Used 2021 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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![2022 Toyota Highlander XLE AWD photo](https://images.copilotsearch.com/P-181956968.jpg)
1
2022 Toyota Highlander XLE AWD • Tinley Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$39,999 • 17.8k miles
•••
#1 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $10,795 Below Market
- Includes $559 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
![2022 Toyota Highlander XLE AWD photo](https://images.copilotsearch.com/P-180168843.jpg)
2
2022 Toyota Highlander XLE AWD • Melrose Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$34,000 • 46.7k miles
•••
#2 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,966 Below Market
- Includes $1,389 Premium Upgrades
More details
![2021 Toyota Highlander XLE AWD photo](https://images.copilotsearch.com/P-155478429.jpg)
3
2021 Toyota Highlander XLE AWD • Northbrook, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$31,490 • 52.7k miles
•••
#3 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,377 Below Market
- Includes $781 Premium Upgrades
More details
![2020 Toyota Highlander LE AWD photo](https://images.copilotsearch.com/P-140521588.jpg)
4
2020 Toyota Highlander LE AWD • Joliet, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$21,800 • 97.9k miles
•••
#4 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $149 Price Drop
- Great Price - $3,259 Below Market
- CARFAX: Clean Title
More details
5
2021 Toyota Highlander Hybrid Platinum AWD • North Aurora, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$36,726 • 69.1k miles
•••
#5 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $263 Price Drop
- Great Price - $2,603 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
6
2022 Toyota Highlander XLE AWD • Milwaukee, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$38,798 • 10.9k miles
•••
#6 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $166 Price Drop
- Good Price - $2,068 Below Market
- Includes $559 Premium Upgrades
More details
7
2022 Toyota Highlander Platinum AWD • Oak Lawn, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$41,995 • 24.6k miles
•••
#7 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,954 Below Market
- Includes $479 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
8
2021 Toyota Highlander XLE AWD • Elgin, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$31,000 • 49.2k miles
•••
#8 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $595 Price Drop
- Good Price - $1,948 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
9
2022 Toyota Highlander XSE AWD • Milwaukee, WI
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$36,980 • 40.1k miles
•••
#9 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $570 Price Drop
- Good Price - $1,908 Below Market
- Includes $1,903 Premium Upgrades
More details
10
2022 Toyota Highlander L FWD • Milwaukee, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$30,500 • 35.5k miles
•••
#10 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,549 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
More details
11
2021 Toyota Highlander XLE AWD • Mt Pleasant, WI
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$33,490 • 41k miles • Certified
•••
#11 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $500 Price Drop
- Good Price - $1,264 Below Market
- Includes $466 Premium Upgrades
More details
12
2022 Toyota Highlander XLE AWD • Aurora, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$35,495 • 32k miles
•••
#12 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $500 Price Drop
- Good Price - $1,238 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
13
2021 Toyota Highlander XSE AWD • Glenview, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,995 • 15k miles
•••
#13 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $1,066 Below Market
- Includes $1,903 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
14
2022 Toyota Highlander XLE AWD • Calumet City, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$35,973 • 36.7k miles • Certified
•••
#14 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $903 Below Market
- Includes $832 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
15
2021 Toyota Highlander XLE AWD • Merrillville, IN
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$33,555 • 41k miles • Certified
•••
#15 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $269 Price Drop
- Fair Price - $803 Below Market
- Includes $810 Premium Upgrades
More details
16
2022 Toyota Highlander Limited AWD • Bourbonnais, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$41,432 • 17.5k miles • Certified
•••
#16 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $656 Below Market
- Includes $840 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
17
2021 Toyota Highlander Hybrid XLE AWD • Waukegan, IL
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$38,999 • 21.5k miles
•••
#17 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $426 Price Drop
- Fair Price - $502 Below Market
- Includes $1,391 Premium Upgrades
More details
18
2021 Toyota Highlander Limited AWD • West Allis, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,990 • 26.5k miles
•••
#18 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,005 Price Drop
- Fair Price - $434 Below Market
- Includes $840 Premium Upgrades
More details
19
2022 Toyota Highlander XLE AWD • West Allis, WI
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$38,995 • 12.9k miles
•••
#19 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $143 Below Market
- Includes $1,391 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
20
2022 Toyota Highlander XLE AWD • Elkhart, IN
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$36,923 • 31.2k miles
•••
#20 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $40 Below Market
- Includes $832 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
21
2021 Toyota Highlander Hybrid XLE AWD • Naperville, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$38,988 • 25.3k miles
•••
#21 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $65 Above Market
- Includes $832 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
22
2021 Toyota Highlander XLE AWD • Lombard, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$34,995 • 45.8k miles
•••
#22 2020-2022 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,000 Price Drop
- Fair Price - $533 Above Market
- Includes $798 Premium Upgrades
More details
23
2022 Toyota Highlander XLE AWD • Lincolnwood, IL
3.5L V6 Engine
3.5L V6 Engine
$32,850 • 37.7k miles
•••
#23 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $550 Price Drop
- Great Price - $7,781 Below Market
- CARFAX: One Owner, Clean Title
More details
24
2021 Toyota Highlander XLE FWD • Oak Forest, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$25,980 • 73k miles
•••
#24 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $5,078 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
25
2021 Toyota Highlander Hybrid LE AWD • Calumet City, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$24,997 • 89.7k miles
•••
#25 2020-2022 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $3,623 Below Market
- CARFAX: Clean Title
- Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander
Mid-size Crossover
Seats
8
Fuel Economy
36City MPG
35Hwy MPG
NHTSA Rating Summary
Dimensions
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