Used Toyota Highlander for Sale in Chicago, IL

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2005 Toyota Highlander Limited V6 Review
by bamd94

Couldn't ask for a Better Used Vehicle

Very comfortable leather interior, steering and braking took some getting used to after driving a Tacoma for 10 years. The Highlander handles more like a car than a SUV or Crossover SUV. Much better gas mileage than the Tacoma, but I know I will miss the "just throw it into the back" routine of my day! And now that I'm driving one, I do notice ...

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https://static.cargurus.com/images/forsale/2018/06/14/07/59/2016_toyota_highlander-pic-5529669680750945444-152x114.jpeg

2016 Toyota Highlander LE AWD Used Cars in Glenview, IL 60025

Good Deal
$1,965 BELOW
CarGurus IMV of $28,820

Price: $26,855

Mileage: 19,300

Location: Glenview, IL 60025

Average time on market: 43 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Redooh La La Rouge Mica Description: Used 2016 Toyota Highlander LE AWD for sale - $26,855, 19,300 miles with Bluetooth, Backup Camera, Alloy Wheels
Avg. Dealer Rating: (18 reviews) "Great Job "
https://static.cargurus.com/images/forsale/2018/06/19/03/07/2006_toyota_highlander-pic-2665730935585846059-152x114.jpeg

2006 Toyota Highlander Sport V6 AWD Used Cars in Roselle, IL 60172

Good Deal
$1,698 BELOW
CarGurus IMV of $5,097

Price: $3,399

Mileage: 212,024

Location: Roselle, IL 60172

Average time on market: 11 days Certified Pre-Owned: No Transmission: Automatic Color: Blue Description: Used 2006 Toyota Highlander Sport V6 AWD for sale - $3,399, 212,024 miles with Sunroof/Moonroof, Alloy Wheels
Avg. Dealer Rating: (39 reviews) " This family owned dealership is stellar. Everyone is truly kind. They were incredibly patient with me as a first time buyer, answering all my questions and then some. Dave, Dane, and especially D.J. each made me feel confident that I was in good hands. "
https://static.cargurus.com/images/forsale/2018/04/13/01/53/2002_toyota_highlander-pic-7724893979194217066-152x114.jpeg

2002 Toyota Highlander Limited V6 4WD Used Cars in Chicago, IL 60641

Good Deal
$1,693 BELOW
CarGurus IMV of $6,893

Price: $5,200

Mileage: 120,400

Location: Chicago, IL 60641

Average time on market: 14 days Certified Pre-Owned: No Transmission: Automatic Description: Used 2002 Toyota Highlander Limited V6 4WD for sale - $5,200, 120,400 miles
Avg. Dealer Rating: (7 reviews) "Replied back but I decided to go with a different vehicle."
https://static.cargurus.com/images/forsale/2018/04/13/12/08/2015_toyota_highlander-pic-2581115341930293353-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Naperville, IL 60540

Good Deal
$2,286 BELOW
CarGurus IMV of $34,261

Price: $31,975

Mileage: 14,808

Location: Naperville, IL 60540

Average time on market: 34 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Graypredawn Gray Mica Description: Used 2015 Toyota Highlander Limited AWD for sale - $31,975, 14,808 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof
Avg. Dealer Rating: (33 reviews) "They advised me to make appt to view car and hold it for me so it would not sell. I let them know I was running a little late and the responded with a no problem. I then come in as someone was driving off with the car I wanted. No point in making appt and a waste of time. Will look elsewhere. "
https://static.cargurus.com/images/forsale/2018/05/19/00/37/2018_toyota_highlander-pic-3945304053013036313-152x114.jpeg

2018 Toyota Highlander LE Plus AWD Used Cars in Schaumburg, IL 60194

Good Deal
$2,065 BELOW
CarGurus IMV of $33,653

Price: $31,588

Mileage: 3,677

Location: Schaumburg, IL 60194

Certified Pre-Owned: Yes Transmission: Automatic Color: Gray Description: Used 2018 Toyota Highlander LE Plus AWD for sale - $31,588, 3,677 miles with Bluetooth, Alloy Wheels
Avg. Dealer Rating: (35 reviews) "My first experience with this dealership was NOT good....however, a different gentlemen from this dealership contacted me sometime later. He was very nice, apologized for the "prior experience" & was very helpful, even sending me specific photos that I requested. "
https://static.cargurus.com/images/forsale/2018/03/09/22/05/2006_toyota_highlander-pic-465681745760832214-152x114.jpeg

2006 Toyota Highlander Base Used Cars in Melrose Park, IL 60164

Good Deal
$1,610 BELOW
CarGurus IMV of $7,105

Price: $5,495

Mileage: 129,730

Location: Melrose Park, IL 60164

Average time on market: 15 days Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Gold Description: Used 2006 Toyota Highlander Base for sale - $5,495, 129,730 miles
Avg. Dealer Rating: (13 reviews) "Very friendly and helpful."
https://static.cargurus.com/images/forsale/2018/05/10/07/01/2016_toyota_highlander-pic-9148837013430119955-152x114.jpeg

2016 Toyota Highlander XLE AWD Used Cars in Skokie, IL 60077

Good Deal
$1,980 BELOW
CarGurus IMV of $34,475

Price: $32,495

Mileage: 9,912

Location: Skokie, IL 60077

Average time on market: 38 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Midnight Black Metallic Description: Used 2016 Toyota Highlander XLE AWD for sale - $32,495, 9,912 miles with Navigation System, Leather Seats, Sunroof/Moonroof
Avg. Dealer Rating: (45 reviews) "Overbearing - call text and email almost daily after a disappointing experience at the location. Listing was not accurate - the car had "sold" the day before - but none of the other cars on the lot were even close on price, while being comparable in features. Onsite experience was not great - lots of walking back and forth, car that we didn't even want to test drive had to be jump started. Staff was friendly enough, but did not give the impression of being knowledgeable about their stock or the vehicles we came to see. "
https://static.cargurus.com/images/forsale/2018/06/02/10/51/2006_toyota_highlander-pic-3513626135645900340-152x114.jpeg

2006 Toyota Highlander Used Cars in Libertyville, IL 60048

Good Deal
$1,658 BELOW
CarGurus IMV of $7,646

Price: $5,988

Mileage: 133,859

Location: Libertyville, IL 60048

Average time on market: 19 days Certified Pre-Owned: No Transmission: Automatic Color: Millenium Silver Metallic Description: Used 2006 Toyota Highlander for sale - $5,988, 133,859 miles with Appearance Package, Aluminum Wheels
Avg. Dealer Rating: (33 reviews) "Nice, but kinda far"
https://static.cargurus.com/images/forsale/2018/06/10/17/59/2002_toyota_highlander-pic-3159327606006281671-152x114.jpeg

2002 Toyota Highlander Base V6 Used Cars in Crestwood, IL 60445

Good Deal
$1,601 BELOW
CarGurus IMV of $5,900

Price: $4,299

Mileage: 138,000

Location: Crestwood, IL 60445

Certified Pre-Owned: No Transmission: 4-Speed Automatic Color: Red Description: Used 2002 Toyota Highlander Base V6 for sale - $4,299, 138,000 miles with Sunroof/Moonroof
Avg. Dealer Rating: (24 reviews) "They were very helpful and very respectful. Besides, the vehicle was new and below its value. I'm happy with my deal."
https://static.cargurus.com/images/forsale/2018/04/04/12/40/2015_toyota_highlander-pic-2067162105337963835-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Frankfort, IL 60423

Good Deal
$2,170 BELOW
CarGurus IMV of $28,963

Price: $26,793

Mileage: 64,451

Location: Frankfort, IL 60423

Average time on market: 34 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Silver Description: Used 2015 Toyota Highlander Limited AWD for sale - $26,793, 64,451 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Chrome Wheels
Avg. Dealer Rating: (70 reviews) "Great to work with! Was looking for a car for our 16 year old son. E-mailed and got a response within a short period of time that the car was available. Mike was very helpful when we went to look at the car three separate times. The description of the car was accurate. We did not finance, so I cannot speak to that process. However, the sales process was very easy. Would definitely look here if we were in the market for another used car in the future."
https://static.cargurus.com/images/forsale/2018/05/01/15/11/2008_toyota_highlander-pic-4574759947165883066-152x114.jpeg

2008 Toyota Highlander Base Used Cars in Frankfort, IL 60423

Good Deal
$1,419 BELOW
CarGurus IMV of $8,912

Price: $7,493

Mileage: 154,904

Location: Frankfort, IL 60423

Average time on market: 21 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Color: Gray Description: Used 2008 Toyota Highlander Base for sale - $7,493, 154,904 miles with Aluminum Wheels
Avg. Dealer Rating: (70 reviews) "Well done, very pro"
https://static.cargurus.com/images/forsale/2018/06/02/15/51/2006_toyota_highlander-pic-6897378893947433245-152x114.jpeg

2006 Toyota Highlander Limited AWD Used Cars in Schaumburg, IL 60193

Good Deal
$1,540 BELOW
CarGurus IMV of $8,240

Price: $6,700

Mileage: 155,985

Location: Schaumburg, IL 60193

Average time on market: 30 days Certified Pre-Owned: No Transmission: Automatic Description: Used 2006 Toyota Highlander Limited AWD for sale - $6,700, 155,985 miles with Limited Package, Leather Seats, Sunroof/Moonroof
Avg. Dealer Rating: (4 reviews) "I showed up to look at the car no one was there I called them they said they would be there in 5 minutes and they never showed up I would not recommend this dealer"
https://static.cargurus.com/images/forsale/2018/06/01/14/27/2009_toyota_highlander-pic-1824587160608973987-152x114.jpeg

2009 Toyota Highlander Limited 4WD Used Cars in Crestwood, IL 60445

Good Deal
$1,543 BELOW
CarGurus IMV of $15,538

Price: $13,995

Mileage: 99,785

Location: Crestwood, IL 60445

Average time on market: 20 days Certified Pre-Owned: No Transmission: 5-Speed Automatic Overdrive Color: White Description: Used 2009 Toyota Highlander Limited 4WD for sale - $13,995, 99,785 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (10 reviews) "Very responsive"
https://static.cargurus.com/images/forsale/2018/04/20/12/13/2014_toyota_highlander-pic-6052350837209910134-152x114.jpeg

2014 Toyota Highlander Limited AWD Used Cars in Libertyville, IL 60048

Good Deal
$1,881 BELOW
CarGurus IMV of $27,831

Price: $25,950

Mileage: 56,634

Location: Libertyville, IL 60048

Average time on market: 40 days Certified Pre-Owned: No Transmission: Automatic Color: Creme Brulee Mica Description: Used 2014 Toyota Highlander Limited AWD for sale - $25,950, 56,634 miles with Leather Seats, Sunroof/Moonroof
Avg. Dealer Rating: (16 reviews) "Very helpful and professional!"
https://static.cargurus.com/images/forsale/2018/05/02/15/13/2015_toyota_highlander-pic-1140852984450331993-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Lisle, IL 60532

Good Deal
$2,007 BELOW
CarGurus IMV of $30,507

Price: $28,500

Mileage: 43,378

Location: Lisle, IL 60532

Average time on market: 34 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Shoreline Blue Pearl Description: Used 2015 Toyota Highlander Limited AWD for sale - $28,500, 43,378 miles with Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (13 reviews) "Good people.. great follow up by management "
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Used Toyota Highlander By Year

Vehicle Deals Starting Price Total Available
2018 Toyota Highlander 8 Great Deals $26,999 37,820 listings
2017 Toyota Highlander 13 Great Deals $24,799 1,223 listings
2016 Toyota Highlander 78 Great Deals $19,902 2,308 listings
2015 Toyota Highlander 95 Great Deals $18,890 3,161 listings
2014 Toyota Highlander 28 Great Deals $16,304 651 listings
2013 Toyota Highlander 24 Great Deals $9,000 857 listings
2012 Toyota Highlander 22 Great Deals $10,000 668 listings
2011 Toyota Highlander 13 Great Deals $8,500 406 listings
2010 Toyota Highlander 13 Great Deals $8,499 380 listings
2009 Toyota Highlander 10 Great Deals $6,792 283 listings