AI-Assisted Car Shopping

 New Search
Save
Sort

Used 2022 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers, Ranked by CoPilot AI ?

Filters
Price
Year
Mileage
Trim
2021 Toyota Highlander XSE AWD photo
1
Price Drop
2021 Toyota Highlander XSE AWD Milwaukee, WI
$36,991 27.4k miles
•••

#1 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $997 Price Drop
  • Great Price - $2,721 Below Market
  • Includes $1,903 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
2
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$33,490 30.1k miles
•••

#2 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,689 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XSE FWD photo
3
2021 Toyota Highlander XSE FWD Elmhurst, IL
$34,449 24.7k miles
•••

#3 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $4,467 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Very Low Mileage
See more about this car
2023 Toyota Highlander L AWD photo
4
2023 Toyota Highlander L AWD Gurnee, IL
$35,500 14.8k miles
•••

#4 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,224 Below Market
  • CARFAX: One Owner, Clean Title
  • Very Low Mileage
See more about this car
2023 Toyota Highlander XLE AWD photo
5
Price Drop
2023 Toyota Highlander XLE AWD Northbrook, IL
$37,990 14.2k miles
•••

#5 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,928 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander XLE AWD photo
6
Price Drop
2023 Toyota Highlander XLE AWD Naperville, IL
$38,398 13.6k miles
•••

#6 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $130 Price Drop
  • Great Price - $2,903 Below Market
  • Includes $588 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
7
Price Drop
2021 Toyota Highlander XLE AWD South Bend, IN
$33,006 49k miles
•••

#7 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $425 Price Drop
  • Great Price - $2,734 Below Market
  • Includes $823 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
8
2021 Toyota Highlander XLE AWD Chicago, IL
$35,774 23.1k miles
•••

#8 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,918 Below Market
  • Includes $1,311 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XSE AWD photo
9
Price Drop
2021 Toyota Highlander XSE AWD Brookfield, WI
$36,500 38.3k miles
•••

#9 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $500 Price Drop
  • Good Price - $1,711 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2021 Toyota Highlander Limited FWD photo
10
Price Drop
2021 Toyota Highlander Limited FWD Milwaukee, WI
$37,966 19.8k miles
•••

#10 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $452 Price Drop
  • Good Price - $1,499 Below Market
  • Includes $1,054 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
11
Price Drop
2021 Toyota Highlander XLE AWD Brookfield, WI
$35,167 35k miles
•••

#11 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $280 Price Drop
  • Good Price - $1,188 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2023 Toyota Highlander Hybrid XLE AWD photo
12
Price Drop
2023 Toyota Highlander Hybrid XLE AWD Benton Harbor, MI
$42,990 15.3k miles
•••

#12 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,000 Price Drop
  • Good Price - $2,435 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2023 Toyota Highlander Platinum FWD photo
13
2023 Toyota Highlander Platinum FWD Fox Lake, IL
$43,999 10.7k miles
•••

#13 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $2,362 Below Market
  • Includes $479 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander Hybrid XLE AWD photo
14
Price Drop
2021 Toyota Highlander Hybrid XLE AWD Palatine, IL
$36,488 39.1k miles
•••

#14 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $207 Price Drop
  • Good Price - $2,208 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2022 Toyota Highlander XLE AWD photo
15
2022 Toyota Highlander XLE AWD Benton Harbor, MI
$37,990 11.8k miles
•••

#15 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $1,923 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
  • Motivation to Negotiate - Increasing
See more about this car
2023 Toyota Highlander LE AWD photo
16
Price Drop
2023 Toyota Highlander LE AWD Bartlett, IL
$32,490 16.4k miles
•••

#16 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $300 Price Drop
  • Good Price - $1,878 Below Market
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander XLE AWD photo
17
Price Drop
2021 Toyota Highlander XLE AWD Milwaukee, WI
$33,900 45.6k miles
•••

#17 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $99 Price Drop
  • Good Price - $1,832 Below Market
  • Includes $1,385 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
18
Price Drop
2021 Toyota Highlander XLE AWD Streamwood, IL
$33,790 34.5k miles
•••

#18 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $200 Price Drop
  • Good Price - $1,810 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
19
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$33,990 37.7k miles
•••

#19 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,738 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander LE AWD photo
20
Price Drop
2021 Toyota Highlander LE AWD Oak Lawn, IL
$29,900 35.7k miles
•••

#20 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $100 Price Drop
  • Good Price - $1,541 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2022 Toyota Highlander LE AWD photo
21
Price Drop
2022 Toyota Highlander LE AWD Bourbonnais, IL
$32,997 21.7k miles
•••

#21 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $2,260 Price Drop
  • Good Price - $1,520 Below Market
  • Includes $479 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
22
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$34,490 27.1k miles
•••

#22 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $500 Price Drop
  • Good Price - $1,515 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
23
Price Drop
2021 Toyota Highlander XLE AWD North Aurora, IL
$35,999 17.5k miles
•••

#23 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,000 Price Drop
  • Good Price - $1,465 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
24
Price Drop
2021 Toyota Highlander XLE AWD Milwaukee, WI
$31,797 73.2k miles
•••

#24 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $542 Price Drop
  • Good Price - $1,422 Below Market
  • Includes $781 Premium Upgrades
See more about this car
2022 Toyota Highlander XLE AWD photo
25
Price Drop
2022 Toyota Highlander XLE AWD Naperville, IL
$36,498 37.3k miles
•••

#25 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $1,233 Price Drop
  • Good Price - $1,248 Below Market
  • Includes $832 Premium Upgrades
See more about this car
1-25 of 311 results

2022 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
36 - 36City MPG
35 - 35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

Why Use CoPilot?

Shop and buy your next car with confidence. CoPilot searches every car at every dealer, every day, and ranks them based on what matters to you.


When you shop for a new or used car, CoPilot helps you know more. We search every car at every dealer so you don't have to, we give you data and insights you won't find anywhere else, and we rank every car so it's easy to find the best car at the best price.


When you're ready to buy your next car, CoPilot helps you make sure you never get taken advantage of at the dealership. Would you like to know more than the salesperson? CoPilot helps you avoid any tricks, traps, and scams. Know how and what you can negotiate. With CoPilot, you'll save time, money, and frustration.

© 2024 CoPilot. All Rights Reserved.