Certified Toyota Grand Highlander for Sale nearChicago, IL

Filters (4)

Location:

Only show listings in IL?

Include delivery listings?

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
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Advantage Toyota of River Oaks

Sponsored by Advantage Toyota of River Oaks

2025 Toyota Grand Highlander

XLE AWD

40,003 mi

Calumet City, IL
19 mi away
Good Deal
Manufacturer certified

$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
Midnight Black Metallic 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2026 Toyota Grand Highlander

XLE AWD

12,925 mi

Libertyville, IL
31 mi away
Good Deal
Manufacturer certified

$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
Black 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2024 Toyota Grand Highlander

XLE AWD

58,867 mi

Saint Charles, IL
34 mi away
Fair Deal
Third-party certified

$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:
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
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

XLE AWD

40,003 mi

Calumet City, IL
19 mi away
Good Deal
Manufacturer certified

$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
Storm Cloud 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2024 Toyota Grand Highlander

XLE AWD

34,139 mi

Tinley Park, IL
22 mi away
Good Deal
Manufacturer certified

$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
Coastal Cream 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Grand Highlander

Platinum AWD

36,821 mi

Tinley Park, IL
22 mi away
Good Deal
Manufacturer certified

$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
Blueprint 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Grand Highlander

XLE AWD

10,741 mi

Palatine, IL
27 mi away
Good Deal
Manufacturer certified

$48,721

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
Red (Ruby Flare Pearl) 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Grand Highlander

Limited AWD

4,885 mi

Libertyville, IL
31 mi away
Great Deal
Manufacturer certified

$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
Midnight Black Metallic 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Grand Highlander

XLE AWD

12,925 mi

Libertyville, IL
31 mi away
Good Deal
Manufacturer certified

$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
Black 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Grand Highlander

XLE AWD

58,867 mi

Saint Charles, IL
34 mi away
Fair Deal
Third-party certified

$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
Gray 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Grand Highlander

Limited AWD

36,713 mi

Waukegan, IL
36 mi away
Good Deal
Manufacturer certified

$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
Storm Cloud 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Grand Highlander

Platinum AWD

37,908 mi

Plainfield, IL
34 mi away
Fair Deal
Third-party certified

$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
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

38,306 mi

Kenosha, WI
50 mi away
Fair Deal
Manufacturer certified

$53,886

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
Manufacturer certified

$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
Vehicle photo unavailable

 

2024 Toyota Grand Highlander

XLE AWD

32,477 mi

Saint Charles, IL
34 mi away
No Rating
Manufacturer certified

$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
Manufacturer certified

$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
Midnight Black Metallic 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Grand Highlander

Limited AWD

16,964 mi

Elmhurst, IL
17 mi away
High Priced
Manufacturer certified

$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
White (Wind Chill Pearl) 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Grand Highlander

Platinum AWD

49,257 mi

Crystal Lake, IL
42 mi away
High Priced
Manufacturer certified

$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
Blueprint 8x8 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

60,057 mi

Schaumburg, IL
27 mi away
High Priced
Manufacturer certified

$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
Celestial Silver Metallic 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2026 Toyota Grand Highlander

XLE AWD

14,354 mi

Chicago, IL
8 mi away
Fair Deal
Manufacturer certified

$49,088

A better way to discover your best deal

Let us help you find a car you’ll love.