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Used 2019 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2021 Toyota Highlander XSE AWD photo
1
Price Drop
2021 Toyota Highlander XSE AWD Lisle, IL
White 3.5L V6 Engine
$34,496 36.5k miles
•••

#1 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $950 Price Drop
  • Great Price - $3,905 Below Market
  • Includes $1,344 Premium Upgrades
More details
2017 Toyota Highlander XLE AWD photo
2
Price Drop
2017 Toyota Highlander XLE AWD Northbrook, IL
Black 3.5L V6 Engine
$23,490 57.6k miles
•••

#2 2017-2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $1,641 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
3
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD Naperville, IL
Gold 2.5L I4 Engine
$33,577 85.8k miles
•••

#3 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $400 Price Drop
  • Great Price - $2,981 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander SE AWD photo
4
Price Drop
2018 Toyota Highlander SE AWD Northbrook, IL
Silver 3.5L V6 Engine
$23,995 85.1k miles
•••

#4 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Great Price - $1,655 Below Market
  • Includes $559 Premium Upgrades
More details
2019 Toyota Highlander LE AWD photo
5
Price Drop
2019 Toyota Highlander LE AWD Elmhurst, IL
Black 3.5L V6 Engine
$20,995 83.8k miles
•••

#5 2017-2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Great Price - $1,385 Below Market
  • Includes $166 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
6
2021 Toyota Highlander XLE AWD Bourbonnais, IL
Red 3.5L V6 Engine
$31,399 60.2k miles Certified
•••

#6 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,512 Below Market
  • Includes $764 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander LE AWD photo
7
2019 Toyota Highlander LE AWD Libertyville, IL
Black 3.5L V6 Engine
$24,079 69.7k miles
•••

#7 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,020 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander Hybrid Limited AWD photo
8
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Countryside, IL
Black 2.5L I4 Engine
$38,934 38.3k miles
•••

#8 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $490 Price Drop
  • Fair Price - $937 Below Market
  • Includes $840 Premium Upgrades
More details
2021 Toyota Highlander XLE FWD photo
9
Price Drop
2021 Toyota Highlander XLE FWD Granger, IN
Gray 3.5L V6 Engine
$32,456 38.4k miles
•••

#9 2017-2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,176 Price Drop
  • Fair Price - $506 Above Market
  • Includes $971 Premium Upgrades
More details
2021 Toyota Highlander XLE FWD photo
10
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$25,980 73k miles
•••

#10 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $5,248 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited AWD photo
11
Price Drop
2018 Toyota Highlander Limited AWD Michigan City, IN
Silver 3.5L V6 Engine
$25,977 80.8k miles
•••

#11 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $3,494 Below Market
  • Includes $147 Premium Upgrades
More details
2021 Toyota Highlander L FWD photo
12
Price Drop
2021 Toyota Highlander L FWD Bartlett, IL
White 3.5L V6 Engine
$26,240 43.9k miles
•••

#12 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $250 Price Drop
  • Great Price - $2,795 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander Limited AWD photo
13
Price Drop
2017 Toyota Highlander Limited AWD Elkhart, IN
White 3.5L V6 Engine
$21,961 93.3k miles
•••

#13 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $918 Price Drop
  • Great Price - $2,764 Below Market
  • Includes $447 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
14
2019 Toyota Highlander XLE AWD Plainfield, IL
Black 3.5L V6 Engine
$23,390 83.8k miles
•••

#14 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,414 Below Market
  • CARFAX: Clean Title
  • Average Mileage
More details
2021 Toyota Highlander Platinum AWD photo
15
Price Drop
2021 Toyota Highlander Platinum AWD Lincolnwood, IL
White 3.5L V6 Engine
$34,993 52.7k miles
•••

#15 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $999 Price Drop
  • Great Price - $2,391 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
16
Price Drop
2019 Toyota Highlander XLE AWD Lincolnwood, IL
Black 3.5L V6 Engine
$25,141 64.9k miles
•••

#16 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $368 Price Drop
  • Great Price - $2,082 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Platinum AWD photo
17
2021 Toyota Highlander Platinum AWD Burbank, IL
Black 3.5L V6 Engine
$27,595 128k miles
•••

#17 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,039 Below Market
  • Includes $340 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Hybrid XLE AWD photo
18
Price Drop
2018 Toyota Highlander Hybrid XLE AWD Elk Grove Village, IL
Red 3.5L V6 Engine
$23,374 93.7k miles
•••

#18 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $290 Price Drop
  • Great Price - $1,864 Below Market
  • Includes $402 Premium Upgrades
More details
2019 Toyota Highlander Hybrid Limited Platinum AWD photo
19
2019 Toyota Highlander Hybrid Limited Platinum AWD Schaumburg, IL
White 3.5L V6 Engine
$29,995 74.1k miles
•••

#19 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,693 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2017 Toyota Highlander XLE AWD photo
20
2017 Toyota Highlander XLE AWD St. Charles, IL
Silver 3.5L V6 Engine
$19,995 102k miles
•••

#20 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,484 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander XLE AWD photo
21
2020 Toyota Highlander XLE AWD Tinley Park, IL
Red 3.5L V6 Engine
$28,991 66.6k miles
•••

#21 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,141 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander Limited Platinum AWD photo
22
Price Drop
2018 Toyota Highlander Limited Platinum AWD Waukesha, WI
White 3.5L V6 Engine
$27,211 80.6k miles
•••

#22 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $795 Price Drop
  • Good Price - $1,127 Below Market
  • Includes $141 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
23
Price Drop
2018 Toyota Highlander XLE AWD Aurora, IL
Silver 3.5L V6 Engine
$21,500 105.2k miles
•••

#23 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Good Price - $1,035 Below Market
  • Includes $135 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
24
Price Drop
2018 Toyota Highlander XLE AWD Glendale Heights, IL
Gray 3.5L V6 Engine
$22,995 88.6k miles
•••

#24 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Good Price - $1,033 Below Market
  • Includes $143 Premium Upgrades
More details
2020 Toyota Highlander Platinum AWD photo
25
Price Drop
2020 Toyota Highlander Platinum AWD Milwaukee, WI
Red 3.5L V6 Engine
$40,588 11.2k miles
•••

#25 2017-2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $189 Price Drop
  • Fair Price - $835 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
1-25 of 192 results

2019 Toyota Highlander

Mid-size Crossover
Seats
7
Fuel Economy
29City MPG
27Hwy MPG
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