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

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2011 Toyota Highlander SE

2011 Toyota Highlander SE - 89,441 mi

Palatine, IL (27 mi) - Listed 6 days ago
  • $1,986 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
Used 2011 Toyota Highlander SE for Sale - $11,350 - 89,441 miles - with bluetooth, child safety, backup camera, leather upholstery, sunroof
Category: Used Cars
Location: Palatine, IL 60074
Price: $11,350
Mileage: 89,441 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.1 star
Engine: 4-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: FWD
VIN: 5TDZA3EH0BS010550
2015 Toyota Highlander Limited

2015 Toyota Highlander Limited - 31,356 mi

Highland Park, IL (23 mi) - Listed 92 days ago
  • $5,089 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$26,686
PREVIEW
Used 2015 Toyota Highlander Limited for Sale - $24,654 - 31,356 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Highland Park, IL 60035
Price: $24,654
Mileage: 31,356 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDKRFH1FS106105
  • 2017
    $29,113
  • 2018
    $30,731
  • 2019
    $30,608
  • 2020
    $37,139
  • 2021
    $40,680
iSeeCars Unbiased Insights

What's the price of a Toyota Highlander by year?

iSeeCars analyzes over 25 billion data points to help you find the best deals. See more Toyota Highlander insights.

iSeeCars Unbiased Insights

How can you save money on a used Toyota Highlander?

  • Highlander

    $29,535
    $7,754 Savings

    Highlander Hybrid

    $37,290
  • 4-Cylinder

    $23,974
    $5,340 Savings

    6-Cylinder

    $29,314
  • FWD

    $26,713
    $3,162 Savings

    AWD

    $29,874

iSeeCars analyzes over 25 billion data points to help you find the best deals.
See more ways to save.

iSeeCars Unbiased Insights

Does car color affect the price of a used Toyota Highlander?

Least
Expensive

Gold

$1,124Average Savings

Most
Expensive

White

$464Average Premium

iSeeCars analyzes over 25 billion data points to help you find the best deals.
See more ways to save.

2016 Toyota Highlander Limited

2016 Toyota Highlander Limited - 45,889 mi

Michigan City, IN (40 mi) - Listed 91 days ago
  • $2,863 below market price
  • dealer rating
  • 3 positives , low miles
$32,977
PREVIEW
Used 2016 Toyota Highlander Limited for Sale - $24,977 - 45,889 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Michigan City, IN 46360
Price: $24,977
Mileage: 45,889 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.2 star
Exterior Color: Shoreline Blue Pearl
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDKRFH3GS267993
Positives: one owner, negotiable, no accidents
Home Delivery
2018 Toyota Highlander Limited Platinum

2018 Toyota Highlander Limited Plat - 40,952 mi

- Listed 75 days ago
  • $3,863 below market price
  • dealer rating
  • 1 positive , low miles
$34,490
PREVIEW
Used 2018 Toyota Highlander Limited Platinum for Sale - $30,480 - 40,952 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location:
Price: $30,480
Mileage: 40,952 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.4 star
Exterior Color: White
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH4JS901279
Positives: clean history
Home Delivery
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 68,249 mi

- Listed 96 days ago
  • $3,827 below market price
  • dealer rating
  • 1 positive , high miles
$29,600
PREVIEW
Used 2018 Toyota Highlander Limited for Sale - $26,480 - 68,249 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location:
Price: $26,480
Mileage: 68,249 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.4 star
Exterior Color: Blue
Engine: 6-Cylinder
Interior Color: Gray
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH0JS813619
Positives: clean history
Home Delivery
2017 Toyota Highlander Limited Platinum

2017 Toyota Highlander Limited Plat - 53,401 mi

Elgin, IL (33 mi) - Listed 16 days ago
  • $3,447 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$29,500
PREVIEW
Used 2017 Toyota Highlander Limited Platinum for Sale - $29,319 - 53,401 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Elgin, IL 60120
Price: $29,319
Mileage: 53,401 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.3 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH4HS425996
Home Delivery
2017 Toyota Highlander SE

2017 Toyota Highlander SE - 30,684 mi

Elmwood Park, IL (9 mi) - Listed 92 days ago
  • $3,307 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$29,995
PREVIEW
Used 2017 Toyota Highlander SE for Sale - $26,995 - 30,684 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Elmwood Park, IL 60707
Price: $26,995
Mileage: 30,684 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH1HS480957
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 35,646 mi

Streamwood, IL (29 mi) - Listed 62 days ago
  • $3,667 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$31,990
PREVIEW
Used 2018 Toyota Highlander Limited for Sale - $29,490 - 35,646 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Streamwood, IL 60107
Price: $29,490
Mileage: 35,646 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.6 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH4JS493379
Home Delivery
2015 Toyota Highlander Limited Platinum

2015 Toyota Highlander Limited Pla - 142,141 mi

Schererville, IN (27 mi) - Listed 98 days ago
  • $3,450 below market price
  • dealer rating
  • 1-owner , free CARFAX , high miles
$20,780
PREVIEW
Used 2015 Toyota Highlander Limited Platinum for Sale - $16,980 - 142,141 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Schererville, IN 46375
Price: $16,980
Mileage: 142,141 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.4 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDKRFH0FS188814
Home Delivery
2012 Toyota Highlander Limited

2012 Toyota Highlander Limited - 117,466 mi

Schererville, IN (27 mi) - Listed 15 days ago
  • $1,841 below market price
  • dealer rating
  • free CARFAX
$14,875
PREVIEW
Used 2012 Toyota Highlander Limited for Sale - $13,975 - 117,466 miles - with bluetooth, child safety, backup camera, leather upholstery, sunroof
Category: Used Cars
Location: Schererville, IN 46375
Price: $13,975
Mileage: 117,466 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDK3EH6CS149736
2015 Toyota Highlander XLE

2015 Toyota Highlander XLE - 129,535 mi

Streamwood, IL (29 mi) - Listed 91 days ago
  • $2,668 below market price
  • dealer rating
  • 1-owner , free CARFAX , high miles
$20,990
PREVIEW
Used 2015 Toyota Highlander XLE for Sale - $16,490 - 129,535 miles - with bluetooth, child safety, navigation, backup camera, leather upholstery
Category: Used Cars
Location: Streamwood, IL 60107
Price: $16,490
Mileage: 129,535 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDJKRFH4FS082031
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 35,624 mi

Oak Brook, IL (14 mi) - Listed 12 days ago
  • $2,996 below market price
  • dealer rating
  • 2 price drops in 13 days
$22,897
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $22,697 - 35,624 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location: Oak Brook, IL 60523
Price: $22,697
Mileage: 35,624 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.8 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 23
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFHXKS319968
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 38,003 mi

Matteson, IL (23 mi) - Listed 75 days ago
  • $2,984 below market price
  • dealer rating
  • 1-owner , free CARFAX
$22,912
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $22,479 - 38,003 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location: Matteson, IL 60443
Price: $22,479
Mileage: 38,003 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.4 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH6KS304478
2007 Toyota Highlander Base

2007 Toyota Highlander Base - 103,409 mi

Hazel Crest, IL (19 mi) - Listed 15 days ago
  • $1,045 below market price
  • dealer rating
PREVIEW
Used 2007 Toyota Highlander Base for Sale - $7,995 - 103,409 miles - with captain's chair, child safety, power outlet
Category: Used Cars
Location: Hazel Crest, IL 60429
Price: $7,995
Mileage: 103,409 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 5 seater
Drivetrain: AWD
VIN: JTEHP21A470222869
Home Delivery
2017 Toyota Highlander XLE

2017 Toyota Highlander XLE - 54,042 mi

Tinley Park, IL (21 mi) - Listed 92 days ago
  • $2,995 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$28,999
PREVIEW
Used 2017 Toyota Highlander XLE for Sale - $25,699 - 54,042 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Tinley Park, IL 60487
Price: $25,699
Mileage: 54,042 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.4 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH6HS392356
Home Delivery
2008 Toyota Highlander Sport

2008 Toyota Highlander Sport - 180,575 mi

Naperville, IL (25 mi) - Listed 14 days ago
  • $1,064 below market price
  • dealer rating
  • 1 price drop in 15 days
$7,922
PREVIEW
Used 2008 Toyota Highlander Sport for Sale - $7,717 - 180,575 miles - with captain's chair, child safety, satellite radio, power outlet, anti-theft system
Category: Used Cars
Location: Naperville, IL 60540
Price: $7,717
Mileage: 180,575 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.7 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 19
Seats: 7 seater
Drivetrain: AWD
VIN: JTEES43A582106516
Home Delivery
2015 Toyota Highlander Limited

2015 Toyota Highlander Limited - 46,577 mi

Orland Park, IL (18 mi) - Listed 92 days ago
  • $3,018 below market price
  • dealer rating
  • low miles
$26,295
PREVIEW
Used 2015 Toyota Highlander Limited for Sale - $24,799 - 46,577 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Orland Park, IL 60462
Price: $24,799
Mileage: 46,577 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.4 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDKRFH8FS100026
Home Delivery
2019 Toyota Highlander XLE

2019 Toyota Highlander XLE - 41,180 mi

Elmhurst, IL (15 mi) - Listed 40 days ago
  • $3,228 below market price
  • dealer rating
PREVIEW
Used 2019 Toyota Highlander XLE for Sale - $28,579 - 41,180 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Elmhurst, IL 60126
Price: $28,579
Mileage: 41,180 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH9KS940681
2018 Toyota Highlander LE

2018 Toyota Highlander LE - 19,312 mi

Chicago, IL (10 mi) - Listed 3 days ago
  • $3,149 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
Used 2018 Toyota Highlander LE for Sale - $25,490 - 19,312 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location: Chicago, IL 60659
Price: $25,490
Mileage: 19,312 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.7 star
Exterior Color: Celestial Silver Metallic
Engine: 6-Cylinder
Interior Color: Ash
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH4JS486519
2017 Toyota Highlander Limited Platinum

2017 Toyota Highlander Limited Plat - 73,005 mi

Highland Park, IL (23 mi) - Listed 3 days ago
  • $5,404 below market price
  • dealer rating
  • 1 positive
PREVIEW
Used 2017 Toyota Highlander Limited Platinum for Sale - $26,000 - 73,005 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Highland Park, IL 60035
Price: $26,000
Mileage: 73,005 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.2 star
Exterior Color: Midnight Black Metallic
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH7HS372498
Positives: clean history
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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?

  • 828 cars for sale found, starting at $2,900
  • Average price for Used Toyota Highlander Chicago, IL: $31,224
  • 305 deals found. Average savings of $1,702
  • Save up to $5,404 below estimated market price

What Toyota Highlander model year and mileage can you get for your budget?

Year Price Mileage
2021 $40,104 to $41,265 1,000 to 2,100 miles
2020 $35,482 to $38,873 1,000 to 21,118 miles
2019 $26,654 to $35,150 7,021 to 40,401 miles
2018 $28,815 to $32,775 13,190 to 50,723 miles
2017 $27,044 to $31,340 16,260 to 61,345 miles

How much does a used Toyota Highlander cost in Chicago?

Average Price
$31,224
For a used Toyota Highlander
Average Savings
$1,702
Based on all Highlander deals found
Biggest Savings
$5,404
Below estimated market price
Good Deal
$26,376
Typical price of a good deal

What's the price of a Used Toyota Highlander by year?

Average price by year
Average mileage by year
Search for a used Toyota Highlander in Chicago
See my listings

How to save money when buying a used Toyota Highlander in Chicago?

Fuel Type A Highlander averages $7,754 less than a Highlander Hybrid
Engine A 4-Cylinder Highlander costs $5,340 less than a 6-Cylinder
Drive Type A front-wheel drive (FWD) Toyota Highlander can be priced $3,162 less than an all-wheel drive (AWD)
Certified Choosing non-CPO vs Certified Pre-Owned (CPO) can save you $1,582 on a Toyota Highlander

What colors are the best deals for a Toyota Highlander in Chicago?

Least Expensive Color
Gold $1,124Average Savings
Most Expensive Color
White $464Average Premium

What Toyota Highlander color has the best resale value in Chicago?

Price differences by car color compared to the average price of a used Toyota Highlander in Chicago
How does car color affect the average price of a used Toyota Highlander in Chicago?
Rank Color Compared to Avg Price
1 Gold $1,124 Savings
2 Green $984 Savings
3 Beige $892 Savings
4 Black $615 Savings
5 Gray $592 Savings
6 Blue $585 Savings
7 Silver $505 Savings
8 Red $180 Higher
9 Brown $276 Higher
10 White $464 Higher

What is the best time to buy a used Toyota Highlander in Chicago?

Good times to buy
- Save $274 on average: January, September, October, November, December are good times to buy to find the best prices.
Good times to sell
- Make an extra $198 on average: February, March, April, May, June, July, August are good times to sell to get the best prices
Total saved by iSeeCars users

$268,210,754

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

Vroom - Get It Delivered Nationwide, Contact-Free
4.4 stars
116 Used Toyota Highlander for Sale in Chicago, IL for sale
Toyota of Naperville
Naperville, IL
3.1 stars
67 Used Toyota Highlander for Sale in Chicago, IL for sale
Schaumburg Toyota/scion
Schaumburg, IL
3.4 stars
55 Used Toyota Highlander for Sale in Chicago, IL for sale

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

Distance from Chicago, IL Average Price Deals Listings
50 miles
$33,805 Save $5,404 on 224 deals 839 listings
100 miles
$32,361 Save $5,404 on 330 deals 1,073 listings
200 miles
$31,383 Save $5,404 on 646 deals 2,084 listings

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Used Toyota Highlander By Model Year

Year Average Price Deals Listings
2021 Toyota Highlander in Chicago
$42,668 Save $1,725 on 1 deal 411 listings
2020 Toyota Highlander in Chicago
$38,538 Save $2,013 on 10 deals 51 listings
2019 Toyota Highlander in Chicago
$30,178 Save $3,228 on 27 deals 58 listings
2018 Toyota Highlander in Chicago
$29,355 Save $4,805 on 73 deals 103 listings
2017 Toyota Highlander in Chicago
$28,081 Save $5,404 on 41 deals 65 listings
2016 Toyota Highlander in Chicago
$25,114 Save $2,363 on 14 deals 27 listings
2015 Toyota Highlander in Chicago
$21,711 Save $5,089 on 19 deals 28 listings
Explore Other Cities
  • Toyota Highlander in Billings Save $4,014 on 3 Deals
    7 Listings from $26,074
  • Toyota Highlander in Dothan Save $4,425 on 10 Deals
    44 Listings from $4,750
  • Toyota Highlander in Sioux City Save $90
    28 Listings from $28,000

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