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Used Toyota Highlander for Sale by Owner & Dealer in Chicago, IL

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1-15 of 335 Used Cars Found

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10
2013 Toyota Highlander Sport Utility 4D

2013 Toyota Highlander Sport Utilit - 72,330 mi

- Listed 3 days ago

  • $3,409 below market price
  • dealer rating
  • 3 positives , low miles
Great Deal

$17,200

PREVIEW
Used 2013 Toyota Highlander Sport Utility 4D for Sale - $17,200 - 72,330 miles - with bluetooth, child safety, alloy wheels, power outlet
Category: Used Cars
Location:
Price: $17,200
Mileage: 72,330 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.1 star
Color: Silver
Engine: 4-Cylinder
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drive Type: FWD
VIN: 5TDZA3EHXDS044689
Positives: test-own, certified pre-owned car, inspected
28
2002 Toyota Highlander Base

2002 Toyota Highlander Base - 127,822 mi

Portage, IN - Listed today

  • $819 below market price
  • dealer rating
Great Deal

$5,277

PREVIEW
Used 2002 Toyota Highlander Base for Sale - $5,277 - 127,822 miles - with captain's chair
Category: Used Cars
Location: Portage, IN 46368
Price: $5,277
Mileage: 127,822 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.7 star
Color: Millennium Silver Metallic
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 18
Seats: 5 seater
Drive Type: AWD
VIN: JTEHF21A020071136
12
2003 Toyota Highlander

2003 Toyota Highlander - 130,900 mi

Schaumburg, IL - Listed 15 days ago

  • $1,463 below market price
  • dealer rating
  • 1 price drop in 16 days
Great Deal

$5,213

$5,543
PREVIEW
Used 2003 Toyota Highlander for Sale - $5,213 - 130,900 miles - with captain's chair
Category: Used Cars
Location: Schaumburg, IL 60195
Price: $5,213
Mileage: 130,900 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Color: Silver
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 18
Seats: 5 seater
Drive Type: AWD
VIN: JTEHF21A330098218
26
2009 Toyota Highlander Limited

2009 Toyota Highlander Limited - 142,957 mi

Romeoville, IL - Listed 69 days ago

  • $2,857 below market price
  • dealer rating
  • 7 price drops in 70 days
Great Deal

$10,000

$13,000
PREVIEW
Used 2009 Toyota Highlander Limited for Sale - $10,000 - 142,957 miles - with child safety, backup camera, leather upholstery, satellite radio, power outlet
Category: Used Cars
Location: Romeoville, IL 60446
Price: $10,000
Mileage: 142,957 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.2 star
Color: Blue Streak Metallic
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 7 seater
Drive Type: AWD
VIN: JTEES42A892143174
31
2008 Toyota Highlander Sport

2008 Toyota Highlander Sport - 99,557 mi

Aurora, IL - Listed 19 days ago

  • $1,601 below market price
  • 1-owner , 1 positive , low miles
  • 1 price drop in 20 days
Great Deal

$10,995

$11,995
PREVIEW
Used 2008 Toyota Highlander Sport for Sale - $10,995 - 99,557 miles - with captain's chair, child safety, satellite radio, power outlet, anti-theft system
Category: Used Cars
Location: Aurora, IL 60504
Price: $10,995
Mileage: 99,557 miles
For Sale By: Dealer
Transmission: Automatic
Color: Red
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Num Owners: 1 owner
Seats: 7 seater
Drive Type: AWD
VIN: JTEES43A782061157
Positives: clean history
32
2014 Toyota Highlander Limited

2014 Toyota Highlander Limited - 30,422 mi

Chicago, IL - Listed 39 days ago

  • $3,213 below market price
  • 1-owner , low miles
  • 3 price drops in 40 days
Great Deal

$27,483

$29,981
PREVIEW
Used 2014 Toyota Highlander Limited for Sale - $27,483 - 30,422 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Chicago, IL 60642
Price: $27,483
Mileage: 30,422 miles
For Sale By: Dealer
Transmission: Automatic
Color: Silver Sky Metallic
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 7 seater
Drive Type: AWD
VIN: 5TDDKRFH7ES049004
12
2006 Toyota Highlander

2006 Toyota Highlander - 115,522 mi

Arlington Heights, IL - Listed 13 days ago

  • $989 below market price
  • dealer rating
Great Deal

$6,901

PREVIEW
Used 2006 Toyota Highlander for Sale - $6,901 - 115,522 miles - with captain's chair, child safety, power outlet, anti-theft system
Category: Used Cars
Location: Arlington Heights, IL 60004
Price: $6,901
Mileage: 115,522 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.5 star
Color: Blue
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 7 seater
Drive Type: AWD
VIN: JTEEP21AX60178314
30
2016 Toyota Highlander XLE

2016 Toyota Highlander XLE - 13,961 mi

Streamwood, IL - Listed 87 days ago

  • $3,563 below market price
  • 1-owner , low miles
  • 2 price drops in 88 days
Great Deal

$29,990

$32,990
PREVIEW
Used 2016 Toyota Highlander XLE for Sale - $29,990 - 13,961 miles - with bluetooth, child safety, navigation, backup camera, leather upholstery
Category: Used Cars
Location: Streamwood, IL 60107
Price: $29,990
Mileage: 13,961 miles
For Sale By: Dealer
Transmission: Automatic
Color: Predawn Gray Mica
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 8 seater
Drive Type: AWD
VIN: 5TDJKRFHXGS240471
20
2004 Toyota Highlander Base

2004 Toyota Highlander Base - 184,674 mi

Schaumburg, IL - Listed 4 days ago

  • $730 below market price
  • 1 positive
  • 1 price drop in 5 days
Great Deal

$4,988

$5,188
PREVIEW
Used 2004 Toyota Highlander Base for Sale - $4,988 - 184,674 miles - with captain's chair
Category: Used Cars
Location: Schaumburg, IL 60194
Price: $4,988
Mileage: 184,674 miles
For Sale By: Dealer
Transmission: Automatic
Color: Blue
Engine: 4-Cylinder
Fuel Type: Gasoline
MPG: 22
Seats: 5 seater
Drive Type: FWD
VIN: JTEGD21A940079241
Positives: clean history
31
2013 Toyota Highlander Base Plus

2013 Toyota Highlander Base Plus - 73,133 mi

Lombard, IL - Listed 106 days ago

  • $2,562 below market price
  • 1 positive , low miles
  • 4 price drops in 107 days
Great Deal

$17,995

$21,000
PREVIEW
Used 2013 Toyota Highlander Base Plus for Sale - $17,995 - 73,133 miles - with bluetooth, child safety, alloy wheels, power outlet
Category: Used Cars
Location: Lombard, IL 60148
Price: $17,995
Mileage: 73,133 miles
For Sale By: Dealer
Transmission: Automatic
Color: Blizzard Pearl
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 7 seater
Drive Type: AWD
VIN: 5TDBK3EH9DS192587
Positives: clean history
33
2016 Toyota Highlander XLE

2016 Toyota Highlander XLE - 36,892 mi

Elgin, IL - Listed 1 day ago

  • $2,927 below market price
  • dealer rating
  • 1-owner , 2 positives , low miles
Good Deal

$27,990

PREVIEW
Used 2016 Toyota Highlander XLE for Sale - $27,990 - 36,892 miles - with bluetooth, child safety, navigation, backup camera, leather upholstery
Category: Used Cars
Location: Elgin, IL 60120
Price: $27,990
Mileage: 36,892 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.2 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 8 seater
Drive Type: AWD
VIN: 5TDJKRFH7GS229766
Positives: one owner, clean history
32
2017 Toyota Highlander XLE

2017 Toyota Highlander XLE - 10,493 mi

Lombard, IL - Listed today

  • $1,606 below market price
  • 1-owner , certified used , 5 positives , low miles
Good Deal

$33,995

PREVIEW
Used 2017 Toyota Highlander XLE for Sale - $33,995 - 10,493 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Certified Used Cars
Location: Lombard, IL 60148
Price: $33,995
Mileage: 10,493 miles
For Sale By: Dealer
Transmission: Automatic
Color: Predawn Gray Mica
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drive Type: AWD
VIN: 5TDJZRFH3HS376308
Positives: one owner, warranty, clean history, inspected, certified pre-owned car
32
2017 Toyota Highlander LE

2017 Toyota Highlander LE - 23,226 mi

Evanston, IL - Listed 10 days ago

  • $2,225 below market price
  • dealer rating
  • 1-owner , 2 positives , low miles
Good Deal

$23,985

PREVIEW
Used 2017 Toyota Highlander LE for Sale - $23,985 - 23,226 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location: Evanston, IL 60202
Price: $23,985
Mileage: 23,226 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.2 star
Color: Shoreline Blue Pearl
Engine: 4-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 8 seater
Drive Type: FWD
VIN: 5TDZARFH6HS026214
Positives: warranty, clean history
32
2016 Toyota Highlander Limited

2016 Toyota Highlander Limited - 15,362 mi

Oak Lawn, IL - Listed 57 days ago

  • $3,154 below market price
  • dealer rating
  • 1-owner , 4 positives , low miles
Good Deal

$32,500

$34,594
PREVIEW
Used 2016 Toyota Highlander Limited for Sale - $32,500 - 15,362 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Oak Lawn, IL 60453
Price: $32,500
Mileage: 15,362 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Color: Blizzard Pearl
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 7 seater
Drive Type: AWD
VIN: 5TDDKRFH7GS351394
Positives: garaged, one owner, negotiable, clean history
32
2015 Toyota Highlander XLE

2015 Toyota Highlander XLE - 48,996 mi

Lombard, IL - Listed today

  • $855 below market price
  • 1-owner , certified used , 6 positives , low miles
Good Deal

$26,995

PREVIEW
Used 2015 Toyota Highlander XLE for Sale - $26,995 - 48,996 miles - with bluetooth, child safety, navigation, backup camera, leather upholstery
Category: Certified Used Cars
Location: Lombard, IL 60148
Price: $26,995
Mileage: 48,996 miles
For Sale By: Dealer
Transmission: Automatic
Color: Silver Sky Metallic
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 8 seater
Drive Type: AWD
VIN: 5TDJKRFH1FS127877
Positives: one owner, warranty, clean history, new tires, inspected, certified pre-owned car
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What is the average price for Used Toyota Highlander for Sale in Chicago, IL? How many are for sale and priced below market?

  • 335 cars for sale found, starting at $2,995
  • Average price for Used Toyota Highlander Chicago, IL: $25,463
  • 100 deals found. Average savings of $1,349
  • Save up to $3,618 below estimated market price

Top Dealers Listing Used Toyota Highlander for Sale in Chicago, IL

Carvana
4.1 stars
11 Used Toyota Highlander for sale
Northbrook Toyota Scion
Northbrook, IL
4.7 stars
8 Used Toyota Highlander for sale
Orland Toyota/scion
Tinley Park, IL
3.3 stars
7 Used Toyota Highlander for sale

Price of Used Toyota Highlander for Sale in Chicago, IL by Distance

Distance from Chicago, IL Average Price Deals Listings
50 miles
$25,559 Save $4,527 on 110 deals 352 listings
100 miles
$24,882 Save $5,825 on 204 deals 610 listings
200 miles
$25,293 Save $5,825 on 404 deals 1,213 listings

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Used Toyota Highlander By Model Year

Year Average Price Deals Listings
2019 Toyota Highlander in Chicago
$39,573 - 1 listing
2018 Toyota Highlander in Chicago
$38,772 Save $955 on 1 deal 33 listings
2017 Toyota Highlander in Chicago
$34,669 Save $3,029 on 8 deals 23 listings
2016 Toyota Highlander in Chicago
$30,776 Save $3,618 on 33 deals 82 listings
2015 Toyota Highlander in Chicago
$28,400 Save $3,264 on 28 deals 83 listings
2014 Toyota Highlander in Chicago
$26,051 Save $4,527 on 3 deals 15 listings
2013 Toyota Highlander in Chicago
$22,750 Save $3,562 on 2 deals 17 listings
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