Skip to Main Content

Used Toyota Highlander in Chicago, IL for Sale

53 Matches

2020 Toyota Highlander Limited

$49,99816K mi


Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2020 Toyota Highlander Limited for sale - $49,998, 15,445 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (0 reviews)

2021 Toyota Highlander Platinum

$55,9986K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
Head Up Display, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2021 Toyota Highlander Platinum for sale - $55,998, 5,057 miles with Head Up Display, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (0 reviews)

2021 Toyota Highlander XSE

$50,9986K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s), Navigation System
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2021 Toyota Highlander XSE for sale - $50,998, 5,741 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s), Navigation System
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (0 reviews)

2018 Toyota Highlander Limited

$38,99840K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2018 Toyota Highlander Limited for sale - $38,998, 39,010 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.764705882352941 reviews)

2020 Toyota Highlander XLE

$45,99822K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2020 Toyota Highlander XLE for sale - $45,998, 21,244 miles with 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:White Interior Color: Gray Average Vehicle Review: (0 reviews)

2019 Toyota Highlander XLE

$38,99841K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2019 Toyota Highlander XLE for sale - $38,998, 40,603 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.916666666666667 reviews)

2019 Toyota Highlander LE Plus

$33,99858K mi


Available at your store CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2019 Toyota Highlander LE Plus for sale - $33,998, 57,194 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels
Transmission: Automatic Color:Blue Interior Color: Black Average Vehicle Review: (4.916666666666667 reviews)
New Arrival

2018 Toyota Highlander SE

$39,99827K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2018 Toyota Highlander SE for sale - $39,998, 26,365 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.764705882352941 reviews)
New Arrival

2018 Toyota Highlander Limited Platinum

$45,99810K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2018 Toyota Highlander Limited Platinum for sale - $45,998, 9,797 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.764705882352941 reviews)

2018 Toyota Highlander LE

$30,99853K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2018 Toyota Highlander LE for sale - $30,998, 52,678 miles with 4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (4.764705882352941 reviews)

2016 Toyota Highlander LE Plus

$31,99835K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Toyota Highlander LE Plus for sale - $31,998, 34,577 miles with 4WD/AWD, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Red Interior Color: Black Average Vehicle Review: (4.7894736842105265 reviews)

2019 Toyota Highlander XLE

$40,99828K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2019 Toyota Highlander XLE for sale - $40,998, 27,368 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.916666666666667 reviews)

2016 Toyota Highlander XLE

$33,99845K mi


Free Shipping from CarMax Glencoe (Edens Expy), IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2016 Toyota Highlander XLE for sale - $33,998, 44,203 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.7894736842105265 reviews)

2013 Toyota Highlander

$20,998105K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
4WD/AWD, Fold-Away Third Row, Quad Seats, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2013 Toyota Highlander for sale - $20,998, 104,908 miles with 4WD/AWD, Fold-Away Third Row, Quad Seats, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Gold Interior Color: Tan Average Vehicle Review: (4.65625 reviews)

2012 Toyota Highlander Limited

$25,99881K mi


Free Shipping from CarMax Oak Lawn, IL

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Location: CarMax Oak Lawn in Chicago, Illinois 60453
Description: Used 2012 Toyota Highlander Limited for sale - $25,998, 80,765 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:Green Interior Color: Tan Average Vehicle Review: (4.566666666666666 reviews)

2020 Toyota Highlander XLE

$43,99819K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2020 Toyota Highlander XLE for sale - $43,998, 18,896 miles with 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (0 reviews)
New Arrival

2017 Toyota Highlander Limited

$35,99839K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2017 Toyota Highlander Limited for sale - $35,998, 38,498 miles with Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.777777777777778 reviews)

2016 Toyota Highlander Limited

$29,99882K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2016 Toyota Highlander Limited for sale - $29,998, 81,513 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:Tan Interior Color: Black Average Vehicle Review: (4.7894736842105265 reviews)

2016 Toyota Highlander Limited Platinum

$37,99836K mi


Free Shipping from CarMax Oak Lawn, IL

Key Features
Technology Package, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors
Location: CarMax Oak Lawn in Chicago, Illinois 60453
Description: Used 2016 Toyota Highlander Limited Platinum for sale - $37,998, 35,984 miles with Technology Package, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.7894736842105265 reviews)

2018 Toyota Highlander LE

$30,99858K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2018 Toyota Highlander LE for sale - $30,998, 57,193 miles with 4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.764705882352941 reviews)

2019 Toyota Highlander SE

$41,99827K mi


Free Shipping from CarMax Tinley Park, IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2019 Toyota Highlander SE for sale - $41,998, 26,260 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.916666666666667 reviews)

2015 Toyota Highlander Limited

$30,99856K mi


Free Shipping from CarMax Merrillville, IN

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Merrillville in Merrillville, Indiana 46410
Description: Used 2015 Toyota Highlander Limited for sale - $30,998, 55,826 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color:White Interior Color: Gray Average Vehicle Review: (4.888888888888889 reviews)

2021 Toyota Highlander Limited

$52,99814K mi


$99 Shipping from CarMax Kenosha, WI

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2021 Toyota Highlander Limited for sale - $52,998, 13,558 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (0 reviews)
New Arrival

2012 Toyota Highlander

$18,998108K mi


$99 Shipping from CarMax Kenosha, WI

Key Features
Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Quad Seats, Auxiliary Audio Input, Cruise Control
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2012 Toyota Highlander for sale - $18,998, 107,784 miles with Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Quad Seats, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Green Interior Color: Tan Average Vehicle Review: (4.566666666666666 reviews)

This price does not include tax, title, and tags. Additional fees may also apply depending on the state of purchase.