• Limited
  • XLE
  • Base
  • LE
  • Sport
  • SE
  • Gasoline
  • MP3
  • Well-Equipped
  • Great Deal
  • 6 Cyl
  • 4WD
  • Heated Seats
  • Handsfree/Bluetooth Integration
  • One Owner
  • Rear-View Camera
  • AWD
  • Good Deal
  • Certified Pre-Owned
  • Silver
  • Navigation System
  • FWD
  • Low Mileage
  • Black
  • Lower Than Average Mileage
  • 2015
  • White
  • Gray
  • Satellite Radio
  • Blue
  • 2013
  • 2014
  • Low Fuel Costs
  • 2008
  • 4 Cyl
  • 2016
  • Popular Model
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  • Going Fast
  • 2003
  • 2017
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  • 2006
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  • 2007
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  • Beige
  • 2001

Price Range

$0 $60,000+

Max Mileage

New $80,000+

MPG

Min 14 Max 50

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507 Results for

Used Toyota Highlander For Sale in Chicago, IL

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Photo 1:  2002 Toyota Highlander Base in Oak Lawn, IL front view of grill, headlights, hood and windshield

Automatic / 4WD / 6 Cyl
16 mpg city / 21 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
Not Priced

2002 Toyota Highlander Base

134,435 miles / Oak Lawn, IL

Automatic / FWD / 4 Cyl
19 mpg city / 25 mpg hwy

  • Dealer Page
  • Call
  • Get Directions
$7,960

2004 Toyota Highlander

105,174 miles / Oak Lawn, IL

Photo 1: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 5: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$36,990

2017 Toyota Highlander XLE

4,472 miles / Elgin, IL

Photo 1: Cypress Green Pearl 2008 Toyota Highlander Sport in Joliet, IL exterior view from front driver's side
Photo 2: Cypress Green Pearl 2008 Toyota Highlander Sport in Joliet, IL
Photo 3: interior dashboard and console 2008 Toyota Highlander Sport in Joliet, IL
Photo 4: 2008 Toyota Highlander Sport with  in Joliet, IL
Photo 5: 2008 Toyota Highlander Sport with  in Joliet, IL

Automatic / 4WD / 6 Cyl
17 mpg city / 23 mpg hwy

  • Call Dealer
  • Get Directions
$13,500

2008 Toyota Highlander Sport

87,352 miles / Joliet, IL

Photo 1: Silver Sky Metallic 2014 Toyota Highlander XLE in Northbrook, IL exterior view from front driver's side
Photo 2: Silver Sky Metallic 2014 Toyota Highlander XLE in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander XLE in Northbrook, IL
Photo 4: 2014 Toyota Highlander XLE with  in Northbrook, IL
Photo 5: Silver Sky Metallic 2014 Toyota Highlander XLE in Northbrook, IL closeup view of wheel

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$30,190

2014 Toyota Highlander XLE

32,095 miles / Northbrook, IL

Photo 1: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Schaumburg, IL exterior view from front driver's side
Photo 2: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Schaumburg, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander XLE in Schaumburg, IL
Photo 4: interior dashboard and console 2015 Toyota Highlander XLE in Schaumburg, IL
Photo 5: Shoreline Blue Pearl 2015 Toyota Highlander XLE in Schaumburg, IL front view of grill, headlights, hood and windshield

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$31,988

2015 Toyota Highlander XLE

34,196 miles / Schaumburg, IL

Photo 1: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 4: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL exterior view of driver's side
Photo 5: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL front view of grill, headlights, hood and windshield

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$40,990

2017 Toyota Highlander Limited

5,985 miles / Elgin, IL

Photo 1:  2007 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2:  2007 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2007 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2007 Toyota Highlander Limited in Elgin, IL
Photo 5:  2007 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / 4WD / 6 Cyl
16 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$6,990

2007 Toyota Highlander Limited

145,225 miles / Elgin, IL

Photo 1: Blizzard Pearl 2014 Toyota Highlander Limited in Joliet, IL exterior view from front driver's side
Photo 2: Blizzard Pearl 2014 Toyota Highlander Limited in Joliet, IL
Photo 3: interior dashboard and console 2014 Toyota Highlander Limited in Joliet, IL
Photo 4: 2014 Toyota Highlander Limited with  in Joliet, IL
Photo 5: 2014 Toyota Highlander Limited with  in Joliet, IL

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$31,500

2014 Toyota Highlander Limited

42,722 miles / Joliet, IL

Photo 1: Blizzard Pearl 2016 Toyota Highlander Limited in Northbrook, IL exterior view from front driver's side
Photo 2: Blizzard Pearl 2016 Toyota Highlander Limited in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2016 Toyota Highlander Limited in Northbrook, IL
Photo 4: cockpit view from driver’s seat 2016 Toyota Highlander Limited in Northbrook, IL
Photo 5: 2016 Toyota Highlander Limited with  in Northbrook, IL

Automatic / AWD / 6 Cyl
27 mpg city / 28 mpg hwy

  • Call Dealer
  • Get Directions
$36,478

2016 Toyota Highlander Limited

31,407 miles / Northbrook, IL

Photo 1:  2015 Toyota Highlander XLE in Lake Bluff, IL exterior view from front driver's side
Photo 2:  2015 Toyota Highlander XLE in Lake Bluff, IL
Photo 3: interior dashboard and console 2015 Toyota Highlander XLE in Lake Bluff, IL
Photo 4:  2015 Toyota Highlander XLE in Lake Bluff, IL closeup view of wheel
Photo 5:  2015 Toyota Highlander XLE in Lake Bluff, IL front view of grill, headlights, hood and windshield

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Get Directions
$32,899

2015 Toyota Highlander XLE

29,635 miles / Lake Bluff, IL

Photo 1: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 5: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$40,990

2017 Toyota Highlander Limited

5,292 miles / Elgin, IL

Photo 1: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 5: Predawn Gray Mica 2017 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$40,990

2017 Toyota Highlander Limited

10,285 miles / Elgin, IL

Photo 1: Blizzard Pearl 2015 Toyota Highlander LE Plus in Elgin, IL exterior view from front driver's side
Photo 2: Blizzard Pearl 2015 Toyota Highlander LE Plus in Elgin, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander LE Plus in Elgin, IL
Photo 4: cockpit view from driver’s seat 2015 Toyota Highlander LE Plus in Elgin, IL
Photo 5: Blizzard Pearl 2015 Toyota Highlander LE Plus in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$28,490

2015 Toyota Highlander LE Plus

21,091 miles / Elgin, IL

Photo 1: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 5: Celestial Silver Metallic 2017 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$40,990

2017 Toyota Highlander Limited

5,917 miles / Elgin, IL

Photo 1: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 5: Midnight Black Metallic 2017 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$36,990

2017 Toyota Highlander XLE

5,556 miles / Elgin, IL

Photo 1: Predawn Gray Mica 2017 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Predawn Gray Mica 2017 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 5: Predawn Gray Mica 2017 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$36,990

2017 Toyota Highlander XLE

5,525 miles / Elgin, IL

Photo 1: Ooh La La Rouge Mica 2017 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Ooh La La Rouge Mica 2017 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 5: Ooh La La Rouge Mica 2017 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$36,990

2017 Toyota Highlander XLE

4,292 miles / Elgin, IL

Photo 1: Blizzard Pearl 2017 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Blizzard Pearl 2017 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander Limited in Elgin, IL
Photo 5: Blizzard Pearl 2017 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$41,490

2017 Toyota Highlander Limited

4,996 miles / Elgin, IL

Photo 1: Silver Sky Metallic 2016 Toyota Highlander Limited in Elgin, IL exterior view from front driver's side
Photo 2: Silver Sky Metallic 2016 Toyota Highlander Limited in Elgin, IL
Photo 3: cockpit view from driver’s seat 2016 Toyota Highlander Limited in Elgin, IL
Photo 4: cockpit view from driver’s seat 2016 Toyota Highlander Limited in Elgin, IL
Photo 5: Silver Sky Metallic 2016 Toyota Highlander Limited in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
27 mpg city / 28 mpg hwy

  • Call Dealer
  • Get Directions
$38,490

2016 Toyota Highlander Limited

6,237 miles / Elgin, IL

Photo 1:  2008 Toyota Highlander Base in Rolling Meadows, IL exterior view from front driver's side
Photo 2:  2008 Toyota Highlander Base in Rolling Meadows, IL
Photo 3: cockpit view from driver’s seat 2008 Toyota Highlander Base in Rolling Meadows, IL
Photo 4: interior dashboard and console 2008 Toyota Highlander Base in Rolling Meadows, IL
Photo 5: 2008 Toyota Highlander Base with  in Rolling Meadows, IL

Automatic / 4WD / 6 Cyl
27 mpg city / 25 mpg hwy

  • Call Dealer
  • Get Directions
$15,900

2008 Toyota Highlander Base

65,270 miles / Rolling Meadows, IL

Photo 1: Attitude Black Metallic 2015 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Attitude Black Metallic 2015 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2015 Toyota Highlander XLE in Elgin, IL
Photo 5: Attitude Black Metallic 2015 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$32,490

2015 Toyota Highlander XLE

25,766 miles / Elgin, IL

Photo 1: Toasted Walnut Pearl 2017 Toyota Highlander XLE in Elgin, IL exterior view from front driver's side
Photo 2: Toasted Walnut Pearl 2017 Toyota Highlander XLE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2017 Toyota Highlander XLE in Elgin, IL
Photo 5: Toasted Walnut Pearl 2017 Toyota Highlander XLE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
19 mpg city / 26 mpg hwy

  • Call Dealer
  • Get Directions
$36,990

2017 Toyota Highlander XLE

5,917 miles / Elgin, IL

Photo 1: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Elgin, IL exterior view from front driver's side
Photo 2: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Elgin, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander LE in Elgin, IL
Photo 4: cockpit view from driver’s seat 2015 Toyota Highlander LE in Elgin, IL
Photo 5: Ooh La La Rouge Mica 2015 Toyota Highlander LE in Elgin, IL exterior view of driver's side

Automatic / AWD / 6 Cyl
18 mpg city / 24 mpg hwy

  • Call Dealer
  • Get Directions
$27,990

2015 Toyota Highlander LE

22,809 miles / Elgin, IL