Used 2019 Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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1
2021 Toyota Highlander XLE AWD • Aurora, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$34,995 • 31.1k miles
•••
#1 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,941 Below Market
- Includes $832 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2
2021 Toyota Highlander Hybrid XLE AWD • St. Charles, IL
Gray • 2.5L I4 Engine
Gray • 2.5L I4 Engine
$30,000 • 87.2k miles • Certified
•••
#2 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,056 Below Market
- Includes $735 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details

3
2020 Toyota Highlander XLE AWD • Sturtevant, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$27,500 • 67.8k miles
•••
#3 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $1,898 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Average Mileage
More details

4
2019 Toyota Highlander SE AWD • Calumet City, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$23,973 • 106.9k miles
•••
#4 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $1,728 Below Market
- Includes $402 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
5
2018 Toyota Highlander Limited AWD • North Riverside, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$22,777 • 99.6k miles
•••
#5 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $1,000 Price Drop
- Great Price - $1,711 Below Market
- Includes $136 Premium Upgrades
More details
6
2021 Toyota Highlander XSE AWD • Glenview, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,995 • 15k miles
•••
#6 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Good Price - $1,461 Below Market
- Includes $1,903 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
7
2019 Toyota Highlander XLE AWD • Naperville, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$27,995 • 46k miles
•••
#7 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,449 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
More details
8
2020 Toyota Highlander Platinum AWD • Merrillville, IN
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$33,990 • 51.2k miles
•••
#8 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,000 Price Drop
- Good Price - $1,375 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
9
2019 Toyota Highlander XLE AWD • Streamwood, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$28,990 • 46.7k miles
•••
#9 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,221 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
More details
10
2021 Toyota Highlander XLE AWD • Milwaukee, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$32,493 • 45.2k miles
•••
#10 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,212 Below Market
- Includes $539 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
11
2021 Toyota Highlander Limited AWD • West Allis, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$37,992 • 26.5k miles
•••
#11 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $999 Price Drop
- Fair Price - $1,136 Below Market
- Includes $840 Premium Upgrades
More details
12
2021 Toyota Highlander Hybrid XLE AWD • Glenview, IL
Black • 2.5L I4 Engine
Black • 2.5L I4 Engine
$32,488 • 72.2k miles
•••
#12 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $400 Price Drop
- Good Price - $1,091 Below Market
- Includes $774 Premium Upgrades
More details
13
2021 Toyota Highlander Hybrid Limited AWD • Brookfield, WI
Silver • 2.5L I4 Engine
Silver • 2.5L I4 Engine
$39,493 • 49.9k miles
•••
#13 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $407 Price Drop
- Fair Price - $1,076 Below Market
- Includes $1,390 Premium Upgrades
More details
14
2021 Toyota Highlander XLE AWD • Lombard, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$34,995 • 45.8k miles
•••
#14 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $1,000 Price Drop
- Fair Price - $482 Above Market
- Includes $799 Premium Upgrades
More details
15
2021 Toyota Highlander XLE AWD • Schaumburg, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$34,550 • 48k miles • Certified
•••
#15 2017-2021 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Fair Price - $932 Above Market
- Includes $794 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
16
2021 Toyota Highlander XLE FWD • Oak Forest, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$24,980 • 73k miles
•••
#16 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $1,000 Price Drop
- Great Price - $6,244 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
17
2021 Toyota Highlander XLE AWD • Palos Hills, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$24,995 • 103.9k miles
•••
#17 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $3,298 Below Market
- Includes $664 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
18
2021 Toyota Highlander Hybrid Platinum AWD • Mendota, IL
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$33,744 • 87.6k miles
•••
#18 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,927 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Motivation to Negotiate - Increasing
More details
19
2021 Toyota Highlander Hybrid Platinum AWD • Mishawaka, IN
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$33,985 • 90.2k miles
•••
#19 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $511 Price Drop
- Great Price - $2,835 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
20
2021 Toyota Highlander Limited AWD • Frankfort, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$33,994 • 43.1k miles
•••
#20 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $2,359 Price Drop
- Great Price - $2,745 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
21
2020 Toyota Highlander LE AWD • Chicago, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$27,490 • 57k miles
•••
#21 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,550 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
More details
22
2021 Toyota Highlander XLE AWD • Northbrook, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$32,990 • 34.5k miles
•••
#22 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $500 Price Drop
- Great Price - $2,432 Below Market
- Includes $825 Premium Upgrades
More details
23
2019 Toyota Highlander SE AWD • Summit, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$21,990 • 120.1k miles
•••
#23 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,314 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Dealer Rating - 4.7 stars
More details
24
2021 Toyota Highlander Hybrid XLE AWD • Elkhart, IN
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$29,983 • 89k miles
•••
#24 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $524 Price Drop
- Great Price - $2,111 Below Market
- Includes $730 Premium Upgrades
More details
25
2021 Toyota Highlander XLE AWD • Bensenville, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$28,900 • 59.2k miles
•••
#25 2017-2021 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- $400 Price Drop
- Great Price - $2,104 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
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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