Certified Toyota Grand Highlander for Sale nearChicago, IL
25 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,003
- Stock #:
- P7425
- VIN:
- 5TDAAAB56SS094949


Sponsored by Advantage Toyota of River Oaks
2025 Toyota Grand Highlander
XLE AWD
40,003 mi
Calumet City, IL
19 mi away
Good Deal
$40,966
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,925
- Stock #:
- TS143039
- VIN:
- 5TDAAAB53TS143039

Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
12,925 mi
Libertyville, IL
31 mi away
Good Deal
$47,896
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,867
- Stock #:
- F260580AA
- VIN:
- 5TDAAAB58RS062742

Sponsored Listing
2024 Toyota Grand Highlander
XLE AWD
58,867 mi
Saint Charles, IL
34 mi away
Fair Deal
$41,113
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,349
- Stock #:
- T26684A
- VIN:
- 5TDAAAB57SS072281

2025 Toyota Grand Highlander
XLE AWD
24,349 mi
Chicago, IL
8 mi away
Good Deal
$43,180
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,003
- Stock #:
- P7425
- VIN:
- 5TDAAAB56SS094949

2025 Toyota Grand Highlander
XLE AWD
40,003 mi
Calumet City, IL
19 mi away
Good Deal
$40,966
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,139
- Stock #:
- 472461
- VIN:
- 5TDAAAB50RS024681

Price drop
-$1,000
2024 Toyota Grand Highlander
XLE AWD
34,139 mi
Tinley Park, IL
22 mi away
Good Deal
$42,377
$41,377
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Coastal Cream
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,821
- Stock #:
- 475081
- VIN:
- 5TDAAAB50RS054487

New arrival
2024 Toyota Grand Highlander
Platinum AWD
36,821 mi
Tinley Park, IL
22 mi away
Good Deal
$47,377
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,741
- Stock #:
- 66319A
- VIN:
- 5TDAAAB51TS129835

2026 Toyota Grand Highlander
XLE AWD
10,741 mi
Palatine, IL
27 mi away
Good Deal
$48,721
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 32,957
- Stock #:
- N260406A
- VIN:
- 5TDAAAB50RS053890

2024 Toyota Grand Highlander
XLE AWD
32,957 mi
Hodgkins, IL
15 mi away
Fair Deal
$42,237
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 4,885
- Stock #:
- TS144268
- VIN:
- 5TDAAAB51TS144268

2026 Toyota Grand Highlander
Limited AWD
4,885 mi
Libertyville, IL
31 mi away
Great Deal
$52,998
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,925
- Stock #:
- TS143039
- VIN:
- 5TDAAAB53TS143039

2026 Toyota Grand Highlander
XLE AWD
12,925 mi
Libertyville, IL
31 mi away
Good Deal
$47,896
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 51,678
- Stock #:
- S3815
- VIN:
- 5TDAAAB51SS078755

2025 Toyota Grand Highlander
XLE AWD
51,678 mi
Kenosha, WI
50 mi away
Fair Deal
$41,387
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 58,867
- Stock #:
- F260580AA
- VIN:
- 5TDAAAB58RS062742

2024 Toyota Grand Highlander
XLE AWD
58,867 mi
Saint Charles, IL
34 mi away
Fair Deal
$41,113
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 36,713
- Stock #:
- T29652A
- VIN:
- 5TDAAAB52SS073631

New arrival
2025 Toyota Grand Highlander
Limited AWD
36,713 mi
Waukegan, IL
36 mi away
Good Deal
$47,883
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,908
- Stock #:
- S27009A
- VIN:
- 5TDAAAB58RS059923

2024 Toyota Grand Highlander
Platinum AWD
37,908 mi
Plainfield, IL
34 mi away
Fair Deal
$48,373
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,306
- Stock #:
- J3902
- VIN:
- 5TDAAAB50SS088192

2025 Toyota Grand Highlander
Platinum AWD
38,306 mi
Kenosha, WI
50 mi away
Fair Deal
$53,886
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,354
- Stock #:
- T26596A
- VIN:
- 5TDAAAB58TS124941

2026 Toyota Grand Highlander
XLE AWD
14,354 mi
Chicago, IL
8 mi away
Fair Deal
$49,088
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,386
- Stock #:
- 33873
- VIN:
- 5TDAAAA53RS019640
2024 Toyota Grand Highlander
XLE FWD
81,386 mi
Naperville, IL
30 mi away
Fair Deal
$36,613
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 32,477
- Stock #:
- 60596A
- VIN:
- 5TDAAAB57RS033569
Photos coming soon
2024 Toyota Grand Highlander
XLE AWD
32,477 mi
Saint Charles, IL
34 mi away
No Rating
$40,000
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Storm Cloud
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Stock #:
- 33885
- VIN:
- 5TDAAAB57TS124848
2026 Toyota Grand Highlander
Platinum AWD
Naperville, IL
30 mi away
No Rating
$59,313
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 16,964
- Stock #:
- 13280P
- VIN:
- 5TDAAAB54TS132745

2026 Toyota Grand Highlander
Limited AWD
16,964 mi
Elmhurst, IL
17 mi away
High Priced
$55,744
- Year:
- 2024
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 49,257
- Stock #:
- XX7648
- VIN:
- 5TDAAAB57RS039405

2024 Toyota Grand Highlander
Platinum AWD
49,257 mi
Crystal Lake, IL
42 mi away
High Priced
$47,843
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Blueprint 8x8
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray Lb10
- Transmission:
- Automatic
- Mileage:
- 60,057
- Stock #:
- Q9567
- VIN:
- 5TDAAAB57SS091607

2025 Toyota Grand Highlander
Platinum AWD
60,057 mi
Schaumburg, IL
27 mi away
High Priced
$49,366
- Year:
- 2026
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,354
- Stock #:
- T26596A
- VIN:
- 5TDAAAB58TS124941

Sponsored Listing
2026 Toyota Grand Highlander
XLE AWD
14,354 mi
Chicago, IL
8 mi away
Fair Deal
$49,088
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