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Used 2018 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2016 Toyota Highlander Limited Platinum AWD photo
1
2016 Toyota Highlander Limited Platinum AWD • Valparaiso, IN
Red • 3.5L V6 Engine
$20,584 • 106.9k miles
•••

#1 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • Great Price - $2,158 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2020 Toyota Highlander XLE AWD photo
2
2020 Toyota Highlander XLE AWD • Sturtevant, WI
Silver • 3.5L V6 Engine
$27,500 • 67.8k miles
•••

#2 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • Great Price - $1,898 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2019 Toyota Highlander SE AWD photo
3
2019 Toyota Highlander SE AWD • Calumet City, IL
White • 3.5L V6 Engine
$23,973 • 106.9k miles
•••

#3 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • Great Price - $1,728 Below Market
  • Includes $402 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited AWD photo
4
Price Drop
2018 Toyota Highlander Limited AWD • North Riverside, IL
Black • 3.5L V6 Engine
$22,777 • 99.6k miles
•••

#4 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • $1,000 Price Drop
  • Great Price - $1,711 Below Market
  • Includes $136 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
5
2019 Toyota Highlander XLE AWD • Naperville, IL
Red • 3.5L V6 Engine
$27,995 • 46k miles
•••

#5 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • Good Price - $1,449 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2020 Toyota Highlander Platinum AWD photo
6
Price Drop
2020 Toyota Highlander Platinum AWD • Merrillville, IN
Silver • 3.5L V6 Engine
$33,990 • 51.2k miles
•••

#6 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $1,000 Price Drop
  • Good Price - $1,375 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
7
2019 Toyota Highlander XLE AWD • Streamwood, IL
Black • 3.5L V6 Engine
$28,990 • 46.7k miles
•••

#7 2016-2020 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • Good Price - $1,221 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2020 Toyota Highlander LE AWD photo
8
2020 Toyota Highlander LE AWD • Chicago, IL
Black • 3.5L V6 Engine
$27,490 • 57k miles
•••

#8 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,550 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2019 Toyota Highlander SE AWD photo
9
2019 Toyota Highlander SE AWD • Summit, IL
White • 3.5L V6 Engine
$21,990 • 120.1k miles
•••

#9 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,314 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.7 stars
More details
2020 Toyota Highlander XLE AWD photo
10
Price Drop
2020 Toyota Highlander XLE AWD • Chicago, IL
White • 3.5L V6 Engine
$31,838 • 52.2k miles
•••

#10 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $3,151 Price Drop
  • Great Price - $2,067 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander XLE AWD photo
11
2016 Toyota Highlander XLE AWD • Libertyville, IL
Green • 3.5L V6 Engine
$11,445 • 201.3k miles
•••

#11 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,032 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - High
More details
2019 Toyota Highlander LE AWD photo
12
2019 Toyota Highlander LE AWD • Streamwood, IL
White • 3.5L V6 Engine
$25,090 • 54.9k miles
•••

#12 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,007 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2018 Toyota Highlander XLE AWD photo
13
Price Drop
2018 Toyota Highlander XLE AWD • Palatine, IL
Gray • 3.5L V6 Engine
$15,500 • 181k miles
•••

#13 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $2,490 Price Drop
  • Great Price - $1,941 Below Market
  • Includes $827 Premium Upgrades
More details
2017 Toyota Highlander XLE AWD photo
14
2017 Toyota Highlander XLE AWD • Arlington Heights, IL
White • 3.5L V6 Engine
$21,395 • 93.4k miles
•••

#14 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,910 Below Market
  • Includes $139 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
15
Price Drop
2018 Toyota Highlander XLE AWD • Janesville, WI
Silver • 3.5L V6 Engine
$21,736 • 99k miles
•••

#15 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $264 Price Drop
  • Great Price - $1,889 Below Market
  • Includes $523 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
16
Price Drop
2019 Toyota Highlander XLE AWD • Chicago, IL
Black • 3.5L V6 Engine
$25,199 • 70.2k miles • Certified
•••

#16 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $100 Price Drop
  • Great Price - $1,871 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
17
2017 Toyota Highlander XLE AWD • St. Charles, IL
Silver • 3.5L V6 Engine
$19,995 • 102k miles
•••

#17 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,746 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Very High
More details
2016 Toyota Highlander LE FWD photo
18
Price Drop
2016 Toyota Highlander LE FWD • Waukesha, WI
White • 2.7L I4 Engine
$10,724 • 196.9k miles
•••

#18 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $274 Price Drop
  • Great Price - $1,597 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander Limited Platinum AWD photo
19
Price Drop
2016 Toyota Highlander Limited Platinum AWD • Hoffman Estates, IL
3.5L V6 Engine
$20,937 • 111.2k miles
•••

#19 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $62 Price Drop
  • Great Price - $1,570 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander Limited AWD photo
20
Price Drop
2016 Toyota Highlander Limited AWD • Libertyville, IL
Black • 3.5L V6 Engine
$18,250 • 128.7k miles
•••

#20 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $250 Price Drop
  • Good Price - $1,143 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
21
2017 Toyota Highlander XLE AWD • Glendale Heights, IL
White • 3.5L V6 Engine
$20,995 • 104.1k miles
•••

#21 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Good Price - $849 Below Market
  • Includes $134 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander XLE AWD photo
22
Price Drop
2018 Toyota Highlander XLE AWD • Glendale Heights, IL
Gray • 3.5L V6 Engine
$22,995 • 88.6k miles
•••

#22 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $798 Below Market
  • Includes $142 Premium Upgrades
More details
2020 Toyota Highlander Platinum AWD photo
23
Price Drop
2020 Toyota Highlander Platinum AWD • Milwaukee, WI
Red • 3.5L V6 Engine
$39,277 • 11.2k miles
•••

#23 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $418 Price Drop
  • Fair Price - $649 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander Limited Platinum AWD photo
24
2019 Toyota Highlander Limited Platinum AWD • St. Charles, IL
Black • 3.5L V6 Engine
$30,500 • 63.1k miles • Certified
•••

#24 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $466 Below Market
  • Includes $438 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander Hybrid Limited AWD photo
25
Price Drop
2020 Toyota Highlander Hybrid Limited AWD • Des Plaines, IL
Gold • 2.5L I4 Engine
$36,338 • 43.3k miles
•••

#25 2016-2020 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $661 Price Drop
  • Fair Price - $442 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
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2018 Toyota Highlander

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