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Used Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
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Year
Mileage
Trim
1
2021 Toyota Highlander XLE AWD • Aurora, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$34,995 • 31.1k miles
•••
#1 2015-2023 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
2023 Toyota Highlander L AWD • North Riverside, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$35,908 • 28.9k miles
•••
#2 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $4,980 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
More details
3
Price Drop
2023 Toyota Highlander L FWD • Chicago, IL
Silver • 2.4L I4 Engine
Silver • 2.4L I4 Engine
$32,990 • 21.2k miles
•••
#3 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $1,000 Price Drop
- Great Price - $3,543 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
4
2022 Toyota Highlander XLE AWD • Northbrook, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$37,490 • 20.1k miles
•••
#4 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,462 Below Market
- Includes $559 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
5
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
•••
#5 2015-2023 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
6
Price Drop
2023 Toyota Highlander L AWD • Fox Lake, IL
Blue • 2.4L I4 Engine
Blue • 2.4L I4 Engine
$32,965 • 31.4k miles
•••
#6 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $500 Price Drop
- Great Price - $3,610 Below Market
- CARFAX: One Owner, Clean Title
More details
7
2015 Toyota Highlander XLE AWD • Germantown, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$18,995 • 126.9k miles
•••
#7 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $3,408 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Average Mileage
More details
8
2023 Toyota Highlander LE AWD • Arlington Heights, IL
Silver • 2.4L I4 Engine
Silver • 2.4L I4 Engine
$30,297 • 39.5k miles
•••
#8 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $2,299 Below Market
- CARFAX: One Owner, Clean Title
- Motivation to Negotiate - High
More details
9
2016 Toyota Highlander Limited Platinum AWD • Valparaiso, IN
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$20,584 • 106.9k miles
•••
#9 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $2,158 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
More details
10
2020 Toyota Highlander XLE AWD • Sturtevant, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$27,500 • 67.8k miles
•••
#10 2015-2023 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
11
2019 Toyota Highlander SE AWD • Calumet City, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$23,973 • 106.9k miles
•••
#11 2015-2023 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
12
Price Drop
2018 Toyota Highlander Limited AWD • North Riverside, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$22,777 • 99.6k miles
•••
#12 2015-2023 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
13
Price Drop
2022 Toyota Highlander XLE AWD • Merrillville, IN
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$35,499 • 36k miles • Certified
•••
#13 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $319 Price Drop
- Good Price - $1,561 Below Market
- Includes $832 Premium Upgrades
More details
14
2021 Toyota Highlander XSE AWD • Glenview, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$39,995 • 15k miles
•••
#14 2015-2023 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
15
2022 Toyota Highlander XLE AWD • North Aurora, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$38,477 • 24k miles
•••
#15 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Good Price - $1,310 Below Market
- Includes $1,391 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
16
Price Drop
2023 Toyota Highlander XLE AWD • West Allis, WI
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$37,500 • 23.3k miles
•••
#16 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $490 Price Drop
- Good Price - $2,099 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
17
2022 Toyota Highlander XLE AWD • Barrington, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$37,300 • 24.7k miles
•••
#17 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,746 Below Market
- Includes $1,391 Premium Upgrades
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
18
Price Drop
2022 Toyota Highlander XLE AWD • Schererville, IN
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$34,000 • 48.2k miles
•••
#18 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $500 Price Drop
- Good Price - $1,627 Below Market
- Includes $831 Premium Upgrades
More details
19
Price Drop
2022 Toyota Highlander Platinum AWD • Oak Lawn, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$41,895 • 24.6k miles
•••
#19 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $100 Price Drop
- Good Price - $1,556 Below Market
- Includes $479 Premium Upgrades
More details
20
2019 Toyota Highlander XLE AWD • Naperville, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$27,995 • 46k miles
•••
#20 2015-2023 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
21
Price Drop
2020 Toyota Highlander Platinum AWD • Merrillville, IN
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$33,990 • 51.2k miles
•••
#21 2015-2023 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
22
Price Drop
2022 Toyota Highlander XLE AWD • Chicago, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$31,895 • 70.8k miles • Certified
•••
#22 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $100 Price Drop
- Good Price - $1,316 Below Market
- Includes $774 Premium Upgrades
More details
23
2015 Toyota Highlander Limited Platinum AWD • West Allis, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$20,995 • 82.4k miles
•••
#23 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,299 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Very Low Mileage
More details
24
Price Drop
2022 Toyota Highlander XLE AWD • Brookfield, WI
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$35,215 • 37k miles • Certified
•••
#24 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- $485 Price Drop
- Good Price - $1,258 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
25
2022 Toyota Highlander XLE AWD • Melrose Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$35,900 • 46.7k miles
•••
#25 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A-” Buy
- Good Price - $1,251 Below Market
- Includes $1,391 Premium Upgrades
- CARFAX: One Owner, Clean Title
More details
2025 Toyota Highlander
Mid-size Crossover
Seats
8
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35City MPG
35Hwy MPG
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