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Used Toyota Grand Highlander for Sale near Chicago, IL

90 results
Chicago, IL
2025 Toyota Grand Highlander XLE AWD Jidd Motors Mitsubishi

2025 Toyota Grand Highlander

XLE AWD

24,517 miles

$41,795

Good Deal
Des Plaines, IL
18 mi away
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:
8-Speed Automatic
Mileage:
24,517
Stock number:
JU17860
VIN:
5TDAAAB50SS078181

Sponsored

2025 Toyota Grand Highlander Platinum AWD

2025 Toyota Grand Highlander

Platinum AWD

6,472 miles

$54,999

Fair Deal
Countryside, IL
14 mi away
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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
6,472
Stock number:
C5762
VIN:
5TDAAAB59SS081841

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

18,480 miles

$42,985

Fair Deal
Des Plaines, IL
18 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
18,480
Stock number:
JU17967
VIN:
5TDAAAB56SS079531

Sponsored

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

16,181 miles

$45,915

Good Deal
Naperville, IL
30 mi away
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
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
16,181
Stock number:
P10412
VIN:
5TDAAAB58RS064765

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

26,938 miles

$46,897

Fair Deal
Store transfer to Oak Lawn, IL
1,703 mi away • Price includes $1,899 shipping Price includes $1,899 shipping
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:
Automatic
Mileage:
26,938
Stock number:
27387868
VIN:
5TDAAAB50RS027242

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

19,460 miles

$42,795

Good Deal
Des Plaines, IL
18 mi away
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:
8-Speed Automatic
Mileage:
19,460
Stock number:
JU18012
VIN:
5TDAAAB50SS082618

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Platinum AWD

67,236 miles

$42,797

Good Deal
Store transfer to Oak Lawn, IL
931 mi away • Price includes $799 shipping Price includes $799 shipping
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:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
67,236
Stock number:
27960887
VIN:
5TDAAAB59RS007121

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

Platinum AWD

4,017 miles

$53,994

Good Deal
Highland Park, IL
21 mi away
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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
4,017
Stock number:
H51671A
VIN:
5TDAAAB56SS079772

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

24,517 miles

$41,795

Good Deal
Des Plaines, IL
18 mi away
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:
8-Speed Automatic
Mileage:
24,517
Stock number:
JU17860
VIN:
5TDAAAB50SS078181

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

21,480 miles

$43,985

Fair Deal
Oak Lawn, IL
13 mi away
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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,480
Stock number:
OF100374C
VIN:
5TDAAAB50RS057714

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

Platinum AWD

4,809 miles

$54,773

Fair Deal
Calumet City, IL
19 mi away
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:
4,809
Stock number:
P7084
VIN:
5TDAAAB5XSS073022

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

40,116 miles

$41,628

Fair Deal
Libertyville, IL
32 mi away
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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
40,116
Stock number:
7251191A
VIN:
5TDAAAB57RS031062

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE FWD

22,902 miles

$42,998

Fair Deal
Tinley Park, IL
24 mi away
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:
CREAM
Transmission:
Automatic
Mileage:
22,902
Stock number:
28157774
VIN:
5TDAAAA5XSS025960

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Platinum AWD

13,900 miles

$50,747

Fair Deal
Store transfer to Oak Lawn, IL
836 mi away • Price includes $749 shipping Price includes $749 shipping
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:
13,900
Stock number:
28137772
VIN:
5TDAAAB52RS011575

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

15,741 miles

$42,990

Good Deal
Streamwood, IL
32 mi away
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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
15,741
Stock number:
XP19915
VIN:
5TDAAAB59RS015266

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

11,433 miles

$46,490

Good Deal
Northbrook, IL
19 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
11,433
Stock number:
R0C050910
VIN:
5TDAAAB59RS050910

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  5. / Chicago
Reviews
FAQs

4.7 Overall rating

(14 reviews)
Shanta C
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024

Great suv with lots of space and safety features.

Nick A
5.0
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024

The car is amazing. Not much of a discount though.

ashleigh D
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 02, 2024

I had a 2013 Buick enclave (which I absolutely loved but once it hit 100K nothing but mechanical problems) . I traded it in for a 2022 Highlander. I was miserable going from a larger suv to a much smaller one ( I didn’t realize how much smaller it actually was). So after having the highlander for less than two years , I traded it in for the Grand highlander. And it’s the absolute perfect size! I love it. No complaints so far. I almost bought a brand new top of the line telluride (that thing was fine and had every feature you could imagine) …. But after talking to a few mechanics I decided to spend a little more and get the Toyota.

Anonymous
5.0
Reviewed a 2024 Toyota Grand Highlander on May 21, 2024

It should be on $56000 out dealer price . Little high compared in online price

Patrick C
5.0
Reviewed a 2024 Toyota Grand Highlander on May 11, 2024

Great family vehicle comfortable and excellent leg room

Toyota Grand Highlander FAQs

How much does the Toyota Grand Highlander cost in Chicago, IL?

The average Toyota Grand Highlander costs about $45,570.35. The average price has decreased by -8.6% since last year. The 90 for sale near Chicago, IL on CarGurus, range from $37,985 to $59,168 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2024 Toyota Grand Highlander an overall rating of 8/10 and Toyota Grand Highlander owners have rated the vehicle a 4.6/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Toyota Grand Highlander vehicles in Chicago, IL have no reported accidents or damage?

90 out of 90 for sale near Chicago, IL have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2024 Toyota Grand Highlander a safety rating of 9/10.

What fuel types are available?

Gasoline engines are available.

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