Skip to Main Content

Used Toyota Highlander in Chicago, IL for Sale

59 Matches
Sort By:
Sort By

2016 Toyota Highlander XLE

$24,998* 71K mi


Available at 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 2016 Toyota Highlander XLE for sale - $24,998, 70,635 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: (4.706 reviews)
New Arrival

2019 Toyota Highlander XLE

$32,998* 28K mi


Available at 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 XLE for sale - $32,998, 27,282 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: (4.75 reviews)

2018 Toyota Highlander XLE

$31,998* 24K mi


Available at 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 2018 Toyota Highlander XLE for sale - $31,998, 23,330 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (5 reviews)

2015 Toyota Highlander LE

$22,998* 48K mi


Available at CarMax Tinley Park, IL

Key Features
4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2015 Toyota Highlander LE for sale - $22,998, 47,332 miles with 4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:White Interior Color: Gray Average Vehicle Review: (4.818 reviews)
New Arrival

2018 Toyota Highlander XLE

$28,998* 42K mi


Available at 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 2018 Toyota Highlander XLE for sale - $28,998, 41,727 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: (5 reviews)

2018 Toyota Highlander XLE

$31,998* 26K mi


Free Shipping from CarMax Merrillville, IN

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Merrillville in Merrillville, Indiana 46410
Description: Used 2018 Toyota Highlander XLE for sale - $31,998, 25,872 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Silver Interior Color: Gray Average Vehicle Review: (5 reviews)

2019 Toyota Highlander LE

$26,998* 31K mi


Free Shipping from CarMax Merrillville, IN

Key Features
Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags, Traction Control
Location: CarMax Merrillville in Merrillville, Indiana 46410
Description: Used 2019 Toyota Highlander LE for sale - $26,998, 30,703 miles with Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags, Traction Control
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.75 reviews)

2018 Toyota Highlander XLE

$28,998* 48K mi


Free Shipping from CarMax Hillside (Eisenhower Expy), IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2018 Toyota Highlander XLE for sale - $28,998, 47,152 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: (5 reviews)

2015 Toyota Highlander XLE

$20,998* 121K mi


Free Shipping from CarMax Naperville, IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2015 Toyota Highlander XLE for sale - $20,998, 120,737 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.818 reviews)
New Arrival

2018 Toyota Highlander XLE

$31,998* 23K mi


Free Shipping from CarMax Naperville, IL

Key Features
4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2018 Toyota Highlander XLE for sale - $31,998, 22,481 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: (5 reviews)

2010 Toyota Highlander Sport

$14,998* 102K mi


Free Shipping from CarMax Schaumburg, IL

Key Features
4WD/AWD, Leatherette Seats, JBL Sound System, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2010 Toyota Highlander Sport for sale - $14,998, 101,100 miles with 4WD/AWD, Leatherette Seats, JBL Sound System, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Silver Interior Color: Tan Average Vehicle Review: (4.737 reviews)

2015 Toyota Highlander XLE

$25,998* 57K 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 2015 Toyota Highlander XLE for sale - $25,998, 56,645 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Green Interior Color: Gray Average Vehicle Review: (4.818 reviews)
New Arrival

2020 Toyota Highlander XLE

$35,998* 19K 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 - $35,998, 18,447 miles with 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Parking Sensors, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (0 reviews)

2018 Toyota Highlander LE

$27,998* 22K 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 - $27,998, 21,351 miles with 4WD/AWD, Rear View Camera, Fold-Away Third Row, Auxiliary Audio Input, Alloy Wheels, Overhead Airbags
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (5 reviews)

2015 Toyota Highlander XLE

$22,998* 78K 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 2015 Toyota Highlander XLE for sale - $22,998, 77,694 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (4.818 reviews)

2017 Toyota Highlander XLE

$29,998* 32K 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 2017 Toyota Highlander XLE for sale - $29,998, 31,762 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (5 reviews)

2019 Toyota Highlander XLE

$35,998* 15K 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 - $35,998, 14,813 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:Brown Interior Color: Black Average Vehicle Review: (4.75 reviews)

2018 Toyota Highlander XLE

$30,998* 32K 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 2018 Toyota Highlander XLE for sale - $30,998, 31,994 miles with 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color:White Interior Color: Gray Average Vehicle Review: (5 reviews)
New Arrival

2012 Toyota Highlander SE

$16,998* 99K mi


Free Shipping from CarMax Kenosha, WI

Key Features
4WD/AWD, Leather Seats, Rear View Camera, Fold-Away Third Row, Sunroof(s), Quad Seats
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2012 Toyota Highlander SE for sale - $16,998, 98,593 miles with 4WD/AWD, Leather Seats, Rear View Camera, Fold-Away Third Row, Sunroof(s), Quad Seats
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.552 reviews)

2013 Toyota Highlander Limited

$17,998* 106K mi


Free 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 2013 Toyota Highlander Limited for sale - $17,998, 105,215 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (4.649 reviews)

2021 Toyota Highlander XLE

MSRP $44,357* See CarMax Price


Only available at CarMax Kenosha, WI

Key Features
4WD/AWD, Leatherette Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: New 2021 Toyota Highlander XLE for sale - $44,357, 8 miles with 4WD/AWD, Leatherette Seats, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row, Sunroof(s)
Transmission: Automatic Color: Interior Color: Average Vehicle Review: (0 reviews)
Brand New

2021 Toyota Highlander Limited

MSRP $46,890* See CarMax Price


Only available at CarMax Kenosha, WI

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: New 2021 Toyota Highlander Limited for sale - $46,890, 3 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color: Interior Color: Average Vehicle Review: (0 reviews)
Brand New

2021 Toyota Highlander XSE

MSRP $47,307* See CarMax Price


Only available at 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: New 2021 Toyota Highlander XSE for sale - $47,307, 4 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Rear View Camera, Fold-Away Third Row
Transmission: Automatic Color: Interior Color: Average Vehicle Review: (0 reviews)
Brand New

2021 Toyota Highlander Limited

MSRP $47,768* See CarMax Price


Only available at CarMax Kenosha, WI

Key Features
4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: New 2021 Toyota Highlander Limited for sale - $47,768, 4 miles with 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready, Parking Sensors, Rear View Camera
Transmission: Automatic Color: Interior Color: Average Vehicle Review: (0 reviews)
Brand New

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