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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 Hybrid LE AWD photo
1
Price Drop
2021 Toyota Highlander Hybrid LE AWD Milwaukee, WI
Red 2.5L I4 Engine
$35,499 36.3k miles
•••

#1 2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $8,218 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid XLE AWD photo
2
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Chesterton, IN
Silver 2.5L I4 Engine
$31,995 77k miles
•••

#2 2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $1,468 Price Drop
  • Great Price - $2,491 Below Market
  • Includes $785 Premium Upgrades
More details
2021 Toyota Highlander LE AWD photo
3
Price Drop
2021 Toyota Highlander LE AWD Milwaukee, WI
Black 3.5L V6 Engine
$29,750 37.8k miles
•••

#3 2021 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $230 Price Drop
  • Great Price - $2,312 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
4
Price Drop
2021 Toyota Highlander XLE AWD Elmhurst, IL
Silver 3.5L V6 Engine
$29,900 46k miles
•••

#4 2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $3,348 Price Drop
  • Great Price - $4,135 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Hybrid Limited AWD photo
5
Price Drop
2021 Toyota Highlander Hybrid Limited AWD West Allis, WI
Gray 2.5L I4 Engine
$35,995 77.5k miles
•••

#5 2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,000 Price Drop
  • Great Price - $3,537 Below Market
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander Platinum AWD photo
6
2021 Toyota Highlander Platinum AWD West Allis, WI
White 3.5L V6 Engine
$39,995 30.7k miles
•••

#6 2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $2,610 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2021 Toyota Highlander XSE AWD photo
7
Price Drop
2021 Toyota Highlander XSE AWD Lisle, IL
White 3.5L V6 Engine
$35,756 36.5k miles
•••

#7 2021 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $200 Price Drop
  • Good Price - $1,278 Below Market
  • Includes $1,313 Premium Upgrades
More details
2021 Toyota Highlander Hybrid Limited AWD photo
8
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Tinley Park, IL
Black 2.5L I4 Engine
$41,999 40.7k miles
•••

#8 2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,300 Price Drop
  • Great Price - $3,375 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
9
Price Drop
2021 Toyota Highlander XLE AWD Bartlett, IL
Silver 3.5L V6 Engine
$29,290 70.3k miles
•••

#9 2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $400 Price Drop
  • Great Price - $1,992 Below Market
  • CARFAX: Clean Title
More details
2021 Toyota Highlander Hybrid XLE AWD photo
10
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Milwaukee, WI
Blue 2.5L I4 Engine
$34,995 61.8k miles
•••

#10 2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $293 Price Drop
  • Good Price - $1,327 Below Market
  • Includes $826 Premium Upgrades
More details
2021 Toyota Highlander LE AWD photo
11
Price Drop
2021 Toyota Highlander LE AWD Bartlett, IL
Gold 3.5L V6 Engine
$30,190 30.3k miles
•••

#11 2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $300 Price Drop
  • Good Price - $1,274 Below Market
  • Includes $459 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
12
Price Drop
2021 Toyota Highlander XLE AWD St. Charles, IL
Gray 3.5L V6 Engine
$34,500 39.1k miles Certified
•••

#12 2021 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Fair Price - $884 Below Market
  • Includes $831 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
13
Price Drop
2021 Toyota Highlander XLE AWD Oak Lawn, IL
Gray 3.5L V6 Engine
$27,534 92k miles
•••

#13 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $90 Price Drop
  • Great Price - $3,372 Below Market
  • Includes $1,175 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
14
2021 Toyota Highlander XLE AWD Huntley, IL
Silver 3.5L V6 Engine
$26,972 88.2k miles
•••

#14 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,319 Below Market
  • Includes $712 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander Limited AWD photo
15
2021 Toyota Highlander Limited AWD Downers Grove, IL
White 3.5L V6 Engine
$29,300 84.8k miles
•••

#15 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,311 Below Market
  • Includes $695 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
16
Price Drop
2021 Toyota Highlander XSE AWD Naperville, IL
Gray 3.5L V6 Engine
$30,488 75.5k miles
•••

#16 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $200 Price Drop
  • Great Price - $3,239 Below Market
  • Includes $1,194 Premium Upgrades
More details
2021 Toyota Highlander XLE AWD photo
17
2021 Toyota Highlander XLE AWD West Allis, WI
Blue 3.5L V6 Engine
$35,995 36.4k miles
•••

#17 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $3,175 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander XLE FWD photo
18
Price Drop
2021 Toyota Highlander XLE FWD Oak Forest, IL
Black 3.5L V6 Engine
$26,980 73k miles
•••

#18 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $2,541 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE AWD photo
19
2021 Toyota Highlander XLE AWD Elmhurst, IL
Black 3.5L V6 Engine
$33,333 37.8k miles
•••

#19 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $2,149 Below Market
  • Includes $832 Premium Upgrades
  • CARFAX: One Owner, Clean Title
More details
2021 Toyota Highlander XLE AWD photo
20
2021 Toyota Highlander XLE AWD Bourbonnais, IL
Red 3.5L V6 Engine
$31,998 60.2k miles Certified
•••

#20 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,606 Below Market
  • Includes $780 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
21
Price Drop
2021 Toyota Highlander XSE AWD West Allis, WI
White 3.5L V6 Engine
$28,995 106.2k miles
•••

#21 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Good Price - $1,528 Below Market
  • Includes $1,087 Premium Upgrades
More details
2021 Toyota Highlander LE AWD photo
22
Price Drop
2021 Toyota Highlander LE AWD Morton Grove, IL
Blue 3.5L V6 Engine
$27,759 61.6k miles
•••

#22 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $40 Price Drop
  • Good Price - $1,391 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XLE FWD photo
23
2021 Toyota Highlander XLE FWD Elmhurst, IL
Gray 3.5L V6 Engine
$32,035 41k miles
•••

#23 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Good Price - $1,321 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
24
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD Barrington, IL
Black 2.5L I4 Engine
$43,500 33.3k miles
•••

#24 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Fair Price - $680 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2021 Toyota Highlander XSE AWD photo
25
Price Drop
2021 Toyota Highlander XSE AWD Elmhurst, IL
Red 3.5L V6 Engine
$35,900 30.2k miles
•••

#25 2021 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $349 Price Drop
  • Fair Price - $672 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
1-25 of 118 results

2021 Toyota Highlander

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