CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used 2009 Toyota Highlander for Sale near Chicago, IL

26 results
Chicago, IL
2010 Toyota Highlander SE 4WD Ultimate Motor Cars

2010 Toyota Highlander

SE 4WD

119,169 miles

$10,500

Good Deal
Downers Grove, IL
22 mi away
Year:
2010
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
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
119,169
Stock number:
21327
VIN:
5TDJK3EH0AS011657

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

$5,499

Good 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

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

2009 Toyota Highlander Limited 4WD

2009 Toyota Highlander

Limited 4WD

250,102 miles

$5,499

Good 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

Preparing for a close up...

Photos coming soon

2008 Toyota Highlander

Sport 4WD

120,992 miles

$8,800

Good Deal
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
Mileage:
120,992
Stock number:
10722
VIN:
JTEES43A782010211

Preparing for a close up...

Photos coming soon

2010 Toyota Highlander

SE 4WD

119,169 miles

$10,500

Good Deal
Downers Grove, IL
22 mi away
Year:
2010
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
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
119,169
Stock number:
21327
VIN:
5TDJK3EH0AS011657

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Base 4WD

155,134 miles

$8,899

Fair Deal
Villa Park, 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:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic Overdrive
Mileage:
155,134
Stock number:
A143034
VIN:
JTEES41A192143034

Preparing for a close up...

Photos coming soon

2010 Toyota Highlander

Limited 4WD

155,008 miles

$11,488

Fair Deal
Chicago, IL
2 mi away
Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Cypress Pearl
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
5-Speed Automatic
Mileage:
155,008
Stock number:
T313B
VIN:
5TDDK3EH6AS012244

Preparing for a close up...

Photos coming soon

2009 Toyota Highlander

Base 4WD

163,220 miles

$7,990

Fair Deal
Chicago, IL
7 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:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
5-Speed Automatic Overdrive
Mileage:
163,220
Stock number:
Nv1885
VIN:
JTEES41A692121885

Preparing for a close up...

Photos coming soon

2010 Toyota Highlander

Limited 4WD

178,141 miles

$7,488

Great Deal
Crestwood, IL
18 mi away
Year:
2010
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
270 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
178,141
Stock number:
1042-092-1925
VIN:
5TDDK3EH4AS026059

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

$6,799

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

Base 4WD

228,948 miles

$5,799

Fair Deal
Merrillville, IN
31 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
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
5-Speed Automatic
Mileage:
228,948
Stock number:
WBA-102540
VIN:
JTEES41A082102540

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2009
  5. / Illinois
  6. / Chicago
Overview
Reviews
FAQs
Picture of 2009 Toyota Highlander Apparently, Toyota has taken the old saying “If it ain’t broke, don’t fix it” to heart. Not much is brand new for the 2009 non-hybrid Highlander. A bit of tweaking in the headlight design is the extent of styling changes for this year. A hefty redesign in ’08, including a larger body and cabin plus a beefier engine, left the 2009 Highlander little to improve upon. The non-hybrid Highlander still offers three trim levels: Base, Sport and Limited, each of which comes in FWD and AWD versions. Sport and Limited trims come with a standard 6-CD changer and 19-inch aluminum alloy wheels, and options include a sunroof, a DVD rear-seat entertainment system, and a navigation system. The Sport trim, with its MacPherson sport-type suspension, obviously provides a somewhat stiffer ride than the Base and Limited trims. The Highlander Limited has a 3.5-inch multi-function display standard as well as leather-trimmed seating. The Highlander's 270-hp, 3.5-liter V6, coupled with a 5-speed transmission and standard on all trims, has been a hit with drivers and reviewers alike. This particular engine features a DOHC with four valves per cylinder and variable valve tuning. Its estimated 18/24 mpg city/highway is pretty much standard for the class. Highlander’s comfortable, Camry-inspired chassis and 5-star crash-test rating have also proven to be winners. So what’s in the offing for Highlander in ’09? How ‘bout a four-cylinder model? The so-far unheralded four-cylinder Highlander, expected in mid-January, represents a significant departure from Toyota’s mantra that if drivers want a four-cylinder SUV, they’ll buy a RAV4. An inline four-cylinder (I4) engine will be offered only on the FWD Base trim to start. Should it prove popular, Toyota will, understandably, offer the I4 in the Sport and Limited trims as well. Borrowed from the just-introduced Venza, the Highlander’s 2.7-liter I4 will put out 189 hp and, paired up with a 6-speed automatic transmission, ought to equal the traditional V6 in performance, if not power. With an optional towing package, the I4 will have a capacity of 3,500 lbs, while the V6 can handle 5,000 lbs. Toyota claims the four-cylinder Highlander will achieve 20/26 mpg, and if those numbers prove accurate, it will wrest the Dodge Journey's mantle as the most economical gasoline-powered crossover.

4.6 Overall rating

(22 reviews)
Anonymous
5.0
Reviewed a 2009 Toyota Highlander on Jul 05, 2021

Reliable, drives great, good mileage, good ride. What more could you want. Also tows more than the same generation Honda pilot.

Nancy Y
5.0
Reviewed a 2009 Toyota Limited 4WD on Aug 18, 2009

Truly the most awesome vehicle I have owned. Solidly built and it glides on the road. And of course inside, all the bells & whistles make driving/riding an even nicer experience. You sit high to see everything on the road, lots of room shoulder to shoulder and front to back. There can't be anything else on the market even close in the same price range.

Cris B
5.0
Reviewed a 2009 Toyota Highlander on Apr 21, 2021

Reverse camera screen is handy but small. Will upgrade the head unit to get a better back up screen. Love the leather seats! Checked the vin, it starts with J so it was built in Japan. Very high quality car!

Chrissy M
5.0
Reviewed a 2009 Toyota Highlander on Sep 09, 2020

Best SUV ever. Great size and very economical. Best bang for your buck and dependable

Chloe W
5.0
Reviewed a 2009 Toyota Highlander on Sep 26, 2023

Great car! I downsized from a Toyota minivan… and I’m missing the extra storage space and added nooks and compartments for storage… but other than that… I love it!

2009 Toyota Highlander FAQs

How much does the 2009 Toyota Highlander cost in Chicago, IL?

The average 2009 Toyota Highlander costs about $8,396.83. The average price has decreased by -7.6% since last year. The 26 for sale near Chicago, IL on CarGurus, range from $4,799 to $16,708 in price.

How many 2009 Toyota Highlander vehicles in Chicago, IL have no reported accidents or damage?

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

What is the fuel economy of the 2009 Toyota Highlander?

Depending on the engine and options, the 2009 Toyota Highlander gets between 19 and 20 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

  • 2012 Toyota Highlander in Chicago IL

  • 2011 Toyota Highlander in Chicago IL

  • 2010 Toyota Highlander in Chicago IL

  • 2008 Toyota Highlander in Chicago IL

  • 2007 Toyota Highlander in Chicago IL

  • 2006 Toyota Highlander in Chicago IL

  • Toyota Highlander Limited in Chicago IL

  • Toyota Highlander Base

  • Toyota Highlander Limited 4WD

  • Toyota Highlander Base 4WD

  • Toyota Highlander Sport 4WD

  • Toyota Highlander Sport

  • Cadillac SRX in Chicago IL

  • Ford Escape in Chicago IL

  • Hyundai Veracruz in Chicago IL

  • 2009 Toyota Highlander in Milwaukee WI

  • Toyota Highlander in Chicago IL

  • Toyota Sedans for Sale in Chicago IL

  • Toyota SUVs & Crossovers for Sale in Chicago IL

  • Old Toyota Pickups for Sale in Chicago IL

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Chicago IL

  • Toyota Trucks for Sale in Chicago IL

  • Best 3-Row SUVs For Sale in Chicago IL

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Toyota of Fox Lake

  • Toyota of Merrillville

  • Kenosha Toyota

  • Toyota On Western

  • Continental Toyota

  • Toyota on Edens

  • Gerald Toyota of Matteson

  • Graff Toyota of Chesterton

  • Lombard Toyota

  • Classic Toyota

  • Oakbrook Toyota in Westmont

  • Bredemann Toyota

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.