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Used 2018 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2020 Toyota Highlander LE FWD photo
1
Price Drop
2020 Toyota Highlander LE FWD • Mishawaka, IN
White • 3.5L V6 Engine
$25,454 • 51.3k miles
•••

#1 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • $437 Price Drop
  • Great Price - $6,640 Below Market
  • Includes $487 Premium Upgrades
More details
2020 Toyota Highlander XLE AWD photo
2
2020 Toyota Highlander XLE AWD • Bourbonnais, IL
Red • 3.5L V6 Engine
$25,795 • 81k miles
•••

#2 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • Great Price - $3,155 Below Market
  • Includes $452 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander LE FWD photo
3
Price Drop
2019 Toyota Highlander LE FWD • Kenosha, WI
Gray • 3.5L V6 Engine
$23,185 • 67.6k miles
•••

#3 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • $1,492 Price Drop
  • Great Price - $2,836 Below Market
  • Includes $345 Premium Upgrades
More details
2019 Toyota Highlander LE AWD photo
4
Price Drop
2019 Toyota Highlander LE AWD • Orland Park, IL
White • 3.5L V6 Engine
$20,990 • 87k miles
•••

#4 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • $500 Price Drop
  • Great Price - $2,087 Below Market
  • CARFAX: Clean Title
More details
2016 Toyota Highlander Limited AWD photo
5
Price Drop
2016 Toyota Highlander Limited AWD • Naperville, IL
Red • 3.5L V6 Engine
$16,977 • 134.3k miles
•••

#5 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • $600 Price Drop
  • Great Price - $1,753 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander Limited AWD photo
6
Price Drop
2020 Toyota Highlander Limited AWD • Schererville, IN
Gray • 3.5L V6 Engine
$34,000 • 28.4k miles • Certified
•••

#6 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $800 Price Drop
  • Good Price - $1,289 Below Market
  • Includes $404 Premium Upgrades
More details
2020 Toyota Highlander Limited AWD photo
7
Price Drop
2020 Toyota Highlander Limited AWD • West Allis, WI
Red • 3.5L V6 Engine
$28,995 • 89.1k miles
•••

#7 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $500 Price Drop
  • Good Price - $1,251 Below Market
  • Includes $651 Premium Upgrades
More details
2016 Toyota Highlander Limited AWD photo
8
2016 Toyota Highlander Limited AWD • Countryside, IL
Gray • 3.5L V6 Engine
$24,007 • 63.6k miles
•••

#8 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • Good Price - $1,171 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander XLE AWD photo
9
Price Drop
2018 Toyota Highlander XLE AWD • Lockport, IL
3.5L V6 Engine
$21,499 • 105k miles
•••

#9 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $496 Price Drop
  • Great Price - $4,261 Below Market
  • CARFAX: Clean Title
More details
2016 Toyota Highlander Limited AWD photo
10
Price Drop
2016 Toyota Highlander Limited AWD • Tinley Park, IL
Blue • 3.5L V6 Engine
$20,992 • 97.3k miles
•••

#10 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $497 Price Drop
  • Great Price - $2,913 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander Limited AWD photo
11
Price Drop
2017 Toyota Highlander Limited AWD • Schaumburg, IL
White • 3.5L V6 Engine
$22,488 • 88.4k miles
•••

#11 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $2,312 Price Drop
  • Great Price - $2,383 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
12
2019 Toyota Highlander XLE AWD • Plainfield, IL
Black • 3.5L V6 Engine
$24,090 • 83.8k miles
•••

#12 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,260 Below Market
  • CARFAX: Clean Title
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander SE AWD photo
13
Price Drop
2018 Toyota Highlander SE AWD • Plainfield, IL
Black • 3.5L V6 Engine
$23,500 • 70.8k miles
•••

#13 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $250 Price Drop
  • Great Price - $2,084 Below Market
  • Includes $148 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
14
Price Drop
2019 Toyota Highlander XLE AWD • Mishawaka, IN
Gray • 3.5L V6 Engine
$24,405 • 85.1k miles
•••

#14 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $111 Price Drop
  • Great Price - $1,994 Below Market
  • Includes $592 Premium Upgrades
More details
2016 Toyota Highlander Limited Platinum AWD photo
15
Price Drop
2016 Toyota Highlander Limited Platinum AWD • Bensenville, IL
White • 3.5L V6 Engine
$24,755 • 56.2k miles
•••

#15 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $208 Price Drop
  • Great Price - $1,742 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander Limited Platinum AWD photo
16
Price Drop
2017 Toyota Highlander Limited Platinum AWD • Naperville, IL
3.5L V6 Engine
$23,991 • 95.2k miles
•••

#16 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $258 Price Drop
  • Great Price - $1,685 Below Market
  • Includes $782 Premium Upgrades
More details
2017 Toyota Highlander LE Plus AWD photo
17
Price Drop
2017 Toyota Highlander LE Plus AWD • Joliet, IL
Gray • 3.5L V6 Engine
$18,315 • 103.9k miles
•••

#17 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $321 Price Drop
  • Great Price - $1,657 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
18
2017 Toyota Highlander XLE AWD • St. Charles, IL
Silver • 3.5L V6 Engine
$19,995 • 102k miles
•••

#18 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,593 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2020 Toyota Highlander Platinum AWD photo
19
Price Drop
2020 Toyota Highlander Platinum AWD • Naperville, IL
Red • 3.5L V6 Engine
$31,000 • 85.1k miles
•••

#19 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Good Price - $1,364 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander LE AWD photo
20
2020 Toyota Highlander LE AWD • Ottawa, IL
Black • 3.5L V6 Engine
$28,995 • 27.4k miles
•••

#20 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $675 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2018 Toyota Highlander Limited AWD photo
21
2018 Toyota Highlander Limited AWD • Palatine, IL
Red • 3.5L V6 Engine
$27,995 • 67.1k miles
•••

#21 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $309 Below Market
  • Includes $526 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
22
Price Drop
2019 Toyota Highlander XLE AWD • Elmhurst, IL
Black • 3.5L V6 Engine
$30,500 • 27.8k miles
•••

#22 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $200 Price Drop
  • Fair Price - $241 Below Market
  • CARFAX: Clean Title
More details
2020 Toyota Highlander Platinum AWD photo
23
2020 Toyota Highlander Platinum AWD • Milwaukee, WI
Red • 3.5L V6 Engine
$42,175 • 11.2k miles
•••

#23 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $24 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2020 Toyota Highlander LE AWD photo
24
Price Drop
2020 Toyota Highlander LE AWD • Joliet, IL
Gold • 3.5L V6 Engine
$29,000 • 44.4k miles
•••

#24 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $718 Price Drop
  • Fair Price - $426 Above Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander L AWD photo
25
2020 Toyota Highlander L AWD • Chicago, IL
Gray • 3.5L V6 Engine
$28,777 • 46.9k miles
•••

#25 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $654 Above Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
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2018 Toyota Highlander

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