Used Silver Toyota Grand Highlander for Sale in Chicago, IL
25 results
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,172
- Stock #:
- U1702
- VIN:
- 5TDAAAB50RS026981
Sponsored by Gregory Mitsubishi
2024 Toyota Grand Highlander
XLE AWD
60,172 mi
Lake Villa, IL
40 mi away
Fair Deal
$42,567
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,556
- Stock #:
- 1TT0153
- VIN:
- 5TDAAAB58SS100153
2025 Toyota Grand Highlander
XLE AWD
12,556 mi
Home delivery from Greensboro, NC
Price includes $813 shipping
Good Deal
$46,562
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,352
- Stock #:
- U8805
- VIN:
- 5TDAAAB53RS005560
2024 Toyota Grand Highlander
Limited AWD
38,352 mi
Home delivery from Adrian, MI
Price includes $366 shipping
Great Deal
$43,465
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,851
- Stock #:
- 28789085
- VIN:
- 5TDAAAA57RS008429
2024 Toyota Grand Highlander
XLE FWD
23,851 mi
Store transfer to Oak Lawn, IL
Price includes $249 shipping
Good Deal
$43,247
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 54,405
- Stock #:
- P027757
- VIN:
- 5TDAAAB50RS027757
2024 Toyota Grand Highlander
Platinum AWD
54,405 mi
Home delivery from Taylorsville, IN
Price includes $298 shipping
Fair Deal
$47,414
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,172
- Stock #:
- U1702
- VIN:
- 5TDAAAB50RS026981
2024 Toyota Grand Highlander
XLE AWD
60,172 mi
Lake Villa, IL
40 mi away
Fair Deal
$42,567
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 27,322
- Stock #:
- RS031160A
- VIN:
- 5TDAAAB57RS031160
2024 Toyota Grand Highlander
Platinum AWD
27,322 mi
Home delivery from Carrollton, TX
Price includes $1,194 shipping
Fair Deal
$50,714
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,745
- Stock #:
- P22610
- VIN:
- 5TDAAAA53RS005995
2024 Toyota Grand Highlander
XLE FWD
46,745 mi
Home delivery from Milwaukee, WI
Price includes $500 shipping
Good Deal
$39,368
- Year:
- 2025
- Make:
- Toyota
- Model:
- Grand Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 265 hp 2.4L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 17,751
- Stock #:
- 28403305
- VIN:
- 5TDAAAA5XSS033444
New arrival
2025 Toyota Grand Highlander
XLE FWD
17,751 mi
Store transfer to Oak Lawn, IL
Price includes $299 shipping
Good Deal
$44,297
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 23,229
- Stock #:
- 28260256
- VIN:
- 5TDAAAB55SS083697
New arrival
2025 Toyota Grand Highlander
XLE AWD
23,229 mi
Store transfer to Oak Lawn, IL
Price includes $99 shipping
Good Deal
$44,097
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,793
- Stock #:
- RS005308
- VIN:
- 5TDAAAB54RS005308
2024 Toyota Grand Highlander
XLE AWD
20,793 mi
Home delivery from Greensboro, NC
Price includes $746 shipping
Fair Deal
$46,745
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 11,844
- Stock #:
- 70049857
- VIN:
- 5TDAAAB55RS058566
New arrival
2024 Toyota Grand Highlander
Platinum AWD
11,844 mi
Store transfer to Oak Lawn, IL
Price includes $1,199 shipping
Fair Deal
$54,197
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 42,161
- Stock #:
- 28817605
- VIN:
- 5TDAAAB54RS040219
2024 Toyota Grand Highlander
XLE AWD
42,161 mi
Store transfer to Oak Lawn, IL
Price includes $1,699 shipping
Good Deal
$42,697
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 10
- Stock #:
- S6F144086
- VIN:
- 5TDAAAB56TS144086
New arrival
2026 Toyota Grand Highlander
XLE AWD
New car
Schererville, IN
26 mi away
New car
TSRP $48,471
$48,722
- 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:
- Automatic
- Mileage:
- 0
- Stock #:
- T66196
- VIN:
- 5TDAAAB50TS144228
New arrival
2026 Toyota Grand Highlander
XLE AWD
New car
Park Ridge, IL
16 mi away
New car
TSRP $48,987
$49,365
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 0
- Stock #:
- TS26E373
- VIN:
- 5TDAAAB50TS26E373
2026 Toyota Grand Highlander
XLE AWD
New car
Home delivery from Davenport, IA
Price includes $225 shipping
New car
TSRP $49,573
$49,978
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T18896
- VIN:
- 5TDAAAB54TS38F620
Preparing for a close up...
Photos coming soon
2026 Toyota Grand Highlander
Platinum AWD
New car
Romeoville, IL
32 mi away
New car
TSRP $52,017
$52,017
- 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
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 8
- Stock #:
- 7736
- VIN:
- 5TDAAAB55TS144869
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Grand Highlander
XLE AWD
New car
Calumet City, IL
19 mi away
New car
TSRP $50,073
$50,451
- 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:
- Silver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T19368
- VIN:
- 5TDAAAB59TS05F729
Preparing for a close up...
Photos coming soon
2026 Toyota Grand Highlander
XLE AWD
New car
Romeoville, IL
32 mi away
New car
TSRP $48,913
$48,913
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5
- Stock #:
- T19824
- VIN:
- 5TDAAAB53TS26D685
Preparing for a close up...
Photos coming soon
2026 Toyota Grand Highlander
XLE AWD
New car
Romeoville, IL
32 mi away
New car
TSRP $49,362
$49,362
- 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:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 2
- Stock #:
- T262036
- VIN:
- 5TDAAAB57TS145022
Preparing for a close up...
Photos coming soon
New arrival
2026 Toyota Grand Highlander
XLE AWD
New car
Kenosha, WI
50 mi away
New car
No Price Listed
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Light Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,341
- Stock #:
- 43998
- VIN:
- 5TDAAAA58RS006320
2024 Toyota Grand Highlander
XLE FWD
114,341 mi
Home delivery from Lubbock, TX
Price includes $2,919 shipping
Uncertain
$37,507
- 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:
- Automatic
- Mileage:
- 22,374
- Stock #:
- 080995
- VIN:
- 5TDAAAB59SS080995
2025 Toyota Grand Highlander
XLE AWD
22,374 mi
Home delivery from Lynnwood, WA
Price includes $2,077 shipping
High Priced
$50,275
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,612
- Stock #:
- T092668A
- VIN:
- 5TDAAAB59RS051426
New arrival
2024 Toyota Grand Highlander
Platinum AWD
42,612 mi
Home delivery from Memphis, TN
Price includes $900 shipping
High Priced
$51,750
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