Used Gray Toyota Highlander for Sale inChicago, IL
180 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 113,535
- Stock #:
- H27432A
- VIN:
- 5TDBKRFH1FS194645
Sponsored by Napleton's Valley Hyundai
2015 Toyota Highlander
LE Plus AWD
113,535 mi
Aurora, IL
31 mi away
Fair Deal
$17,912
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,383
- Stock #:
- B8M516965
- VIN:
- 5TDKDRBH7PS516965
Sponsored Listing
2023 Toyota Highlander
Platinum AWD
32,383 mi
Merrillville, IN
33 mi away
Fair Deal
$42,809
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 98,704
- Stock #:
- P3694B
- VIN:
- 5TDYK3EH6BS048776
New arrival
Sponsored Listing
2011 Toyota Highlander
Limited
98,704 mi
Roselle, IL
24 mi away
Fair Deal
$15,400
- 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:
- 49,474
- Stock #:
- P7323
- VIN:
- 5TDKDRBH1PS028983
2023 Toyota Highlander
XLE AWD
49,474 mi
Calumet City, IL
19 mi away
Good Deal
$34,100
- 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
$28,557
- 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:
- Gray
- Transmission:
- Automatic
- Mileage:
- 70,915
- Stock #:
- B49926A
- VIN:
- 5TDJZRBH6MS058294
Price drop
-$1,000
2021 Toyota Highlander
XSE AWD
70,915 mi
Chicago, IL
1 mi away
Great Deal
$30,901
$29,901
- 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:
- 66,508
- Stock #:
- V5993A
- VIN:
- 5TDGZRBH7MS076085
New arrival
2021 Toyota Highlander
XLE AWD
66,508 mi
Oak Park, IL
9 mi away
Good Deal
$29,995
- 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
- Transmission:
- Automatic
- Mileage:
- 42,518
- Stock #:
- P3009
- VIN:
- 5TDGZRBH8MS528223
New arrival
2021 Toyota Highlander
XLE AWD
42,518 mi
Fox Lake, IL
45 mi away
Good Deal
$31,850
- 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 #:
- 92F07603
- VIN:
- 5TDKDRBH6SS586062
2025 Toyota Highlander
XLE AWD
18,171 mi
Michigan City, IN
41 mi away
Fair Deal
$43,238
- 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 1g3
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Eb20
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,460
- Stock #:
- PS592451
- VIN:
- 5TDGZRBH9NS592451
2022 Toyota Highlander
XLE AWD
44,460 mi
Home delivery from Dekalb, IL
Price includes $87 shipping
Good Deal
$34,934
- 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
2021 Toyota Highlander
XLE AWD
84,387 mi
Valparaiso, IN
38 mi away
Great Deal
$25,819
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (TAN)
- Transmission:
- Automatic
- Mileage:
- 85,790
- Stock #:
- 70195386
- VIN:
- 5TDGZRAH2MS536089
2021 Toyota Highlander
XLE FWD
85,790 mi
Store transfer to Oak Lawn, IL
Price includes $699 shipping
Good Deal
$27,697
- 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
Price drop
-$1,377
2018 Toyota Highlander
XLE AWD
87,794 mi
Oak Forest, IL
20 mi away
Great Deal
$22,357
$21,357
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 120,153
- Stock #:
- TK20258A
- VIN:
- 5TDJKRFH7FS172211
New arrival
2015 Toyota Highlander
XLE
120,153 mi
Willowbrook, IL
19 mi away
Good Deal
$18,199
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 118,967
- Stock #:
- RT10085
- VIN:
- 5TDKDRBHXPS007243
2023 Toyota Highlander
LE AWD
118,967 mi
Home delivery from Fredericksburg, VA
Price includes $885 shipping
Good Deal
$24,875
- 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:
- Gray
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 23,959
- Stock #:
- RA2663A
- VIN:
- 5TDKDRAH2PS517961
2023 Toyota Highlander
L FWD
23,959 mi
Home delivery from Muscatine, IA
Price includes $360 shipping
Good Deal
$32,300
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 138,742
- Stock #:
- CYC-276912
- VIN:
- 5TDBK3EH9DS276912
New arrival
2013 Toyota Highlander
Plus AWD
138,742 mi
Crestwood, IL
18 mi away
Fair Deal
$12,376
- 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
$18,513
- 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:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,383
- Stock #:
- B8M516965
- VIN:
- 5TDKDRBH7PS516965
2023 Toyota Highlander
Platinum AWD
32,383 mi
Merrillville, IN
33 mi away
Fair Deal
$42,809
- 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:
- 49,792
- Stock #:
- M680
- VIN:
- 5TDBZRBH1MS542751
New arrival
2021 Toyota Highlander
LE AWD
49,792 mi
Downers Grove, IL
21 mi away
Good Deal
$28,977
- 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:
- Almond
- Transmission:
- 6-Speed Automatic
- Mileage:
- 51,884
- Stock #:
- KY147039
- VIN:
- 5TDDKRFHXFS147039
2015 Toyota Highlander
Limited Platinum AWD
51,884 mi
Skokie, IL
11 mi away
Good Deal
$23,408
- 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:
- 81,484
- Stock #:
- S9N568531
- VIN:
- 5TDJZRFH3KS568531
New arrival
2019 Toyota Highlander
XLE AWD
81,484 mi
Schererville, IN
26 mi away
Good Deal
$25,600
- Year:
- 2011
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 98,704
- Stock #:
- P3694B
- VIN:
- 5TDYK3EH6BS048776
New arrival
2011 Toyota Highlander
Limited
98,704 mi
Roselle, IL
24 mi away
Fair Deal
$15,400
- 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:
- 49,474
- Stock #:
- P7323
- VIN:
- 5TDKDRBH1PS028983
Sponsored Listing
2023 Toyota Highlander
XLE AWD
49,474 mi
Calumet City, IL
19 mi away
Good Deal
$34,100
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