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Used 2008 Toyota Highlander for Sale near Chicago, IL

26 results
Chicago, IL
2009 Toyota Highlander Sport 4WD

2009 Toyota Highlander

Sport 4WD

188,251 miles

$6,101

Great Deal
Naperville, IL
30 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic
Mileage:
188,251
Stock number:
3T079A
VIN:
JTEES43A592144071

Sponsored

2007 Toyota Highlander Base

2007 Toyota Highlander

Base

178,610 miles

$6,495

Fair Deal
Crestwood, IL
18 mi away
Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
155 hp 2.4L I4
Exterior color:
Sonora Gold Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
White (Ivory)
Transmission:
Automatic
Mileage:
178,610
Stock number:
4288
VIN:
JTEGD21A870163488

Sponsored

2008 Toyota Highlander Limited 4WD

2008 Toyota Highlander

Limited 4WD

124,500 miles

$9,995

Fair Deal
Waukegan, IL
36 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Red (Burgundy)
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
124,500
Stock number:
054096
VIN:
JTEES42A982054096

Sponsored

2009 Toyota Highlander Limited 4WD

2009 Toyota Highlander

Limited 4WD

250,102 miles

$5,999

Fair Deal
Dolton, IL
18 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Green
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Brown (BEIGE)
Transmission:
5-Speed Automatic Overdrive
Mileage:
250,102
Stock number:
10718
VIN:
JTEES42A492141888

2008 Toyota Highlander Limited 4WD

2008 Toyota Highlander

Limited 4WD

173,232 miles

$7,624

Good Deal
Schaumburg, IL
26 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
173,232
Stock number:
SM100448A
VIN:
JTEES42A682071776

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Limited 4WD

124,500 miles

$9,995

Fair Deal
Waukegan, IL
36 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Red (Burgundy)
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
124,500
Stock number:
054096
VIN:
JTEES42A982054096

Preparing for a close up...

Photos coming soon

2007 Toyota Highlander

Limited V6 AWD

143,180 miles

$7,800

Fair Deal
Glenview, IL
18 mi away
Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
215 hp 3.3L V6
Exterior color:
Silver
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
143,180
VIN:
JTEEP21A570189657

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Limited

126,003 miles

$10,995

Fair Deal
Lombard, IL
20 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Silver
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic Overdrive
Mileage:
126,003
Stock number:
084375
VIN:
JTEDS42A292084375

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Sport 4WD

188,251 miles

$6,101

Great Deal
Naperville, IL
30 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic
Mileage:
188,251
Stock number:
3T079A
VIN:
JTEES43A592144071

Preparing for a close up...

Photos coming soon

2007 Toyota Highlander

Base

178,610 miles

$6,495

Fair Deal
Crestwood, IL
18 mi away
Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
155 hp 2.4L I4
Exterior color:
Sonora Gold Pearl
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
White (Ivory)
Transmission:
Automatic
Mileage:
178,610
Stock number:
4288
VIN:
JTEGD21A870163488

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Base

91,559 miles

$7,997

Good Deal
Skokie, IL
14 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
187 hp 2.7L I4
Fuel type:
Gasoline
Transmission:
6-Speed Automatic Overdrive
Mileage:
91,559
Stock number:
M1089A
VIN:
JTEDA41A392000780

Preparing for a close up...

Photos coming soon

2007 Toyota Highlander

Limited V6 AWD

129,805 miles

$6,999

Great Deal
Crestwood, IL
18 mi away
Year:
2007
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
215 hp 3.3L V6
Exterior color:
Blue
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
Automatic
Mileage:
129,805
Stock number:
1025-083-1925
VIN:
JTEEP21AX70216416

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Limited

216,436 miles

$4,799

Great Deal
Merrillville, IN
31 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Fuel type:
Gasoline
Interior color:
Brown (Sand Beige)
Transmission:
5-Speed Automatic
Mileage:
216,436
Stock number:
WBA-049035
VIN:
JTEDS42A382049035

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Limited 4WD

202,983 miles

$6,999

Good Deal
Merrillville, IN
31 mi away
Year:
2009
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
202,983
Stock number:
WBA-121135
VIN:
JTEES42A992121135

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Sport 4WD

Negotiable

No Price Analysis
Lisle, IL
25 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic Overdrive
Stock number:
10722
VIN:
JTEES43A782010211

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Limited 4WD

301,447 miles

$8,999

Uncertain
Saint Charles, IL
34 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
301,447
Stock number:
N250371B
VIN:
JTEES42A082060000

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Limited 4WD

173,232 miles

$7,624

Good Deal
Schaumburg, IL
26 mi away
Year:
2008
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic Overdrive
Mileage:
173,232
Stock number:
SM100448A
VIN:
JTEES42A682071776

Sponsored

  1. Home
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  4. / 2008
  5. / Illinois
  6. / Chicago
Overview
Reviews
FAQs
Picture of 2008 Toyota Highlander

After a successful 7-year run, the original-recipe Toyota Highlander gets replaced for 2008 by an all-new version that sets the bar ever higher for midsize crossover SUVs.

Arguably, the Toyota Highlander established the blueprint for all family-sized, 3-row crossover SUVs to follow. Its combination of reliability, quality, performance, and safety ensured that competitors came to the game ready for battle. And now, the redesigned 2008 Toyota Highlander moves the goalposts. It comes in base, Sport, and Limited trim levels, all powered by a V6 engine driving the front or all four wheels.

4.6 Overall rating

(45 reviews)
James S
4.0
Reviewed a 2008 Toyota Highlander on Jul 16, 2024

We own 2 of these. One is the limited and the other is the all wheel drive. Over 150,000 on each and really just general maintenance issues so far with each. The clear coat is peeling and fading on the rear valance of each and the shocks and struts need to be replaced at this age. We have taken our limited everywhere including Texas, Colorado, North Carolina, Maryland, West Virginia, and more. Very good for families or dog owners and flexible with the third row seating. No major issues with either one so far!

Birch T
5.0
Reviewed a 2008 Toyota Highlander on Jun 30, 2024

Fantastic car with an affordable price. Very happy with it!

Jay B
5.0
Reviewed a 2008 Toyota Sport 4WD on Apr 13, 2014

All around if you have a larger family you can't go wrong with the 2008 highlander. Easy to drive. Safe with the side curtain air bags. Plenty of power. Good MPG. Lots of interior seating space. Stow and go walk through seating keeps the kids off the 2nd row of seats and if you need more seating just pull out the other seat. Use Synthetic oil and you will have it for years. I have a hitch attachment that I can put on for long trips that add storage if needed. All around Excellent SUV.

Anonymous
5.0
Reviewed a 2008 Toyota Limited 4WD on Nov 16, 2011

It is my dream car. Fun to drive, passengers love it too because its comfortable and has individual heated seats and back row controls for heat and ac. The styling is fantastic, it is a great looking car inside and out. I live in Illinois and it handles all the horrible weather we get. Wondergul handling, killer sound system, I love, love, love my Highlander!

Mike P
5.0
Reviewed a 2008 Toyota Base on Aug 23, 2009

Great vehicle. Roomy, built well, good pickup and great new shape. Good mileage, well though out layout, seats fit good, all the features needed for a non-minivan family.

2008 Toyota Highlander FAQs

How much does the 2008 Toyota Highlander cost in Chicago, IL?

The average 2008 Toyota Highlander costs about $8,025.71. The average price has decreased by -7.3% since last year. The 26 for sale near Chicago, IL on CarGurus, range from $4,799 to $15,995 in price.

Is the 2008 Toyota Highlander a good car?

CarGurus experts gave the 2008 Toyota Highlander an overall rating of 9.2/10 and 2008 Toyota Highlander owners have rated the vehicle a 4.5/5 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 2008 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?

12 out of 26 for sale near Chicago, IL have no reported accidents or damage.

Is the 2008 Toyota Highlander safe?

CarGurus experts gave the 2008 Toyota Highlander a safety rating of 9/10.

What is the fuel economy of the 2008 Toyota Highlander?

Depending on the engine and options, the 2008 Toyota Highlander gets between 18 and 21 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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