,956
- 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:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 121,909
- Stock #:
- SC260438A
- VIN:
- 5TDDKRFH7FS186204
2015 Toyota Highlander
Limited Platinum AWD
121,909 mi
St. Charles, IL
37 mi away
Good Deal
$19,652
- 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:
- 8-Speed Automatic
- Mileage:
- 115,752
- Stock #:
- D2019
- VIN:
- 5TDJZRFH2JS556997
2018 Toyota Highlander
SE AWD
115,752 mi
Addison, IL
20 mi away
Great Deal
$20,600
- Year:
- 2010
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 135,279
- Stock #:
- 023698
- VIN:
- 5TDKK3EH2AS023698
2010 Toyota Highlander
SE
135,279 mi
Home delivery from Tampa, FL
Price includes $1,502 shipping
Good Deal
$10,390
- Year:
- 2023
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,457
- Stock #:
- C250187A
- VIN:
- 5TDKDRAH0PS513035
Sponsored Listing
2023 Toyota Highlander
L FWD
35,457 mi
Matteson, IL
27 mi away
Fair Deal
$32,078
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