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

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2018 Toyota Highlander LE

2018 Toyota Highlander LE - 47,709 mi

- Listed 21 days ago
  • $3,458 below market price
  • dealer rating
  • 1 positive , low annual miles
$27,499
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2020 Toyota Highlander XLE

2020 Toyota Highlander XLE - 57,346 mi

- Listed 16 days ago
  • $4,361 below market price
  • dealer rating
  • 1 positive
$33,499
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iSeeCars Unbiased Insights

How can you save money on a used Toyota Highlander?

  • Highlander

    $34,400
    $7,108 Savings

    Highlander Hybrid

    $41,508
  • 4-Cylinder

    $28,590
    $4,632 Savings

    6-Cylinder

    $33,222
  • FWD

    $31,518
    $3,186 Savings

    AWD

    $34,704

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

Teal

$2,500Average Savings

Most
Expensive

Purple

$1,664Average Premium

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

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2017 Toyota Highlander Limited Platinum

2017 Toyota Highlander Limited Plat - 75,289 mi

- Listed 61 days ago
  • $3,539 below market price
  • dealer rating
  • 1 positive , low annual miles
$34,999
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2017 Toyota Highlander Limited

2017 Toyota Highlander Limited - 57,544 mi

- Listed 154 days ago
  • $4,887 below market price
  • dealer rating
  • 1 positive , low annual miles
$34,499
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2018 Toyota Highlander XLE

2018 Toyota Highlander XLE - 86,001 mi

- Listed 61 days ago
  • $3,243 below market price
  • dealer rating
  • 1 positive
$31,499
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2018 Toyota Highlander XLE

2018 Toyota Highlander XLE - 67,184 mi

- Listed 82 days ago
  • $3,736 below market price
  • dealer rating
  • 1 positive , low annual miles
$34,999
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2015 Toyota Highlander XLE

2015 Toyota Highlander XLE - 36,027 mi

- Listed 282 days ago
  • $5,493 below market price
  • dealer rating
  • 1 positive , low annual miles
$30,499
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2018 Toyota Highlander SE

2018 Toyota Highlander SE - 72,149 mi

- Listed 113 days ago
  • $3,459 below market price
  • dealer rating
  • 1 positive
$33,999
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2020 Toyota Highlander XLE

2020 Toyota Highlander XLE - 47,029 mi

- Listed 175 days ago
  • $4,161 below market price
  • dealer rating
  • 1 positive
$39,499
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2012 Toyota Highlander SE

2012 Toyota Highlander SE - 137,342 mi

Elmhurst, IL (15 mi) - Listed 23 days ago
  • $3,494 below market price
  • dealer rating
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2016 Toyota Highlander Limited

2016 Toyota Highlander Limited - 91,697 mi

- Listed 282 days ago
  • $3,619 below market price
  • dealer rating
  • 1 positive , low annual miles
$28,999
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2005 Toyota Highlander Limited

2005 Toyota Highlander Limited - 211,931 mi

Elmhurst, IL (15 mi) - Listed 1 day ago
  • $2,315 below market price
  • dealer rating
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2011 Toyota Highlander SE

2011 Toyota Highlander SE - 133,617 mi

Roselle, IL (23 mi) - Listed 56 days ago
  • $2,313 below market price
  • dealer rating
  • 1-owner
$13,995
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2013 Toyota Highlander Highlander V6

2013 Toyota Highlander Highlander - 132,471 mi

Chicago, IL (5 mi) - Listed 2 days ago
  • $2,542 below market price
  • dealer rating
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2013 Toyota Highlander Plus

2013 Toyota Highlander Plus - 103,045 mi

Downers Grove, IL (19 mi) - Listed 58 days ago
  • $2,677 below market price
  • dealer rating
  • 1-owner
$18,990
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2013 Toyota Highlander Limited

2013 Toyota Highlander Limited - 82,273 mi

Oak Lawn, IL (10 mi) - Listed 22 days ago
  • $2,452 below market price
  • dealer rating
  • 1-owner, low annual miles
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2019 Toyota Highlander SE

2019 Toyota Highlander SE - 89,976 mi

Fox Lake, IL (46 mi) - Listed 49 days ago
  • $4,934 below market price
  • dealer rating
  • 1-owner, high annual miles
$29,990
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2013 Toyota Highlander Limited

2013 Toyota Highlander Limited - 92,810 mi

Naperville, IL (25 mi) - Listed 7 days ago
  • $2,545 below market price
  • dealer rating
  • low annual miles
PREVIEW
2021 Toyota Highlander LE

2021 Toyota Highlander LE - 41,558 mi

Oak Brook, IL (14 mi) - Listed 1 day ago
  • $3,552 below market price
  • dealer rating
  • high annual miles
PREVIEW
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How to save money when buying a used Toyota Highlander in Chicago?

Fuel Type A Highlander averages $7,108 less than a Highlander Hybrid
Engine A 4-Cylinder Highlander costs $4,632 less than a 6-Cylinder
Drive Type A front-wheel drive (FWD) Toyota Highlander can be priced $3,186 less than an all-wheel drive (AWD)
Certified Choosing non-CPO vs Certified Pre-Owned (CPO) can save you $939 on a Toyota Highlander

Buying Tips

Average car color pricing for a used Toyota Highlander in Chicago?

Rank Color Compared to Avg Price
1 Teal $2,500 Savings
2 Gray $1,571 Savings
3 Brown $934 Savings
4 Black $659 Savings
5 Silver $493 Savings
6 White $295 Higher
7 Beige $325 Higher
8 Green $381 Higher
9 Red $669 Higher
10 Blue $1,179 Higher
11 Orange $1,398 Higher
12 Purple $1,664 Higher

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

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

Least Expensive Color
Teal $2,500Average Savings
Most Expensive Color
Purple $1,664Average Premium
Total saved by iSeeCars users

$362,620,045

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

Distance from Chicago, IL Average Price Deals Listings
50 miles
$30,007 Save $4,934 on 139 deals 267 listings
100 miles
$29,911 Save $5,481 on 227 deals 398 listings
200 miles
$29,768 Save $6,189 on 432 deals 738 listings

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Used Toyota Highlander By Model Year

Year Average Price Deals Listings
2023 Toyota Highlander in Chicago
$41,554 - 29 listings
2022 Toyota Highlander in Chicago
$46,269 Save $3,760 on 9 deals 34 listings
2021 Toyota Highlander in Chicago
$40,907 Save $4,811 on 22 deals 37 listings
2020 Toyota Highlander in Chicago
$38,480 Save $4,768 on 7 deals 8 listings
2019 Toyota Highlander in Chicago
$33,665 Save $4,934 on 17 deals 27 listings
2018 Toyota Highlander in Chicago
$30,562 Save $4,901 on 12 deals 16 listings
2017 Toyota Highlander in Chicago
$30,455 Save $3,761 on 4 deals 10 listings

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Average Price Deals Listings
Toyota 4runner for Sale $34,490 Save $12,422 on 4,651 deals 8,713 listings
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Toyota Corolla for Sale $18,634 Save $6,041 on 8,892 deals 17,338 listings
Toyota Tacoma for Sale $32,690 Save $11,507 on 6,925 deals 15,062 listings
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Average Price of Used Toyota Highlander for Sale in Chicago, IL Trims

Trim Average Price Listings Specs
Used Toyota Highlander for Sale in Chicago, IL XLE
(2014-2020)
$33,683 3,667 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL Limited
(2002-2020)
$27,283 1,943 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL LE
(2014-2020)
$29,967 1,570 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL SE
(2010-2013, 2017-2019)
$26,237 725 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL Base
(2001-2013)
$10,510 531 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL XSE
(2021)
$44,366 344 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Used Toyota Highlander for Sale in Chicago, IL LE Plus
(2014-2019)
$27,013 296 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL Platinum
(2020)
$47,181 277 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL Limited Platinum
(2014-2020)
$31,837 254 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
Used Toyota Highlander for Sale in Chicago, IL L
(2020)
$35,486 167 Listings
Body Style SUV
Drive Train AWD, FWD
Fuel Type Gasoline
Features see features...
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