New Search
Save
Sort
Share
Used Toyota Highlander for Sale in Chicago, IL
Highlanders for Sale at Dealers
Filters
Price
Year
Mileage
Trim
1
Price Drop
2021 Toyota Highlander XLE AWD • Glendale Heights, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$32,900 • 36.8k miles
•••
#1 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $600 Price Drop
- Great Price - $2,809 Below Market
- Includes $832 Premium Upgrades
More details
2
2022 Toyota Highlander XLE AWD • Calumet City, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$36,973 • 24.1k miles • Certified
•••
#2 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,689 Below Market
- Includes $1,391 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
3
Price Drop
2021 Toyota Highlander Hybrid LE AWD • Milwaukee, WI
Red • 2.5L I4 Engine
Red • 2.5L I4 Engine
$36,999 • 36.3k miles
•••
#3 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $1,000 Price Drop
- Great Price - $6,884 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
4
Price Drop
2023 Toyota Highlander L AWD • North Aurora, IL
2.4L I4 Engine
2.4L I4 Engine
$39,890 • 12.1k miles
•••
#4 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $2,109 Price Drop
- Great Price - $4,864 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
5
Price Drop
2022 Toyota Highlander XLE FWD • Lincolnwood, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$28,688 • 50.8k miles
•••
#5 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $300 Price Drop
- Great Price - $3,984 Below Market
- Includes $807 Premium Upgrades
More details
6
Price Drop
2021 Toyota Highlander XLE AWD • Northbrook, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$32,990 • 29.8k miles
•••
#6 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $500 Price Drop
- Great Price - $3,029 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
7
Price Drop
2019 Toyota Highlander LE Plus AWD • Schaumburg, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$27,214 • 43.5k miles
•••
#7 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $478 Price Drop
- Great Price - $2,936 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
8
2021 Toyota Highlander XLE AWD • Merrillville, IN
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$35,770 • 44.3k miles
•••
#8 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,780 Below Market
- Includes $816 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
9
2015 Toyota Highlander XLE AWD • Park Ridge, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$21,997 • 72.9k miles
•••
#9 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- Great Price - $2,674 Below Market
- Includes $159 Premium Upgrades
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
10
Price Drop
2017 Toyota Highlander SE AWD • Gurnee, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$22,250 • 99.4k miles
•••
#10 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A+” Buy
- $1,250 Price Drop
- Great Price - $1,512 Below Market
- Includes $1,132 Premium Upgrades
More details
11
Price Drop
2023 Toyota Highlander XLE AWD • Hinsdale, IL
Silver • 2.4L I4 Engine
Silver • 2.4L I4 Engine
$39,397 • 18.4k miles
•••
#11 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $600 Price Drop
- Great Price - $9,220 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
12
Price Drop
2023 Toyota Highlander Platinum FWD • Gurnee, IL
Gray • 2.4L I4 Engine
Gray • 2.4L I4 Engine
$41,500 • 22.6k miles
•••
#12 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $400 Price Drop
- Great Price - $4,768 Below Market
- Includes $479 Premium Upgrades
More details
13
Price Drop
2019 Toyota Highlander SE AWD • Waukesha, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$25,249 • 101.5k miles
•••
#13 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $1,750 Price Drop
- Great Price - $4,260 Below Market
- Includes $413 Premium Upgrades
More details
14
Price Drop
2021 Toyota Highlander L FWD • Hodgkins, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$25,971 • 48.2k miles
•••
#14 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $769 Price Drop
- Great Price - $3,940 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
More details
15
2021 Toyota Highlander XLE AWD • Libertyville, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$29,991 • 50.3k miles
•••
#15 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $3,241 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Motivation to Negotiate - High
More details
16
2021 Toyota Highlander XSE AWD • Northbrook, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$33,490 • 43.7k miles
•••
#16 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $3,052 Below Market
- Includes $1,296 Premium Upgrades
- CARFAX: Clean Title
More details
17
Price Drop
2023 Toyota Highlander XLE FWD • Lincolnwood, IL
Green • 2.4L I4 Engine
Green • 2.4L I4 Engine
$34,388 • 34.5k miles
•••
#17 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $300 Price Drop
- Great Price - $2,768 Below Market
- CARFAX: One Owner, Clean Title
More details
18
Price Drop
2022 Toyota Highlander XLE AWD • Mishawaka, IN
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$33,184 • 45.4k miles
•••
#18 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $678 Price Drop
- Great Price - $2,680 Below Market
- Includes $559 Premium Upgrades
More details
19
2020 Toyota Highlander Platinum AWD • Naperville, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$30,629 • 71.5k miles
•••
#19 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $2,628 Below Market
- CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
- Motivation to Negotiate - Increasing
More details
20
2023 Toyota Highlander XSE FWD • Elmhurst, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$39,390 • 18.4k miles
•••
#20 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- Great Price - $2,568 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
- Below Average Mileage
More details
21
Price Drop
2022 Toyota Highlander XLE AWD • Barrington, IL
Gold • 3.5L V6 Engine
Gold • 3.5L V6 Engine
$32,445 • 50.5k miles
•••
#21 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $200 Price Drop
- Great Price - $2,120 Below Market
- Includes $823 Premium Upgrades
More details
22
Price Drop
2016 Toyota Highlander Limited AWD • Elmhurst, IL
Blue • 3.5L V6 Engine
Blue • 3.5L V6 Engine
$20,999 • 97.3k miles
•••
#22 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $1,000 Price Drop
- Great Price - $1,997 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
23
Price Drop
2018 Toyota Highlander LE FWD • Oak Lawn, IL
Blue • 2.7L I4 Engine
Blue • 2.7L I4 Engine
$18,300 • 97.7k miles
•••
#23 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $187 Price Drop
- Great Price - $1,904 Below Market
- CARFAX: Clean Title, Not a rental or commercial vehicle
More details
24
Price Drop
2020 Toyota Highlander XLE AWD • Bourbonnais, IL
Red • 3.5L V6 Engine
Red • 3.5L V6 Engine
$27,500 • 81k miles
•••
#24 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $300 Price Drop
- Great Price - $1,902 Below Market
- Includes $459 Premium Upgrades
More details
25
Price Drop
2019 Toyota Highlander LE FWD • North Aurora, IL
Brown • 3.5L V6 Engine
Brown • 3.5L V6 Engine
$21,703 • 76.5k miles
•••
#25 2015-2023 Toyota Highlander
CoPilot AI: It’s an “A” Buy
- $248 Price Drop
- Great Price - $1,457 Below Market
- CARFAX: Clean Title
More details
2024 Toyota Highlander
Mid-size Crossover
Seats
7
Fuel Economy
22City MPG
29Hwy MPG
NHTSA Rating Summary
Dimensions
Toyota Highlander for Sale by CityResearch More ModelsView more SUVs