2016 Toyota Highlander for Sale in Chicago, IL

New Search

Looking for a New Toyota Highlander?

Maximize your negotiation power
  • View actual inventory levels
  • Get competing quotes
  • Find cash back incentives
Switch to New Car Search

Filter Results

listing

Price

- Loading...

Mileage

- Loading...

Nationwide Shipping

Days on Market

- Loading...

Recent Listings

Vehicle History

Vehicle history data provided by Experian AutoCheck. This data, and any reliance on it, is subject to the AutoCheck Terms and Conditions and the CarGurus Terms of Use
Hide vehicles with:

Photos

Price Drops

Text Search

Add Similar Cars


Please wait. Contacting seller...

Don't see what you're looking for?

Order a customized vehicle from a dealer near you!

First Previous
Loading...
Next
Featured Listings
https://static.cargurus.com/images/forsale/2017/10/01/21/46/2015_toyota_highlander-pic-2559922902557624147-152x114.jpeg

2015 Toyota Highlander Limited Platinum AWD Used Cars in Matteson, IL 60443

Great Deal
$3,500 BELOW
CarGurus IMV of $35,999

Price: $32,499

Mileage: 26,309

Location: Matteson, IL 60443

Average time on market: 30 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Description: Used 2015 Toyota Highlander Limited Platinum AWD for sale - $32,499, 26,309 miles with Leather Seats, Sunroof/Moonroof, Navigation System, Adaptive Cruise Control, Alloy Wheels, Bluetooth, Backup Camera
Avg. Dealer Rating: (17 reviews) "Called for info on vehicle. Sales woman said he would send info never did. I called the following Monday after they blew up my email with several sales pitch junk mail and still never received the info on vehicle. In the six day wait on the info they sold the vehicle I was looking at and then wanted to sell me something else. I told them if that how they run there dealership I don't want anything from them"
https://static.cargurus.com/images/forsale/2017/08/19/13/39/2015_toyota_highlander-pic-4913739607943585122-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Merrillville, IN 46410

Great Deal
$2,988 BELOW
CarGurus IMV of $32,488

Price: $29,500

Mileage: 48,047

Location: Merrillville, IN 46410

Average time on market: 32 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Attitude Black Metallic Description: Used 2015 Toyota Highlander Limited AWD for sale - $29,500, 48,047 miles with Leather Seats, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (14 reviews) "Nice "
https://static.cargurus.com/images/forsale/2017/06/08/21/21/2015_toyota_highlander-pic-2154087633156688501-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Bensenville, IL 60106

Great Deal
$2,741 BELOW
CarGurus IMV of $34,629

Price: $31,888

Mileage: 25,775

Location: Bensenville, IL 60106

Average time on market: 32 days Certified Pre-Owned: No Transmission: Automatic Color: Silver Sky Metallic Description: Used 2015 Toyota Highlander Limited AWD for sale - $31,888, 25,775 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (86 reviews) "Good bought the car A guy named Karim was awesome"
https://static.cargurus.com/images/forsale/2017/09/26/21/16/2016_toyota_highlander-pic-7420705043062737017-152x114.jpeg

2016 Toyota Highlander XLE AWD Used Cars in Hodgkins, IL 60525

Good Deal
$2,180 BELOW
CarGurus IMV of $34,160

Price: $31,980

Mileage: 29,824

Location: Hodgkins, IL 60525

Average time on market: 27 days Certified Pre-Owned: Yes Transmission: 6-Speed Automatic Overdrive Color: Midnight Black Metallic Description: Used 2016 Toyota Highlander XLE AWD for sale - $31,980, 29,824 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Aluminum Wheels, Navigation System
Avg. Dealer Rating: (34 reviews) "Very good"
https://static.cargurus.com/images/forsale/2017/10/20/13/10/2016_toyota_highlander-pic-5643261418122828567-152x114.jpeg

2016 Toyota Highlander XLE AWD Used Cars in Des Plaines, IL 60016

Good Deal
$1,979 BELOW
CarGurus IMV of $34,964

Price: $32,985

Mileage: 18,161

Location: Des Plaines, IL 60016

Average time on market: 27 days Certified Pre-Owned: No Transmission: Automatic Color: Gray Description: Used 2016 Toyota Highlander XLE AWD for sale - $32,985, 18,161 miles with Leather Seats, Sunroof/Moonroof
Avg. Dealer Rating: (123 reviews) "I had a great experience when I went and I love my car "
https://static.cargurus.com/images/forsale/2017/09/09/21/29/2015_toyota_highlander-pic-4588767143240913054-152x114.jpeg

2015 Toyota Highlander Limited Platinum AWD Used Cars in Schererville, IN 46375

Good Deal
$1,685 BELOW
CarGurus IMV of $35,626

Price: $33,941

Mileage: 33,927

Location: Schererville, IN 46375

Average time on market: 30 days Certified Pre-Owned: Yes Transmission: 6-Speed Automatic Color: Predawn Gray Mica Description: Used 2015 Toyota Highlander Limited Platinum AWD for sale - $33,941, 33,927 miles with Leather Seats, Sunroof/Moonroof, Navigation System, Adaptive Cruise Control, Alloy Wheels, Bluetooth, Backup Camera
Avg. Dealer Rating: (13 reviews) "Found something closer to home. But, their response was quick. I appreciated the timely attention."
https://static.cargurus.com/images/forsale/2017/09/13/09/03/2015_toyota_highlander-pic-8209003519635107743-152x114.jpeg

2015 Toyota Highlander XLE V6 AWD Used Cars in Northbrook, IL 60062

Good Deal
$1,683 BELOW
CarGurus IMV of $28,184

Price: $26,501

Mileage: 60,284

Location: Northbrook, IL 60062

Average time on market: 26 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Ooh La La Rouge Mica Description: Used 2015 Toyota Highlander XLE V6 AWD for sale - $26,501, 60,284 miles with Navigation System, Leather Seats, Sunroof/Moonroof
Avg. Dealer Rating: (25 reviews) "They contacted me but the car was sold"
https://static.cargurus.com/images/forsale/2017/10/14/15/38/2016_toyota_highlander-pic-3225186341467481940-152x114.jpeg

2016 Toyota Highlander Limited Platinum AWD Used Cars in Palatine, IL 60074

Good Deal
$1,943 BELOW
CarGurus IMV of $40,113

Price: $38,170

Mileage: 7,418

Location: Palatine, IL 60074

Average time on market: 24 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Blue Description: Used 2016 Toyota Highlander Limited Platinum AWD for sale - $38,170, 7,418 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Navigation System, Chrome Wheels
Avg. Dealer Rating: (17 reviews) "Great price and great experience. Great at following up. Little far for me to buy a car from them but the price was worth it. "
https://static.cargurus.com/images/forsale/2017/08/25/00/29/2016_toyota_highlander-pic-4174097295532194276-152x114.jpeg

2016 Toyota Highlander Limited AWD Used Cars in Elgin, IL 60124

Good Deal
$1,729 BELOW
CarGurus IMV of $37,224

Price: $35,495

Mileage: 24,660

Location: Elgin, IL 60124

Average time on market: 34 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Blizzard Pearl Description: Used 2016 Toyota Highlander Limited AWD for sale - $35,495, 24,660 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (13 reviews) "Very friendly staff"
https://static.cargurus.com/images/forsale/2017/09/27/14/26/2016_toyota_highlander-pic-3058530550183773339-152x114.jpeg

2016 Toyota Highlander XLE AWD Used Cars in Joliet, IL 60435

Good Deal
$1,885 BELOW
CarGurus IMV of $35,985

Price: $34,100

Mileage: 8,789

Location: Joliet, IL 60435

Average time on market: 27 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Overdrive Color: Predawn Gray Mica Description: Used 2016 Toyota Highlander XLE AWD for sale - $34,100, 8,789 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (23 reviews) "Asked for info on a small SUV, nice people, but never got the paperwork for the inspection. Looks good, but need the details before driving 80 miles to see it."
https://static.cargurus.com/images/forsale/2017/10/18/15/34/2016_toyota_highlander-pic-2636882814662929674-152x114.jpeg

2016 Toyota Highlander Limited AWD Used Cars in Libertyville, IL 60048

Good Deal
$1,459 BELOW
CarGurus IMV of $36,419

Price: $34,960

Mileage: 31,887

Location: Libertyville, IL 60048

Average time on market: 34 days Certified Pre-Owned: Yes Transmission: Automatic Color: Silver Sky Metallic Description: Used 2016 Toyota Highlander Limited AWD for sale - $34,960, 31,887 miles with Leather Seats, Sunroof/Moonroof, Navigation System, Chrome Wheels
Avg. Dealer Rating: (37 reviews) "They emailed constantly but that's my fault for never responding lol"
https://static.cargurus.com/images/forsale/2017/08/30/14/09/2015_toyota_highlander-pic-5172108329923138014-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Streamwood, IL 60107

Good Deal
$1,620 BELOW
CarGurus IMV of $33,610

Price: $31,990

Mileage: 37,631

Location: Streamwood, IL 60107

Average time on market: 32 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Silver Description: Used 2015 Toyota Highlander Limited AWD for sale - $31,990, 37,631 miles with Bluetooth, Leather Seats, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (68 reviews) "Other than a little glitch with the financing department, all went smoothly with the purchase of this vehicle. Moe Jahanban was extremely helpful. "
https://static.cargurus.com/images/forsale/2017/09/27/13/26/2015_toyota_highlander-pic-1145162085974022339-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Joliet, IL 60435

Good Deal
$1,844 BELOW
CarGurus IMV of $34,844

Price: $33,000

Mileage: 28,924

Location: Joliet, IL 60435

Average time on market: 32 days Certified Pre-Owned: Yes Transmission: 6-Speed Automatic Overdrive Color: Predawn Gray Mica Description: Used 2015 Toyota Highlander Limited AWD for sale - $33,000, 28,924 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System, Alloy Wheels
Avg. Dealer Rating: (23 reviews) " Went to this dealership was told unknown problems with this vehicle. when we asked to have it checked, they suddenly decided to send it to the auction. Completely wasted our time, drove an hour out here to see it . The sales people were nice but management extremely disgusted with their business."
https://static.cargurus.com/images/forsale/2017/09/21/03/47/2015_toyota_highlander-pic-1558349634624045973-152x114.jpeg

2015 Toyota Highlander Limited AWD Used Cars in Hoffman Estates, IL 60169

Good Deal
$1,374 BELOW
CarGurus IMV of $34,313

Price: $32,939

Mileage: 31,105

Location: Hoffman Estates, IL 60169

Average time on market: 32 days Certified Pre-Owned: No Transmission: 6-Speed Automatic Color: Attitude Black Metallic Description: Used 2015 Toyota Highlander Limited AWD for sale - $32,939, 31,105 miles with Bluetooth, Leather Seats, Backup Camera, Sunroof/Moonroof, Navigation System
Avg. Dealer Rating: (24 reviews) "Responded quickly agreed on a price and the deal was done! Great experience. No switching prices, no pressure just friendly service. Bill was fantastic. "
https://static.cargurus.com/images/forsale/2017/10/18/21/21/2015_toyota_highlander-pic-5208400843452330254-152x114.jpeg

2015 Toyota Highlander LE AWD Used Cars in Libertyville, IL 60048

Good Deal
$1,174 BELOW
CarGurus IMV of $26,920

Price: $25,746

Mileage: 33,282

Location: Libertyville, IL 60048

Average time on market: 35 days Certified Pre-Owned: Yes Transmission: Automatic Color: Blizzard Pearl Description: Used 2015 Toyota Highlander LE AWD for sale - $25,746, 33,282 miles
Avg. Dealer Rating: (37 reviews) "AutoNation Toyota was very prompt in contacting me about the vehicle I was interested in. I decided to purchase a different make and model vehicle from another dealer and the salesman I spoke to at AutoNation was very polite and courteous when I informed him of my decision."
Please wait ...
All Listings
Please wait ...
Featured Listing
First Previous
Page # of #
Next

Filter your search criteria!

A large number of listings matched your criteria. You are seeing the top 2,000 listings.

Used Toyota Highlander By Year

Vehicle Deals Starting Price Total Available
2017 Toyota Highlander 18 Great Deals $27,600 15,536 listings
2016 Toyota Highlander 59 Great Deals $23,897 1,478 listings
2015 Toyota Highlander 119 Great Deals $18,500 3,006 listings
2014 Toyota Highlander 54 Great Deals $17,777 1,142 listings
2013 Toyota Highlander 60 Great Deals $12,942 1,099 listings
2012 Toyota Highlander 34 Great Deals $11,882 735 listings
2011 Toyota Highlander 11 Great Deals $9,749 449 listings
2010 Toyota Highlander 11 Great Deals $7,799 428 listings
2009 Toyota Highlander 11 Great Deals $6,980 291 listings
2008 Toyota Highlander 29 Great Deals $6,300 814 listings