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Used Toyota Highlander in Chicago, IL for Sale

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2013 Toyota
Highlander

$19,998* 65K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2013 Toyota Highlander SE for sale - $19,998, 65,466 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Rear View Camera, 3rd Rear Seat, Fold-Away Third Row
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.649 reviews) This is a great vehicle that suits our needs well. The 4 cylinder coupled with the 6 speed transmission has been peppy, fairly frugal, roomy, yet capable of towing. We're getting an average of 22-24 which is good, but we have yet to see 27 mpg EPA hwy rating. This one has the tow prep package (rated to 3,500#) - we haven't pulled that, but with a load of 6 passengers + trailer (about 1,000#) it handled a long steep grade into the NC mountains acceptably. Note that the 2nd seat in the middle row is not for a full sized person and when you have the 3rd seat up, there is very little storage - but, 6 adults can be comfortable - 4 with ample storage. It's not a minivan (we have one) but can step up to people hauler duty. Sturdy roof rack.

2009 Toyota
Highlander

$15,998* 44K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2009 Toyota Highlander for sale - $15,998, 44,049 miles with 3rd Rear Seat, Fold-Away Third Row, Quad Seats, Auxiliary Audio Input, Cruise Control, Alloy Wheels
Transmission: Automatic Color:Blue Interior Color: Gray Average Vehicle Review: (4.684 reviews) Toyota is a dependable car. Smooth ride on streets and freeway. Nice body style.

2016 Toyota
Highlander

$25,998* 44K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Toyota Highlander XLE for sale - $25,998, 44,393 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Blue Interior Color: Gray Average Vehicle Review: (4.8 reviews) The car is great for a family of 5. Enough seats for each of our 3 children to have enough room on road trips. Fuel economy is good for its class but As an everyday driver we find ourselves at the gas pumps very often. The only other downside is adults don't fit in the third row but adults rarely sit back there so no big deal. Other than that it's a great car. Very comfy on long road trips and trustworthy in all weather conditions.

2016 Toyota
Highlander

$25,998* 46K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Toyota Highlander XLE for sale - $25,998, 46,334 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:White Interior Color: Black Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$27,998* 21K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Toyota Highlander XLE for sale - $27,998, 21,101 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$28,998* 25K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Toyota Highlander XLE for sale - $28,998, 25,358 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$30,998* 36K miles
CarMax Schaumburg
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Toyota Highlander Limited Platinum for sale - $30,998, 36,341 miles with Technology Package, Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, JBL Sound System
Transmission: Automatic Color:Green Interior Color: Tan Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$30,998* 39K miles
CarMax Schaumburg
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2016 Toyota Highlander Limited Platinum for sale - $30,998, 39,356 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready
Transmission: Automatic Color:White Interior Color: Tan Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$26,998* 39K miles
CarMax Hillside (Eisenhower Expy)
Available at your store - Chicago, IL
Available at your store - Chicago, IL
Key Features
Location: CarMax Hillside (Eisenhower Expy) in Chicago, Illinois 60162
Description: Used 2016 Toyota Highlander XLE for sale - $26,998, 39,068 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Silver Interior Color: Black Average Vehicle Review: (4.8 reviews)

2015 Toyota
Highlander

$22,998* 31K miles
CarMax Schaumburg
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2015 Toyota Highlander LE PLUS for sale - $22,998, 31,589 miles with Power Liftgate/DeckLid, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat, Fold-Away Third Row, Tow Hitch
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (4.8 reviews)

2014 Toyota
Highlander

$18,998* 113K miles
CarMax Naperville
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Naperville in Naperville, Illinois 60563
Description: Used 2014 Toyota Highlander XLE for sale - $18,998, 113,410 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Silver Interior Color: Gray Average Vehicle Review: (4.571 reviews)

2016 Toyota
Highlander

$23,998* 45K miles
CarMax Glencoe (Edens Expy)
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2016 Toyota Highlander XLE for sale - $23,998, 45,527 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.8 reviews)

2014 Toyota
Highlander

$26,998* 54K miles
CarMax Schaumburg
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Schaumburg in Chicago, Illinois 60173
Description: Used 2014 Toyota Highlander Limited Platinum for sale - $26,998, 54,836 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, JBL Sound System, Satellite Radio Ready
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.571 reviews)

2016 Toyota
Highlander

$22,998* 37K miles
CarMax Glencoe (Edens Expy)
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2016 Toyota Highlander LE for sale - $22,998, 37,426 miles with 4WD/AWD, Rear View Camera, 3rd Rear Seat, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$26,998* 23K miles
CarMax Glencoe (Edens Expy)
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2016 Toyota Highlander XLE for sale - $26,998, 23,259 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Black Interior Color: Tan Average Vehicle Review: (4.8 reviews)

2017 Toyota
Highlander

$26,998* 26K miles
CarMax Glencoe (Edens Expy)
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Glencoe (Edens Expy) in Glencoe, Illinois 60022
Description: Used 2017 Toyota Highlander LE PLUS for sale - $26,998, 26,396 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Red Interior Color: Gray Average Vehicle Review: (5 reviews)

2016 Toyota
Highlander

$29,998* 20K miles
CarMax Tinley Park
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Tinley Park in Chicago, Illinois 60477
Description: Used 2016 Toyota Highlander XLE for sale - $29,998, 20,080 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Silver Interior Color: Gray Average Vehicle Review: (4.8 reviews)

2018 Toyota
Highlander

$33,998* 24K miles
CarMax Oak Lawn
Free Transfer to your store - IL to IL
Free Transfer to your store - IL to IL
Key Features
Location: CarMax Oak Lawn in Chicago, Illinois 60453
Description: Used 2018 Toyota Highlander XLE for sale - $33,998, 24,547 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera
Transmission: Automatic Color:Black Interior Color: Gray Average Vehicle Review: (5 reviews)

2016 Toyota
Highlander

$23,998* 43K miles
CarMax Kenosha
Free Transfer to your store - WI to IL
Free Transfer to your store - WI to IL
Key Features
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2016 Toyota Highlander LE for sale - $23,998, 43,395 miles with 4WD/AWD, Rear View Camera, 3rd Rear Seat, Fold-Away Third Row, Auxiliary Audio Input, Cruise Control
Transmission: Automatic Color:Silver Interior Color: Gray Average Vehicle Review: (4.8 reviews)

2016 Toyota
Highlander

$25,998* 48K miles
CarMax Kenosha
Free Transfer to your store - WI to IL
Free Transfer to your store - WI to IL
Key Features
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2016 Toyota Highlander XLE for sale - $25,998, 48,679 miles with Power Liftgate/DeckLid, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Black Interior Color: Black Average Vehicle Review: (4.8 reviews)

2017 Toyota
Highlander

$29,998* 36K miles
CarMax Kenosha
Free Transfer to your store - WI to IL
Free Transfer to your store - WI to IL
Key Features
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: Used 2017 Toyota Highlander XLE for sale - $29,998, 36,388 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Leather Seats, Satellite Radio Ready, Rear View Camera
Transmission: Automatic Color:Gray Interior Color: Gray Average Vehicle Review: (5 reviews)

2019 Toyota
Highlander

MSRP $39,609* New
CarMax Kenosha
Available in Kenosha, WI
Available in Kenosha, WI
Key Features
Location: CarMax Kenosha in Kenosha, Wisconsin 53142
Description: New 2019 Toyota Highlander LE PLUS for sale - $39,609, 4 miles with Power Liftgate/DeckLid, Auto Cruise Control, 4WD/AWD, Satellite Radio Ready, Rear View Camera, 3rd Rear Seat
Transmission: Automatic Color:Gray Interior Color: Black Average Vehicle Review: (4.75 reviews)

Reviews for Toyota Highlander

Overall Rating

4.7 out of 5(402 reviews)

love the color

Toyota is a dependable car. Smooth ride on streets and freeway. Nice body style.

- Ophelia Saunders, 2012 Toyota Highlander

great features

This is a great vehicle that suits our needs well. The 4 cylinder coupled with the 6 speed transmission has been peppy, fairly frugal, roomy, yet capable of towing. We're getting an average of 22-24 which is good, but we have yet to see 27 mpg EPA hwy rating. This one has the tow prep package (rated to 3,500#) - we haven't pulled that, but with a load of 6 passengers + trailer (about 1,000#) it handled a long steep grade into the NC mountains acceptably. Note that the 2nd seat in the middle row is not for a full sized person and when you have the 3rd seat up, there is very little storage - but, 6 adults can be comfortable - 4 with ample storage. It's not a minivan (we have one) but can step up to people hauler duty. Sturdy roof rack.

- Scott Broam, 2010 Toyota Highlander

Great car

The car is great for a family of 5. Enough seats for each of our 3 children to have enough room on road trips. Fuel economy is good for its class but As an everyday driver we find ourselves at the gas pumps very often. The only other downside is adults don't fit in the third row but adults rarely sit back there so no big deal. Other than that it's a great car. Very comfy on long road trips and trustworthy in all weather conditions.

- Wrightly Reed, 2016 Toyota Highlander

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