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

1-20 of 672 Cars Found

Save Search
X

Message:

2013 Toyota Highlander Plus

2013 Toyota Highlander Plus - 56,103 mi

Elmhurst, IL (5 mi) - Listed today
  • $1,717 below market price
  • dealer rating
  • low miles
PREVIEW
Used 2013 Toyota Highlander Plus for Sale - $15,229 - 56,103 miles - with bluetooth, child safety, backup camera, alloy wheels, power outlet
Category: Used Cars
Location: Elmhurst, IL 60126
Price: $15,229
Mileage: 56,103 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 20
Seats: 7 seater
Drivetrain: FWD
VIN: 5TDZK3EH6DS130871
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 31,541 mi

Lake Villa, IL (32 mi) - Listed today
  • $1,791 below market price
  • dealer rating
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,797 - 31,541 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location: Lake Villa, IL 60046
Price: $25,797
Mileage: 31,541 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
5 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 23
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH3KS960705
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 4,972 mi

- Listed 74 days ago
  • $1,603 below market price
  • dealer rating
  • 1-owner , 1 positive , low miles
$29,000
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $27,480 - 4,972 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $27,480
Mileage: 4,972 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: White
Engine: 4-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZARFH3KS057704
Positives: clean history
Home Delivery
2018 Toyota Highlander XLE

2018 Toyota Highlander XLE - 41,118 mi

- Listed today
  • $816 below market price
  • dealer rating
  • 1 positive
PREVIEW
Used 2018 Toyota Highlander XLE for Sale - $30,200 - 41,118 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location:
Price: $30,200
Mileage: 41,118 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Black
Engine: 6-Cylinder
Interior Color: Gray
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH4JS530417
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 25,981 mi

- Listed 68 days ago
  • $2,355 below market price
  • dealer rating
  • 1-owner , 1 positive
$30,300
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,980 - 25,981 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,980
Mileage: 25,981 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Blue
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH7KS963977
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 6,068 mi

- Listed today
  • $953 below market price
  • low miles
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $29,990 - 6,068 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $29,990
Mileage: 6,068 miles
For Sale By: Dealer
Transmission: Automatic
Exterior Color: Black
Engine: 6-Cylinder
Interior Color: Gray
Fuel Type: Gasoline
MPG: 23
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH6KS715543
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 22,982 mi

Tinley Park, IL (27 mi) - Listed today
  • $1,115 below market price
  • dealer rating
  • low miles
PREVIEW
Used 2018 Toyota Highlander Limited for Sale - $33,750 - 22,982 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location: Tinley Park, IL 60487
Price: $33,750
Mileage: 22,982 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
3.9 star
Engine: 6-Cylinder
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDDZRFH7JS890133
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 30,472 mi

- Listed 65 days ago
  • $2,298 below market price
  • dealer rating
  • 1-owner , 1 positive
$28,600
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 30,472 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 30,472 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Silver
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH2KS972215
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 24,356 mi

- Listed 49 days ago
  • $1,559 below market price
  • dealer rating
  • 1-owner , 1 positive , low miles
$29,370
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $26,980 - 24,356 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $26,980
Mileage: 24,356 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Gray
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH8KS943527
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 32,026 mi

- Listed 60 days ago
  • $2,108 below market price
  • dealer rating
  • 1-owner , 1 positive
$29,600
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 32,026 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 32,026 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Gray
Engine: 6-Cylinder
Interior Color: Gray
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH7KS961842
Positives: clean history
Home Delivery
2017 Toyota Highlander XLE

2017 Toyota Highlander XLE - 38,613 mi

- Listed 40 days ago
  • $1,017 below market price
  • dealer rating
  • 1-owner , 1 positive , low miles
$29,280
PREVIEW
Used 2017 Toyota Highlander XLE for Sale - $28,480 - 38,613 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location:
Price: $28,480
Mileage: 38,613 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Brown
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 22
Num Owners: 1 owner
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH1HS441298
Positives: clean history
Home Delivery
2017 Toyota Highlander XLE

2017 Toyota Highlander XLE - 29,347 mi

- Listed 3 days ago
  • $632 below market price
  • dealer rating
  • 1 positive , low miles
PREVIEW
Used 2017 Toyota Highlander XLE for Sale - $29,760 - 29,347 miles - with bluetooth, captain's chair, child safety, navigation, backup camera
Category: Used Cars
Location:
Price: $29,760
Mileage: 29,347 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Gray
Engine: 6-Cylinder
Interior Color: Gray
Fuel Type: Gasoline
MPG: 22
Seats: 7 seater
Drivetrain: AWD
VIN: 5TDJZRFH1HS460644
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 25,424 mi

- Listed 81 days ago
  • $1,594 below market price
  • dealer rating
  • 1-owner , 1 positive , low miles
$27,900
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 25,424 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 25,424 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Gray
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH7KS298576
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 28,681 mi

- Listed 49 days ago
  • $1,288 below market price
  • dealer rating
  • 1-owner , 1 positive
$27,950
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 28,681 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 28,681 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Black
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH1KS307787
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 22,571 mi

- Listed 69 days ago
  • $1,286 below market price
  • dealer rating
  • 1-owner , 1 positive , low miles
$29,300
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $27,480 - 22,571 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $27,480
Mileage: 22,571 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Silver
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFHXKS981194
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 26,191 mi

- Listed 41 days ago
  • $1,022 below market price
  • dealer rating
  • 1-owner , 1 positive
$28,120
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,980 - 26,191 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,980
Mileage: 26,191 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Silver
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH6KS309163
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 33,689 mi

- Listed 67 days ago
  • $1,906 below market price
  • dealer rating
  • 1-owner , 1 positive
$29,300
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 33,689 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 33,689 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Silver
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: AWD
VIN: 5TDBZRFH4KS971521
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 29,084 mi

- Listed 49 days ago
  • $1,250 below market price
  • dealer rating
  • 1-owner , 1 positive
$27,920
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 29,084 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 29,084 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Gray
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH9KS318522
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 28,479 mi

- Listed 56 days ago
  • $1,307 below market price
  • dealer rating
  • 1-owner , 1 positive
$28,300
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $25,480 - 28,479 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $25,480
Mileage: 28,479 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: White
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH1KS321091
Positives: clean history
Home Delivery
2019 Toyota Highlander LE

2019 Toyota Highlander LE - 31,578 mi

- Listed 63 days ago
  • $1,518 below market price
  • dealer rating
  • 1-owner , 1 positive
$27,200
PREVIEW
Used 2019 Toyota Highlander LE for Sale - $24,980 - 31,578 miles - with bluetooth, child safety, backup camera, alloy wheels, voice recognition
Category: Used Cars
Location:
Price: $24,980
Mileage: 31,578 miles
For Sale By: Dealer
Transmission: Automatic
Dealer Rating:
4.6 star
Exterior Color: Silver
Engine: 6-Cylinder
Interior Color: Black
Fuel Type: Gasoline
MPG: 23
Num Owners: 1 owner
Seats: 8 seater
Drivetrain: FWD
VIN: 5TDZZRFH9KS304409
Positives: clean history
X
Would you like to view the latest search results ?
Yes     No
Zip Code Required X

Please enter a five-digit zip code to find cars for sale near you.

What is the average price for Used Toyota Highlander for Sale in Chicago, IL? How many are for sale and priced below market?

  • 672 cars for sale found, starting at $1,800
  • Average price for Used Toyota Highlander Chicago, IL: $31,519
  • 129 deals found. Average savings of $1,343
  • Save up to $7,548 below estimated market price

How much does a used Toyota Highlander cost in Chicago?

Average Price
$31,519
For a used Toyota Highlander
Average Savings
$1,343
Based on all Highlander deals found
Biggest Savings
$7,548
Below estimated market price
Good Deal
$26,145
Typical price of a good deal
Search for a used Toyota Highlander in Chicago
See my listings

How can you save money on 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

$257,030,512

Start searching smarter now

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

Vroom - Get It Delivered Nationwide, Contact-Free
4.6 stars
165 Used Toyota Highlander for Sale in Chicago, IL for sale
Toyota of Naperville
Naperville, IL
3.2 stars
66 Used Toyota Highlander for Sale in Chicago, IL for sale
Schaumburg Toyota/scion
Schaumburg, IL
3.6 stars
43 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
$35,079 Save $7,548 on 42 deals 636 listings
100 miles
$34,273 Save $7,548 on 68 deals 813 listings
200 miles
$32,911 Save $7,548 on 154 deals 1,553 listings

Similar Models

Average Price Deals Listings
BMW X1 for Sale $27,928 Save $7,265 on 417 deals 3,242 listings
Chevrolet Traverse for Sale $29,836 Save $11,269 on 3,069 deals 21,805 listings
Dodge Durango for Sale $28,218 Save $10,234 on 1,304 deals 9,739 listings
Ford Explorer for Sale $32,621 Save $11,939 on 6,207 deals 43,362 listings
Honda Pilot for Sale $30,818 Save $12,307 on 2,761 deals 19,655 listings
Hyundai Santa Fe for Sale $28,710 Save $7,482 on 1,542 deals 19,792 listings
Jeep Grand Cherokee for Sale $31,077 Save $11,135 on 3,896 deals 37,707 listings
Mazda CX-9 for Sale $29,739 Save $9,151 on 587 deals 4,857 listings
Nissan Murano for Sale $24,041 Save $9,478 on 1,833 deals 11,141 listings
Nissan Pathfinder for Sale $24,210 Save $9,094 on 2,110 deals 12,859 listings

Used Toyota Highlander By Model Year

Year Average Price Deals Listings
2021 Toyota Highlander in Chicago
$42,561 - 249 listings
2020 Toyota Highlander in Chicago
$41,361 Save $7,548 on 4 deals 125 listings
2019 Toyota Highlander in Chicago
$31,836 Save $1,861 on 3 deals 30 listings
2018 Toyota Highlander in Chicago
$31,372 Save $2,904 on 14 deals 61 listings
2017 Toyota Highlander in Chicago
$31,283 Save $655 on - 61 listings
2016 Toyota Highlander in Chicago
$26,666 Save $394 on - 21 listings
2015 Toyota Highlander in Chicago
$22,858 Save $1,570 on 4 deals 15 listings
Explore Other Cities

Keep me posted on new listings X
By clicking "Subscribe" you agree to our Terms and Privacy Policy.
Track price drops for this car X
By clicking "Start Tracking" you agree to our Terms and Privacy Policy.
X
The search has been saved X
The search has been saved.
Would you like to get email alerts for new listings and price drops for the search?
Subscribe No
By clicking "Subscribe" you agree to our Terms and Privacy Policy.