Used 2019 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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1
2021 Toyota Highlander XLE AWD • Northbrook, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,990 • 52.7k miles
•••
#1 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $2,850 Below Market
- Includes $780 Premium Upgrades
More details

2
2019 Toyota Highlander LE AWD • Libertyville, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$22,490 • 69.7k miles
•••
#2 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $260 Price Drop
- Great Price - $2,505 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details

3
2020 Toyota Highlander LE AWD • Joliet, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$21,800 • 97.9k miles
•••
#3 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $149 Price Drop
- Great Price - $3,597 Below Market
- CARFAX: Clean Title
More details

4
2021 Toyota Highlander Hybrid Platinum AWD • North Aurora, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$36,726 • 69.1k miles
•••
#4 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $263 Price Drop
- Great Price - $2,446 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
5
2020 Toyota Highlander XLE AWD • Sturtevant, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$27,500 • 67.8k miles
•••
#5 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $1,912 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Average Mileage
More details
6
2021 Toyota Highlander XLE AWD • Elgin, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$31,000 • 49.2k miles
•••
#6 2017-2021 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
7
2021 Toyota Highlander XLE AWD • Mt Pleasant, WI
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$33,490 • 41k miles • Certified
•••
#7 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $500 Price Drop
- Good Price - $1,264 Below Market
- Includes $466 Premium Upgrades
More details
8
2021 Toyota Highlander XSE AWD • Glenview, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,995 • 15k miles
•••
#8 2017-2021 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
9
2021 Toyota Highlander XLE AWD • Merrillville, IN
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$33,555 • 41k miles • Certified
•••
#9 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $269 Price Drop
- Fair Price - $781 Below Market
- Includes $809 Premium Upgrades
More details
10
2021 Toyota Highlander Hybrid XLE AWD • Waukegan, IL
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$38,999 • 21.5k miles
•••
#10 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $426 Price Drop
- Fair Price - $502 Below Market
- Includes $1,391 Premium Upgrades
More details
11
2021 Toyota Highlander Hybrid XLE AWD • Naperville, IL
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$38,988 • 25.3k miles
•••
#11 2017-2021 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
12
2021 Toyota Highlander Hybrid Limited AWD • Brookfield, WI
Silver • 2.5L I4 Engine
Silver • 2.5L I4 Engine
$39,900 • 49.9k miles
•••
#12 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $272 Above Market
- Includes $1,358 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
13
2021 Toyota Highlander XLE AWD • Lombard, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$34,995 • 45.8k miles
•••
#13 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,000 Price Drop
- Fair Price - $533 Above Market
- Includes $798 Premium Upgrades
More details
14
2021 Toyota Highlander Limited AWD • West Allis, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,990 • 26.5k miles
•••
#14 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,005 Price Drop
- Fair Price - $548 Above Market
- Includes $840 Premium Upgrades
More details
15
2021 Toyota Highlander XLE FWD • Oak Forest, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$25,980 • 73k miles
•••
#15 2017-2021 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
16
2021 Toyota Highlander Limited AWD • Elk Grove Village, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$28,945 • 84.8k miles
•••
#16 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $419 Price Drop
- Great Price - $3,889 Below Market
- Includes $700 Premium Upgrades
More details
17
2021 Toyota Highlander Hybrid LE AWD • Calumet City, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$24,997 • 89.7k miles
•••
#17 2017-2021 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
18
2017 Toyota Highlander XLE AWD • Chicago, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$19,995 • 92.6k miles
•••
#18 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,233 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
More details
19
2021 Toyota Highlander Hybrid XLE AWD • Elkhart, IN
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$29,983 • 89k miles
•••
#19 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $524 Price Drop
- Great Price - $2,148 Below Market
- Includes $731 Premium Upgrades
More details
20
2021 Toyota Highlander Hybrid Platinum AWD • South Bend, IN
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$35,702 • 73.8k miles
•••
#20 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $292 Price Drop
- Good Price - $2,044 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
21
2021 Toyota Highlander Hybrid Limited AWD • Mishawaka, IN
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$31,896 • 88.8k miles
•••
#21 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $101 Price Drop
- Good Price - $1,776 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
22
2018 Toyota Highlander XLE AWD • Janesville, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$22,000 • 99k miles
•••
#22 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $667 Price Drop
- Great Price - $1,698 Below Market
- Includes $525 Premium Upgrades
More details
23
2019 Toyota Highlander XLE AWD • Chicago, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$25,299 • 70.2k miles
•••
#23 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $556 Price Drop
- Great Price - $1,631 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
24
2018 Toyota Highlander XLE AWD • Palatine, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$15,500 • 181k miles
•••
#24 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $2,490 Price Drop
- Great Price - $1,599 Below Market
- Includes $811 Premium Upgrades
More details
25
2017 Toyota Highlander XLE AWD • St. Charles, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$19,995 • 102k miles
•••
#25 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $1,562 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
- Motivation to Negotiate - High
More details
2019 Toyota Highlander
Mid-size Crossover
Seats
7
Fuel Economy
29City MPG
27Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
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