CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2017 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2018 Toyota Highlander Limited Platinum AWD photo
1
Price Drop
2018 Toyota Highlander Limited Platinum AWD • Westmont, IL
Blue • 3.5L V6 Engine
$27,550 • 72.9k miles
•••

#1 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A+” Buy

  • $155 Price Drop
  • Great Price - $1,830 Below Market
  • Includes $749 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
2
2018 Toyota Highlander XLE AWD • Libertyville, IL
Red • 3.5L V6 Engine
$25,996 • 49.5k miles
•••

#2 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A+” Buy

  • Great Price - $2,119 Below Market
  • Includes $164 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited Platinum AWD photo
3
Price Drop
2018 Toyota Highlander Limited Platinum AWD • Naperville, IL
Black • 3.5L V6 Engine
$26,577 • 74.9k miles
•••

#3 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A+” Buy

  • $400 Price Drop
  • Great Price - $1,794 Below Market
  • Includes $147 Premium Upgrades
More details
2015 Toyota Highlander Limited Platinum AWD photo
4
2015 Toyota Highlander Limited Platinum AWD • Germantown, WI
3.5L V6 Engine
$13,995 • 177.1k miles
•••

#4 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A” Buy

  • Great Price - $1,169 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Dealer Rating - 4.4 stars
More details
2015 Toyota Highlander XLE AWD photo
5
Price Drop
2015 Toyota Highlander XLE AWD • Mishawaka, IN
White • 3.5L V6 Engine
$19,342 • 88.5k miles
•••

#5 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $300 Price Drop
  • Good Price - $1,027 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
6
Price Drop
2017 Toyota Highlander XLE AWD • Northbrook, IL
Black • 3.5L V6 Engine
$24,490 • 57.6k miles
•••

#6 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $500 Price Drop
  • Good Price - $819 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander XLE AWD photo
7
2017 Toyota Highlander XLE AWD • Milwaukee, WI
White • 3.5L V6 Engine
$25,000 • 67.8k miles
•••

#7 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • Good Price - $810 Below Market
  • Includes $139 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander Limited AWD photo
8
Price Drop
2016 Toyota Highlander Limited AWD • Lisle, IL
3.5L V6 Engine
$19,400 • 127.5k miles
•••

#8 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • $500 Price Drop
  • Good Price - $729 Below Market
  • Includes $699 Premium Upgrades
More details
2016 Toyota Highlander XLE AWD photo
9
2016 Toyota Highlander XLE AWD • Waukesha, WI
Gray • 3.5L V6 Engine
$22,999 • 69.9k miles
•••

#9 2015-2019 Toyota Highlander

CoPilot AI: It’s an “A-” Buy

  • Fair Price - $485 Below Market
  • Includes $678 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Limited AWD photo
10
Price Drop
2018 Toyota Highlander Limited AWD • Michigan City, IN
Silver • 3.5L V6 Engine
$25,977 • 80.8k miles
•••

#10 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $500 Price Drop
  • Great Price - $3,384 Below Market
  • Includes $146 Premium Upgrades
More details
2015 Toyota Highlander Limited AWD photo
11
2015 Toyota Highlander Limited AWD • Glencoe, IL
White • 3.5L V6 Engine
$18,989 • 86k miles
•••

#11 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,548 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2019 Toyota Highlander XLE AWD photo
12
Price Drop
2019 Toyota Highlander XLE AWD • Fox Lake, IL
Gray • 3.5L V6 Engine
$25,306 • 72.9k miles • Certified
•••

#12 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $800 Price Drop
  • Great Price - $1,993 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2017 Toyota Highlander Limited AWD photo
13
2017 Toyota Highlander Limited AWD • Elkhart, IN
White • 3.5L V6 Engine
$22,974 • 93.3k miles
•••

#13 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,833 Below Market
  • Includes $449 Premium Upgrades
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2016 Toyota Highlander XLE AWD photo
14
Price Drop
2016 Toyota Highlander XLE AWD • Libertyville, IL
Green • 3.5L V6 Engine
$12,949 • 201.3k miles
•••

#14 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $474 Price Drop
  • Great Price - $1,666 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
More details
2018 Toyota Highlander Hybrid XLE AWD photo
15
Price Drop
2018 Toyota Highlander Hybrid XLE AWD • Elk Grove Village, IL
Red • 3.5L V6 Engine
$23,817 • 93.7k miles
•••

#15 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $303 Price Drop
  • Great Price - $1,644 Below Market
  • Includes $405 Premium Upgrades
More details
2019 Toyota Highlander Hybrid Limited Platinum AWD photo
16
2019 Toyota Highlander Hybrid Limited Platinum AWD • Schaumburg, IL
White • 3.5L V6 Engine
$29,995 • 74.1k miles
•••

#16 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Good Price - $1,603 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Below Average Mileage
More details
2017 Toyota Highlander XLE AWD photo
17
2017 Toyota Highlander XLE AWD • St. Charles, IL
Silver • 3.5L V6 Engine
$19,995 • 102k miles
•••

#17 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $1,538 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
More details
2016 Toyota Highlander XLE AWD photo
18
Price Drop
2016 Toyota Highlander XLE AWD • Clarendon Hills, IL
3.5L V6 Engine
$21,966 • 74.9k miles
•••

#18 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $23 Price Drop
  • Good Price - $1,299 Below Market
  • Includes $1,187 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
19
Price Drop
2018 Toyota Highlander XLE AWD • Glendale Heights, IL
Gray • 3.5L V6 Engine
$22,995 • 88.6k miles
•••

#19 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • $1,000 Price Drop
  • Good Price - $1,163 Below Market
  • Includes $144 Premium Upgrades
More details
2018 Toyota Highlander SE AWD photo
20
2018 Toyota Highlander SE AWD • Northbrook, IL
Silver • 3.5L V6 Engine
$24,995 • 85.1k miles
•••

#20 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Good Price - $973 Below Market
  • Includes $566 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander XLE AWD photo
21
2019 Toyota Highlander XLE AWD • Merrillville, IN
White • 3.5L V6 Engine
$27,495 • 60.3k miles
•••

#21 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $666 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2016 Toyota Highlander XLE AWD photo
22
2016 Toyota Highlander XLE AWD • Milwaukee, WI
Green • 3.5L V6 Engine
$18,995 • 118.7k miles
•••

#22 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Good Price - $664 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
  • Average Mileage
More details
2018 Toyota Highlander Hybrid Limited Platinum AWD photo
23
2018 Toyota Highlander Hybrid Limited Platinum AWD • Palatine, IL
Black • 3.5L V6 Engine
$33,700 • 25.5k miles
•••

#23 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $173 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
2016 Toyota Highlander Limited Platinum AWD photo
24
2016 Toyota Highlander Limited Platinum AWD • Westmont, IL
Gray • 3.5L V6 Engine
$20,488 • 131.2k miles
•••

#24 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $21 Above Market
  • Includes $527 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
2019 Toyota Highlander Limited AWD photo
25
2019 Toyota Highlander Limited AWD • Aurora, IL
Silver • 3.5L V6 Engine
$29,995 • 56.2k miles
•••

#25 2015-2019 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $243 Above Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
More details
1-25 of 155 results
HomeToyotaHighlander

2017 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
20City MPG
24Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like Highlander
Other Years
Research More Models
View more SUVs

© 2025 CoPilot. All Rights Reserved.