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Used Toyota Grand Highlander for Sale near Chicago, IL

74 results
Chicago, IL
2025 Toyota Grand Highlander XLE AWD Advantage Toyota of River Oaks

2025 Toyota Grand Highlander

XLE AWD

20,318 miles

$42,990

Good Deal
Certified Pre-Owned
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,318
Stock number:
P7220
VIN:
5TDAAAB51SS077993

Sponsored

2025 Toyota Grand Highlander XLE FWD

2025 Toyota Grand Highlander

XLE FWD

16,658 miles

$43,405

Fair Deal
Des Plaines, IL
16 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
Transmission:
Automatic
Mileage:
16,658
Stock number:
60812
VIN:
5TDAAAA54SS025436

Sponsored

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

13,859 miles

$43,685

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:
13,859
Stock number:
JU17981
VIN:
5TDAAAB51SS078156

Sponsored

2024 Toyota Grand Highlander XLE AWD

2024 Toyota Grand Highlander

XLE AWD

37,507 miles

$40,877

Good Deal
Portage, IN
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
37,507
Stock number:
S27193A
VIN:
5TDAAAB54RS020259

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

20,318 miles

$42,990

Good Deal
Certified Pre-Owned
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,318
Stock number:
P7220
VIN:
5TDAAAB51SS077993

2025 Toyota Grand Highlander XLE FWD

2025 Toyota Grand Highlander

XLE FWD

30,819 miles

$42,447

Good Deal
Store transfer to Oak Lawn, IL
586 mi away • Price includes $449 shipping Price includes $449 shipping
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,819
Stock number:
28157077
VIN:
5TDAAAA59SS020510

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

37,655 miles

$42,197

Fair Deal
Store transfer to Oak Lawn, IL
421 mi away • Price includes $199 shipping Price includes $199 shipping
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:
Automatic
Mileage:
37,655
Stock number:
28632693
VIN:
5TDAAAB51SS088430

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2024 Toyota Grand Highlander

Platinum AWD

29,744 miles

$48,813

Fair Deal
Westmont, 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
Exterior color:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,744
Stock number:
26-118A
VIN:
5TDAAAB57RS003049

Preparing for a close up...

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2024 Toyota Grand Highlander

Platinum AWD

17,010 miles

$49,999

Good Deal
Certified Pre-Owned
Tinley Park, IL
22 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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
17,010
Stock number:
P10056
VIN:
5TDAAAB51RS023118

Preparing for a close up...

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2024 Toyota Grand Highlander

XLE AWD

28,458 miles

$43,860

Fair Deal
Lombard, IL
21 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:
Automatic
Mileage:
28,458
Stock number:
91955
VIN:
5TDAAAB58RS001312

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

13,859 miles

$43,685

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:
13,859
Stock number:
JU17981
VIN:
5TDAAAB51SS078156

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

16,942 miles

$43,395

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
16,942
Stock number:
JU17980
VIN:
5TDAAAB5XSS079113

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

6,478 miles

$44,595

Good 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:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
6,478
Stock number:
C5762
VIN:
5TDAAAB59SS081841

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

18,105 miles

$42,980

Good Deal
Lombard, 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
18,105
Stock number:
91897
VIN:
5TDAAAB53SS091460

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

36,675 miles

$42,547

Fair Deal
Store transfer to Oak Lawn, IL
755 mi away • Price includes $549 shipping Price includes $549 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,675
Stock number:
27684975
VIN:
5TDAAAB51RS020851

Preparing for a close up...

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2024 Toyota Grand Highlander

Limited AWD

27,126 miles

$46,897

Fair Deal
Store transfer to Oak Lawn, IL
1,760 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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,126
Stock number:
28092853
VIN:
5TDAAAB53RS004098

Preparing for a close up...

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2025 Toyota Grand Highlander

XLE AWD

18,019 miles

$43,860

Fair Deal
Lombard, 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:
Storm Cloud
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
18,019
Stock number:
91906
VIN:
5TDAAAB59SS083895

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

17,643 miles

$43,295

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:
17,643
Stock number:
JU17861
VIN:
5TDAAAB55SS078029

Preparing for a close up...

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2025 Toyota Grand Highlander

LE FWD

30,813 miles

$40,312

Great Deal
16 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
Transmission:
8-Speed Automatic
Mileage:
30,813
Stock number:
16673307
VIN:
5TDAAAA5XSS027112

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

27,391 miles

$46,990

Fair Deal
Chicago, IL
8 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,391
Stock number:
P16725
VIN:
5TDAAAB53RS044326

Preparing for a close up...

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2025 Toyota Grand Highlander

LE FWD

18,492 miles

$43,120

Fair Deal
16 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
18,492
Stock number:
16683917
VIN:
5TDAAAA5XSS030849

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  1. Home
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  5. / Chicago
Overview
Reviews
FAQs

CarGurus recommends the 2024 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,427 currently listed for sale and an **average price of $44,968.00**, 31.3% of 2024 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2024 Toyota Grand Highlander 4.64 / 5 stars. - **93.9% of 2024 Grand Highlander models on CarGurus are accident free**. - The 2024 Toyota Grand Highlander boasts a spacious interior with significant cargo capacity and multiple hybrid powertrain options. ## Why it stands out The 2024 Toyota Grand Highlander sets itself apart in the competitive three-row crossover market by offering more space and diverse powertrain choices than many of its rivals. With a length of 201.4 inches, it is larger than competitors like the Kia Telluride, allowing for increased cargo capacity of 97.5 cubic feet. Additionally, the availability of two hybrid powertrains alongside a turbocharged engine enables consumers to select the perfect balance between power and fuel efficiency. The Grand Highlander's reputation for reliability, coupled with standard advanced safety features through Toyota Safety Sense 3.0, adds to its appeal as a family-friendly vehicle. ## Other model years to consider - **[2025 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2025-Toyota-Grand-Highlander-c33811)** - Average price: $45,143.00 - Good/great deal percentage: 30.8% - Total listings: 1,514 - **[2026 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2026-Toyota-Grand-Highlander-c34344)** - Average price: $53,234.00 - Good/great deal percentage: 30.8% - Total listings: 821 These recommendations are based on CarGurus' proprietary market data from March 23, 2026, CarGurus experts' opinions, and generative AI.

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 $45,607.81. The average price has decreased by -4.8% since last year. The 74 for sale near Chicago, IL on CarGurus, range from $31,995 to $57,998 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 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?

74 out of 74 for sale near Chicago, IL have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.

What fuel types are available?

Gasoline engines are available.

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