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Used Red Toyota Grand Highlander for Sale in Chicago, IL

13 results

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
14,484
Stock #:
28711510
VIN:
5TDAAAA58SS028047
Red 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic
Price drop

-$2,000

 

2025 Toyota Grand Highlander

XLE FWD

14,484 mi

Store transfer to Oak Lawn, IL
Price includes $399 shipping
Good Deal

$47,397

$45,397

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
44,661
Stock #:
28398634
VIN:
5TDAAAB57RS053076
Red 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Grand Highlander

XLE AWD

44,661 mi

Store transfer to Oak Lawn, IL
Price includes $1,899 shipping
Good Deal

$40,897

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
60,843
Stock #:
26T520A
VIN:
5TDAAAB50RS012658
Red (Ruby Flare Pearl) 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Grand Highlander

Limited AWD

60,843 mi

Home delivery from Grandville, MI
Price includes $176 shipping
Fair Deal

$45,170

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:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
22,542
Stock #:
28800259
VIN:
5TDAAAB55SS086583
Red 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

22,542 mi

Store transfer to Oak Lawn, IL
Price includes $1,099 shipping
Fair Deal

$55,097

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
7,951
Stock #:
28825380
VIN:
5TDAAAA52SS023877
Red 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

Limited FWD

7,951 mi

Store transfer to Oak Lawn, IL
Price includes $899 shipping
Good Deal

$50,897

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,005
Stock #:
28653922
VIN:
5TDAAAB53RS011505
Red 2024 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Grand Highlander

XLE AWD

24,005 mi

Store transfer to Oak Lawn, IL
Price includes $349 shipping
Fair Deal

$45,347

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
11,410
Stock #:
28509681
VIN:
5TDAAAA50RS006263
Red 2024 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Grand Highlander

XLE FWD

11,410 mi

Store transfer to Oak Lawn, IL
Price includes $1,999 shipping
Fair Deal

$45,997

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:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
18,495
Stock #:
28713133
VIN:
5TDAAAA55SS026840
Red 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

XLE FWD

18,495 mi

Store transfer to Oak Lawn, IL
Price includes $899 shipping
Good Deal

$43,897

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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
5
Stock #:
10T2434N
VIN:
5TDAAAB54TS141767
Red 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Grand Highlander

Limited AWD

New car

Home delivery from Baxter, MN
Price includes $451 shipping

New car

TSRP $58,177

$58,978

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Mileage:
3
Stock #:
260717
VIN:
5TDAAAB56TS143293
Red (Ruby Flare Pearl) 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive

 

2026 Toyota Grand Highlander

XLE AWD

New car

Home delivery from Milwaukee, WI
Price includes $500 shipping

New car

TSRP $48,688

$50,186

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)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Lt Gry Lth
Transmission:
8-Speed Automatic
Mileage:
5
Stock #:
6945143
VIN:
5TDAAAB58TS145143
Red (Ruby) 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Grand Highlander

Platinum AWD

New car

Chicago, IL
7 mi away

New car

TSRP $61,221

$61,598

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:
10
Stock #:
TS27P487
VIN:
5TDAAAB59TS27P487
Red (Ruby Flare Pearl) 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Grand Highlander

Platinum AWD

New car

Libertyville, IL
31 mi away

New car

TSRP $60,450

$60,828

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:
5
Stock #:
TS144268
VIN:
5TDAAAB51TS144268
Red (Ruby Flare Pearl) 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Grand Highlander

Limited AWD

New car

Libertyville, IL
31 mi away

New car

TSRP $55,603

$55,981

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