• Limited
  • XLE
  • Base
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  • SE
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  • MP3
  • Well-Equipped
  • Great Deal
  • AWD
  • Rear-View Camera
  • Heated Seats
  • One Owner
  • Navigation System
  • Roof Rack
  • Good Deal
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  • 2015
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  • 2002
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  • Popular Features

Price Range

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New $80,000+

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571 Results for

Used Toyota Highlander For Sale in Chicago, IL

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Photo 1: Predawn Gray Mica 2015 Toyota Highlander Limited Platinum in Merrillville, IN
Photo 2: interior dashboard and console 2015 Toyota Highlander Limited Platinum in Merrillville, IN
Photo 3: Predawn Gray Mica 2015 Toyota Highlander Limited Platinum in Merrillville, IN front view of grill, headlights, hood and windshield
Photo 4: Predawn Gray Mica 2015 Toyota Highlander Limited Platinum in Merrillville, IN exterior view from rear passenger side
Photo 5: Predawn Gray Mica 2015 Toyota Highlander Limited Platinum in Merrillville, IN view of rear bumper

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

  • Call Dealer
  • Get Directions
$31,657

2015 Toyota Highlander Limited Platinum

46,724 miles / Merrillville, IN

Photo 1: Classic Silver Metallic 2011 Toyota Highlander SE in Mundelein, IL exterior view from front driver's side
Photo 2: Classic Silver Metallic 2011 Toyota Highlander SE in Mundelein, IL
Photo 3: cockpit view from driver’s seat 2011 Toyota Highlander SE in Mundelein, IL
Photo 4: Classic Silver Metallic 2011 Toyota Highlander SE in Mundelein, IL front view of grill, headlights, hood and windshield
Photo 5: Classic Silver Metallic 2011 Toyota Highlander SE in Mundelein, IL exterior view from rear passenger side

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

  • Call Dealer
  • Get Directions
$17,295

2011 Toyota Highlander SE

85,255 miles / Mundelein, IL

Photo 1: Magnetic Gray Metallic 2013 Toyota Highlander SE in Northbrook, IL exterior view from front driver's side
Photo 2: Magnetic Gray Metallic 2013 Toyota Highlander SE in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2013 Toyota Highlander SE in Northbrook, IL
Photo 4: cockpit view from driver’s seat 2013 Toyota Highlander SE in Northbrook, IL
Photo 5: Magnetic Gray Metallic 2013 Toyota Highlander SE in Northbrook, IL closeup view of wheel

Automatic / AWD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$16,555

2013 Toyota Highlander SE

114,095 miles / Northbrook, IL

Photo 1:  2015 Toyota Highlander Limited in Naperville, IL exterior view from front driver's side
Photo 2:  2015 Toyota Highlander Limited in Naperville, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander Limited in Naperville, IL
Photo 4: interior dashboard and console 2015 Toyota Highlander Limited in Naperville, IL
Photo 5:  2015 Toyota Highlander Limited in Naperville, IL exterior view from rear driver's side

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

  • Call Dealer
  • Get Directions
$34,964

2015 Toyota Highlander Limited

33,235 miles / Naperville, IL

Photo 1: Bluestone Metallic 2004 Toyota Highlander in Chicago, IL exterior view from front driver's side
Photo 2: Bluestone Metallic 2004 Toyota Highlander in Chicago, IL
Photo 3: interior dashboard and console 2004 Toyota Highlander in Chicago, IL
Photo 4: interior dashboard and console 2004 Toyota Highlander in Chicago, IL
Photo 5: 2004 Toyota Highlander with  in Chicago, IL

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

  • Call Dealer
  • Get Directions
$6,000

2004 Toyota Highlander

139,975 miles / Chicago, IL

Photo 1:  2014 Toyota Highlander Limited in Schaumburg, IL exterior view from front driver's side
Photo 2:  2014 Toyota Highlander Limited in Schaumburg, IL
Photo 3: cockpit view from driver’s seat 2014 Toyota Highlander Limited in Schaumburg, IL
Photo 4: interior dashboard and console 2014 Toyota Highlander Limited in Schaumburg, IL
Photo 5:  2014 Toyota Highlander Limited 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
$32,577

2014 Toyota Highlander Limited

29,927 miles / Schaumburg, 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: Blizzard Pearl 2016 Toyota Highlander Limited in Northbrook, IL front view of grill, headlights, hood and windshield
Photo 5: Blizzard Pearl 2016 Toyota Highlander Limited in Northbrook, IL exterior view from rear driver's side

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

  • Call Dealer
  • Get Directions
$38,991

2016 Toyota Highlander Limited

31,407 miles / Northbrook, IL

Photo 1:  2015 Toyota Highlander Limited in Northbrook, IL exterior view from front driver's side
Photo 2:  2015 Toyota Highlander Limited in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander Limited in Northbrook, IL
Photo 4: 2015 Toyota Highlander Limited with  in Northbrook, IL
Photo 5:  2015 Toyota Highlander Limited in Northbrook, IL front view of grill, headlights, hood and windshield

Automatic / FWD / 6 Cyl
19 mpg city / 25 mpg hwy

  • Call Dealer
  • Get Directions
$36,991

2015 Toyota Highlander Limited

14,627 miles / Northbrook, IL

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

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

  • Call Dealer
  • Get Directions
$26,444

2014 Toyota Highlander XLE

60,682 miles / Northbrook, IL

Photo 1:  2014 Toyota Highlander Limited in Dundee, IL
Photo 2: interior dashboard and console 2014 Toyota Highlander Limited in Dundee, IL
Photo 3: interior dashboard and console 2014 Toyota Highlander Limited in Dundee, IL
Photo 4:  2014 Toyota Highlander Limited in Dundee, IL front view of grill, headlights, hood and windshield
Photo 5: 2014 Toyota Highlander Limited with  in Dundee, IL

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

  • Call Dealer
  • Get Directions
$31,400

2014 Toyota Highlander Limited

39,542 miles / Dundee, IL

Photo 1:  2013 Toyota Highlander Limited in Northbrook, IL exterior view from front driver's side
Photo 2:  2013 Toyota Highlander Limited in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2013 Toyota Highlander Limited in Northbrook, IL
Photo 4: cockpit view from driver’s seat 2013 Toyota Highlander Limited in Northbrook, IL
Photo 5:  2013 Toyota Highlander Limited in Northbrook, IL closeup view of wheel

Automatic / AWD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$29,991

2013 Toyota Highlander Limited

26,229 miles / Northbrook, IL

Photo 1:  2007 Toyota Highlander in Naperville, IL exterior view from front driver's side
Photo 2:  2007 Toyota Highlander in Naperville, IL
Photo 3: cockpit view from driver’s seat 2007 Toyota Highlander in Naperville, IL
Photo 4: interior dashboard and console 2007 Toyota Highlander in Naperville, IL
Photo 5: interior dashboard and console 2007 Toyota Highlander in Naperville, IL

Automatic / FWD / 6 Cyl
17 mpg city / 23 mpg hwy

  • Call Dealer
  • Get Directions
$8,964

2007 Toyota Highlander

117,698 miles / Naperville, IL

Photo 1: Predawn Gray Mica 2015 Toyota Highlander Limited in Chicago, IL exterior view from front driver's side
Photo 2: Predawn Gray Mica 2015 Toyota Highlander Limited in Chicago, IL
Photo 3: 2015 Toyota Highlander Limited with  in Chicago, IL
Photo 4: Predawn Gray Mica 2015 Toyota Highlander Limited in Chicago, IL exterior view of passenger side
Photo 5: Predawn Gray Mica 2015 Toyota Highlander Limited in Chicago, IL exterior view from rear driver's side

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

  • Call Dealer
  • Get Directions
$35,998

2015 Toyota Highlander Limited

30,655 miles / Chicago, IL

Photo 1:  2013 Toyota Highlander Limited in Crystal Lake, IL
Photo 2: 2013 Toyota Highlander Limited with  in Crystal Lake, IL
Photo 3: 2013 Toyota Highlander Limited with  in Crystal Lake, IL

Automatic / AWD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$27,000

2013 Toyota Highlander Limited

41,523 miles / Crystal Lake, IL

Photo 1:  2006 Toyota Highlander in Bensenville, IL
Photo 2: cockpit view from driver’s seat 2006 Toyota Highlander in Bensenville, IL
Photo 3: interior dashboard and console 2006 Toyota Highlander in Bensenville, IL
Photo 4: interior dashboard and console 2006 Toyota Highlander in Bensenville, IL
Photo 5:  2006 Toyota Highlander in Bensenville, IL closeup view of wheel

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

  • Get Directions
$6,888

2006 Toyota Highlander

188,425 miles / Bensenville, IL

Photo 1:  2015 Toyota Highlander Limited in Naperville, IL exterior view from front driver's side
Photo 2: interior dashboard and console 2015 Toyota Highlander Limited in Naperville, IL
Photo 3:  2015 Toyota Highlander Limited in Naperville, IL exterior view from rear passenger side

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

  • Call Dealer
  • Get Directions
$34,971

2015 Toyota Highlander Limited

46,108 miles / Naperville, IL

Photo 1:  2015 Toyota Highlander LE in Schaumburg, IL exterior view from front driver's side
Photo 2:  2015 Toyota Highlander LE in Schaumburg, IL
Photo 3: cockpit view from driver’s seat 2015 Toyota Highlander LE in Schaumburg, IL
Photo 4: interior dashboard and console 2015 Toyota Highlander LE in Schaumburg, IL
Photo 5:  2015 Toyota Highlander LE 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
$27,977

2015 Toyota Highlander LE

42,104 miles / Schaumburg, IL

Photo 1: 2006 Toyota Highlander Limited with  in Westmont, IL

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

  • Dealer Page
  • Call
  • Get Directions
$8,995

2006 Toyota Highlander Limited

151,629 miles / Westmont, IL

Photo 1:  2012 Toyota Highlander SE in Northbrook, IL exterior view from front driver's side
Photo 2:  2012 Toyota Highlander SE in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2012 Toyota Highlander SE in Northbrook, IL
Photo 4:  2012 Toyota Highlander SE in Northbrook, IL front view of grill, headlights, hood and windshield
Photo 5:  2012 Toyota Highlander SE in Northbrook, IL exterior view from rear driver's side

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

  • Call Dealer
  • Get Directions
$17,991

2012 Toyota Highlander SE

75,568 miles / Northbrook, IL

Photo 1: Millennium Silver Metallic 2004 Toyota Highlander in Chicago, IL
Photo 2: cockpit view from driver’s seat 2004 Toyota Highlander in Chicago, IL
Photo 3: interior dashboard and console 2004 Toyota Highlander in Chicago, IL
Photo 4: 2004 Toyota Highlander with  in Chicago, IL
Photo 5: Millennium Silver Metallic 2004 Toyota Highlander in Chicago, IL exterior view of passenger side

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

  • Call Dealer
  • Get Directions
$9,500

2004 Toyota Highlander

93,396 miles / Chicago, IL

Photo 1: Sonora Gold Pearl 2007 Toyota Highlander Base in Northbrook, IL exterior view from front driver's side
Photo 2: Sonora Gold Pearl 2007 Toyota Highlander Base in Northbrook, IL
Photo 3: cockpit view from driver’s seat 2007 Toyota Highlander Base in Northbrook, IL
Photo 4: cockpit view from driver’s seat 2007 Toyota Highlander Base in Northbrook, IL
Photo 5: cockpit view from driver’s seat 2007 Toyota Highlander Base in Northbrook, IL

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

  • Call Dealer
  • Get Directions
$11,555

2007 Toyota Highlander Base

71,564 miles / Northbrook, IL

Photo 1: Blizzard Pearl 2015 Toyota Highlander XLE in Merrillville, IN
Photo 2: interior dashboard and console 2015 Toyota Highlander XLE in Merrillville, IN
Photo 3: Blizzard Pearl 2015 Toyota Highlander XLE in Merrillville, IN front view of grill, headlights, hood and windshield
Photo 4: Blizzard Pearl 2015 Toyota Highlander XLE in Merrillville, IN exterior view from rear passenger side
Photo 5: Blizzard Pearl 2015 Toyota Highlander XLE in Merrillville, IN view of rear bumper

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

  • Call Dealer
  • Get Directions
$31,398

2015 Toyota Highlander XLE

42,698 miles / Merrillville, IN

Photo 1: Blue Streak Metallic 2008 Toyota Highlander Limited in Crystal Lake, IL
Photo 2: 2008 Toyota Highlander Limited with  in Crystal Lake, IL

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

  • Call Dealer
  • Get Directions
$13,900

2008 Toyota Highlander Limited

114,989 miles / Crystal Lake, IL

Photo 1: Sizzling Crimson Mica 2013 Toyota Highlander Limited in Lisle, IL exterior view from front driver's side
Photo 2: Sizzling Crimson Mica 2013 Toyota Highlander Limited in Lisle, IL
Photo 3: cockpit view from driver’s seat 2013 Toyota Highlander Limited in Lisle, IL
Photo 4: interior dashboard and console 2013 Toyota Highlander Limited in Lisle, IL
Photo 5: 2013 Toyota Highlander Limited with  in Lisle, IL

Automatic / AWD / 6 Cyl
17 mpg city / 22 mpg hwy

  • Call Dealer
  • Get Directions
$23,495

2013 Toyota Highlander Limited

69,435 miles / Lisle, IL