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Used 2021 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

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2021 Toyota Highlander XLE AWD photo
1
2021 Toyota Highlander XLE AWD Aurora, IL
Blue 3.5L V6 Engine
$34,995 31.1k miles
•••

#1 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,941 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
2
2022 Toyota Highlander XLE AWD Northbrook, IL
Black 3.5L V6 Engine
$37,490 20.1k miles
•••

#2 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,462 Below Market
  • Includes $559 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid XLE AWD photo
3
2021 Toyota Highlander Hybrid XLE AWD St. Charles, IL
Gray 2.5L I4 Engine
$30,000 87.2k miles Certified
•••

#3 2020-2022 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,056 Below Market
  • Includes $735 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2020 Toyota Highlander XLE AWD photo
4
2020 Toyota Highlander XLE AWD Sturtevant, WI
Silver 3.5L V6 Engine
$27,500 67.8k miles
•••

#4 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $1,898 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2022 Toyota Highlander XLE AWD photo
5
Price Drop
2022 Toyota Highlander XLE AWD Merrillville, IN
Blue 3.5L V6 Engine
$35,499 36k miles Certified
•••

#5 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $319 Price Drop
  • Good Price - $1,561 Below Market
  • Includes $832 Premium Upgrades
More details
2021 Toyota Highlander XSE AWD photo
6
2021 Toyota Highlander XSE AWD Glenview, IL
Black 3.5L V6 Engine
$39,995 15k miles
•••

#6 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,461 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
7
2022 Toyota Highlander XLE AWD North Aurora, IL
White 3.5L V6 Engine
$38,477 24k miles
•••

#7 2020-2022 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,310 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
8
2022 Toyota Highlander XLE AWD Barrington, IL
Black 3.5L V6 Engine
$37,300 24.7k miles
•••

#8 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,746 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
9
Price Drop
2022 Toyota Highlander XLE AWD Schererville, IN
Gray 3.5L V6 Engine
$34,000 48.2k miles
•••

#9 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,627 Below Market
  • Includes $831 Premium Upgrades
More details
2022 Toyota Highlander Platinum AWD photo
10
Price Drop
2022 Toyota Highlander Platinum AWD Oak Lawn, IL
Red 3.5L V6 Engine
$41,895 24.6k miles
•••

#10 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,556 Below Market
  • Includes $479 Premium Upgrades
More details
2020 Toyota Highlander Platinum AWD photo
11
Price Drop
2020 Toyota Highlander Platinum AWD Merrillville, IN
Silver 3.5L V6 Engine
$33,990 51.2k miles
•••

#11 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Good Price - $1,375 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
12
Price Drop
2022 Toyota Highlander XLE AWD Chicago, IL
Silver 3.5L V6 Engine
$31,895 70.8k miles Certified
•••

#12 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,316 Below Market
  • Includes $774 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
13
Price Drop
2022 Toyota Highlander XLE AWD Brookfield, WI
Silver 3.5L V6 Engine
$35,215 37k miles Certified
•••

#13 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $485 Price Drop
  • Good Price - $1,258 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
14
2022 Toyota Highlander XLE AWD Melrose Park, IL
Gray 3.5L V6 Engine
$35,900 46.7k miles
•••

#14 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,251 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE AWD photo
15
Price Drop
2021 Toyota Highlander XLE AWD Milwaukee, WI
Silver 3.5L V6 Engine
$32,493 45.2k miles
•••

#15 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,212 Below Market
  • Includes $539 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Limited AWD photo
16
Price Drop
2021 Toyota Highlander Limited AWD West Allis, WI
Black 3.5L V6 Engine
$37,992 26.5k miles
•••

#16 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $999 Price Drop
  • Fair Price - $1,136 Below Market
  • Includes $840 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
17
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Glenview, IL
Black 2.5L I4 Engine
$32,488 72.2k miles
•••

#17 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $400 Price Drop
  • Good Price - $1,091 Below Market
  • Includes $774 Premium Upgrades
More details
2021 Toyota Highlander Hybrid Limited AWD photo
18
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Brookfield, WI
Silver 2.5L I4 Engine
$39,493 49.9k miles
•••

#18 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $407 Price Drop
  • Fair Price - $1,076 Below Market
  • Includes $1,390 Premium Upgrades
More details
2022 Toyota Highlander XLE FWD photo
19
Price Drop
2022 Toyota Highlander XLE FWD Burbank, IL
Black 3.5L V6 Engine
$32,795 36.4k miles
•••

#19 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,200 Price Drop
  • Fair Price - $472 Below Market
  • Includes $823 Premium Upgrades
More details
2022 Toyota Highlander XSE AWD photo
20
2022 Toyota Highlander XSE AWD Merrillville, IN
Black 3.5L V6 Engine
$39,988 18.8k miles
•••

#20 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $302 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XSE AWD photo
21
2022 Toyota Highlander XSE AWD Chicago, IL
White 3.5L V6 Engine
$41,488 14.4k miles
•••

#21 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $181 Above Market
  • Includes $1,344 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
22
Price Drop
2021 Toyota Highlander XLE AWD Lombard, IL
Black 3.5L V6 Engine
$34,995 45.8k miles
•••

#22 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Fair Price - $482 Above Market
  • Includes $799 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
23
2021 Toyota Highlander XLE AWD Schaumburg, IL
Black 3.5L V6 Engine
$34,550 48k miles Certified
•••

#23 2020-2022 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Fair Price - $932 Above Market
  • Includes $794 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2022 Toyota Highlander XLE AWD photo
24
Price Drop
2022 Toyota Highlander XLE AWD Lincolnwood, IL
3.5L V6 Engine
$32,996 37.7k miles
•••

#24 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $100 Price Drop
  • Great Price - $7,762 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE FWD photo
25
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$24,980 73k miles
•••

#25 2020-2022 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $6,244 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
1-25 of 187 results

2021 Toyota Highlander

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