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

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2013 Toyota Highlander Highlander V6

2013 Toyota Highlander Highlander - 109,223 mi

Saint Charles, IL (32 mi) - Listed 38 days ago
  • $437 below market price
  • dealer rating
  • 1-owner , free CARFAX
PREVIEW
2010 Toyota Highlander Base

2010 Toyota Highlander Base - 167,172 mi

Streamwood, IL (29 mi) - Listed 64 days ago
  • $508 below market price
  • dealer rating
  • 1-owner , free CARFAX
$9,990
PREVIEW
iSeeCars Unbiased Insights

How can you save money on a used Toyota Highlander?

  • Highlander

    $30,076
    $6,477 Savings

    Highlander Hybrid

    $36,552
  • 4-Cylinder

    $24,452
    $5,015 Savings

    6-Cylinder

    $29,467
  • FWD

    $26,896
    $3,632 Savings

    AWD

    $30,527

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

Gray

$1,024Average Savings

Most
Expensive

Red

$883Average Premium

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

2013 Toyota Highlander Limited

2013 Toyota Highlander Limited - 123,189 mi

Addison, IL (19 mi) - Listed 12 days ago
  • $419 below market price
  • dealer rating
PREVIEW
2018 Toyota Highlander LE Plus

2018 Toyota Highlander LE Plus - 41,240 mi

Schaumburg, IL (24 mi) - Listed 60 days ago
  • $78 below market price
  • dealer rating
  • 1-owner , 3 positives , low miles , free CARFAX
$26,995
PREVIEW
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2016 Toyota Highlander Limited Platinum

2016 Toyota Highlander Limited Plat - 40,056 mi

Barrington, IL (33 mi) - Listed 22 days ago
  • $27 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$30,991
PREVIEW
Home Delivery
2019 Toyota Highlander Limited Platinum

2019 Toyota Highlander Limited Plati - 9,588 mi

Crown Point, IN (34 mi) - Listed 76 days ago
  • $347 below market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 20,499 mi

Chicago, IL (8 mi) - Listed 34 days ago
  • $307 above market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
$35,299
PREVIEW
2019 Toyota Highlander XLE

2019 Toyota Highlander XLE - 17,215 mi

Lisle, IL (22 mi) - Listed 13 days ago
  • $1,196 above market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 24,169 mi

Schaumburg, IL (27 mi) - Listed 2 days ago
  • $566 above market price
  • dealer rating
  • low miles
PREVIEW
2019 Toyota Highlander XLE

2019 Toyota Highlander XLE - 8,978 mi

Addison, IL (19 mi) - Listed 12 days ago
  • $68 above market price
  • dealer rating
  • low miles
PREVIEW
Home Delivery
2008 Toyota Highlander Base

2008 Toyota Highlander Base - 124,105 mi

Libertyville, IL (34 mi) - Listed 10 days ago
  • $35 below market price
  • dealer rating
  • free CARFAX
PREVIEW
Home Delivery
2003 Toyota Highlander Base

2003 Toyota Highlander Base - 168,473 mi

Glendale Heights, IL (22 mi) - Listed 4 days ago
  • $80 above market price
  • dealer rating
  • free CARFAX
PREVIEW
2021 Toyota Highlander XLE

2021 Toyota Highlander XLE - 290 mi

Naperville, IL - Listed 91 days ago
  • $1,571 above market price
  • dealer rating
  • 1-owner , certified used , 3 positives , low miles , free CARFAX
PREVIEW
Home Delivery
2015 Toyota Highlander XLE

2015 Toyota Highlander XLE - 72,658 mi

Glenview, IL (17 mi) - Listed 21 days ago
  • $363 below market price
  • dealer rating
  • low miles
$22,984
PREVIEW
Home Delivery
2019 Toyota Highlander XLE

2019 Toyota Highlander XLE - 22,484 mi

Tinley Park, IL (21 mi) - Listed 24 days ago
  • $1,417 above market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
Home Delivery
2019 Toyota Highlander Limited Platinum

2019 Toyota Highlander Limited Plat - 19,607 mi

Downers Grove, IL (19 mi) - Listed 60 days ago
  • $1,293 above market price
  • dealer rating
  • 1-owner , low miles , free CARFAX
PREVIEW
Home Delivery
2018 Toyota Highlander LE

2018 Toyota Highlander LE - 52,436 mi

Arlington Heights, IL (24 mi) - Listed 48 days ago
  • $580 above market price
  • dealer rating
  • 1-owner , free CARFAX
$25,975
PREVIEW
Home Delivery
2018 Toyota Highlander Limited

2018 Toyota Highlander Limited - 25,535 mi

Downers Grove, IL (19 mi) - Listed 7 days ago
  • $1,299 above market price
  • dealer rating
  • low miles
$34,099
PREVIEW
Home Delivery
2014 Toyota Highlander LE

2014 Toyota Highlander LE - 78,966 mi

Crystal Lake, IL (44 mi) - Listed 2 days ago
  • $218 above market price
  • low miles , free CARFAX
PREVIEW
Home Delivery
2018 Toyota Highlander LE

2018 Toyota Highlander LE - 23,893 mi

- Listed 5 days ago
  • $1,193 above market price
  • low miles
  • 1 price drop in 6 days
$29,590
PREVIEW
Home Delivery
2013 Toyota Highlander Base

2013 Toyota Highlander Base - 99,463 mi

Crystal Lake, IL (44 mi) - Listed 27 days ago
  • $349 above market price
  • 1-owner , low miles , free CARFAX
PREVIEW
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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?

  • 430 cars for sale found, starting at $3,400
  • Average price for Used Toyota Highlander Chicago, IL: $33,411
  • 10 deals found. Average savings of $723
  • Save up to $1,500 below estimated market price

Used Toyota Highlander Pricing in Chicago

Average Price
$33,411
For a used Toyota Highlander
Average Savings
$723
Based on all Highlander deals found
Biggest Savings
$1,500
Below estimated market price
Good Deal
$23,181
Typical price of a good deal
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 $6,477 less than a Highlander Hybrid
Engine A 4-Cylinder Highlander costs $5,015 less than a 6-Cylinder
Drive Type A front-wheel drive (FWD) Toyota Highlander can be priced $3,632 less than an all-wheel drive (AWD)
Certified Choosing non-CPO vs Certified Pre-Owned (CPO) can save you $1,939 on a Toyota Highlander

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

Least Expensive Color
Gray $1,024Average Savings
Most Expensive Color
Red $883Average 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

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

Rank Color Compared to Avg Price
1 Gray $1,024 Savings
2 Blue $619 Savings
3 Silver $577 Savings
4 Black $451 Savings
5 Brown $89 Higher
6 Beige $671 Higher
7 Green $673 Higher
8 White $760 Higher
9 Gold $822 Higher
10 Red $883 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

$284,807,013

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

Toyota of Naperville
Naperville, IL
3.1 stars
51 Used Toyota Highlander for Sale in Chicago, IL for sale
Arlington Toyota/scion
Palatine, IL
3.6 stars
33 Used Toyota Highlander for Sale in Chicago, IL for sale
Schaumburg Toyota/scion
Schaumburg, IL
3.3 stars
25 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
$35,229 Save $1,604 on 12 deals 584 listings
100 miles
$34,049 Save $1,604 on 18 deals 799 listings
200 miles
$32,408 Save $4,409 on 44 deals 1,445 listings

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Used Toyota Highlander By Model Year

Year Average Price Deals Listings
2021 Toyota Highlander in Chicago
$44,886 - 277 listings
2020 Toyota Highlander in Chicago
$41,982 - 13 listings
2019 Toyota Highlander in Chicago
$34,394 Save $347 on - 42 listings
2018 Toyota Highlander in Chicago
$32,560 Save $1,604 on 1 deal 97 listings
2017 Toyota Highlander in Chicago
$30,726 Save $836 on 1 deal 29 listings
2016 Toyota Highlander in Chicago
$27,419 Save $27 on - 17 listings
2015 Toyota Highlander in Chicago
$24,919 Save $363 on - 21 listings
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