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Used 2022 Toyota Highlander for Sale in Chicago, IL

Highlanders for Sale at Dealers, Ranked by CoPilot AI ?

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Year
Mileage
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2021 Toyota Highlander XSE FWD photo
1
Price Drop
2021 Toyota Highlander XSE FWD Milwaukee, WI
$37,642 20.3k miles
•••

#1 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $393 Price Drop
  • Great Price - $4,130 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2021 Toyota Highlander XSE AWD photo
2
Price Drop
2021 Toyota Highlander XSE AWD Milwaukee, WI
$37,273 23.4k miles
•••

#2 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $704 Price Drop
  • Great Price - $3,564 Below Market
  • Includes $1,344 Premium Upgrades
See more about this car
2023 Toyota Highlander Limited AWD photo
3
2023 Toyota Highlander Limited AWD Highland Park, IL
$43,980 5.4k miles
•••

#3 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $3,488 Below Market
  • Includes $1,086 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
4
Price Drop
2021 Toyota Highlander XLE AWD Schererville, IN
$35,000 25.2k miles
•••

#4 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $3,011 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander Limited AWD photo
5
Price Drop
2021 Toyota Highlander Limited AWD Milwaukee, WI
$38,499 21.8k miles
•••

#5 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $1,089 Price Drop
  • Great Price - $3,297 Below Market
  • Includes $559 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
6
Price Drop
2021 Toyota Highlander XLE AWD Elmhurst, IL
$33,994 37.4k miles
•••

#6 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $450 Price Drop
  • Great Price - $2,894 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
7
Price Drop
2021 Toyota Highlander XLE AWD Northbrook, IL
$34,490 25.5k miles
•••

#7 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,818 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
8
Price Drop
2021 Toyota Highlander XLE AWD Waukesha, WI
$33,580 39.2k miles
•••

#8 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $210 Price Drop
  • Great Price - $2,693 Below Market
  • Includes $832 Premium Upgrades
See more about this car
2022 Toyota Highlander XLE AWD photo
9
Price Drop
2022 Toyota Highlander XLE AWD Chicago, IL
$40,290 17k miles
•••

#9 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $100 Price Drop
  • Great Price - $2,654 Below Market
  • Includes $1,391 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
10
2021 Toyota Highlander XLE AWD Tinley Park, IL
$34,999 36.4k miles
•••

#10 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • Great Price - $2,634 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander Limited AWD photo
11
Price Drop
2021 Toyota Highlander Limited AWD Northbrook, IL
$37,490 27.9k miles
•••

#11 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $500 Price Drop
  • Great Price - $2,557 Below Market
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
12
Price Drop
2021 Toyota Highlander XLE AWD West Allis, WI
$34,412 38k miles
•••

#12 2021-2023 Toyota Highlander

CoPilot AI: It’s anA+” Buy

  • $583 Price Drop
  • Great Price - $2,285 Below Market
  • Includes $1,391 Premium Upgrades
See more about this car
2023 Toyota Highlander L AWD photo
13
Price Drop
2023 Toyota Highlander L AWD Westmont, IL
$40,999 13.2k miles
•••

#13 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,470 Price Drop
  • Great Price - $9,432 Below Market
  • Includes $479 Premium Upgrades
See more about this car
2022 Toyota Highlander Platinum AWD photo
14
Price Drop
2022 Toyota Highlander Platinum AWD Calumet City, IL
$39,573 36k miles
•••

#14 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $100 Price Drop
  • Great Price - $4,586 Below Market
  • Includes $559 Premium Upgrades
See more about this car
2023 Toyota Highlander LE FWD photo
15
Price Drop
2023 Toyota Highlander LE FWD Elmhurst, IL
$32,488 7.1k miles
•••

#15 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $3,766 Below Market
  • CARFAX: Clean Title
  • Very Low Mileage
See more about this car
2023 Toyota Highlander LE FWD photo
16
Price Drop
2023 Toyota Highlander LE FWD Elmhurst, IL
$32,988 6.4k miles
•••

#16 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Great Price - $3,044 Below Market
  • CARFAX: Clean Title
  • Motivation to Negotiate - Increasing
See more about this car
2022 Toyota Highlander XLE AWD photo
17
Price Drop
2022 Toyota Highlander XLE AWD Libertyville, IL
$37,690 31.7k miles
•••

#17 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $305 Price Drop
  • Great Price - $2,928 Below Market
  • Includes $559 Premium Upgrades
See more about this car
2021 Toyota Highlander Platinum AWD photo
18
Price Drop
2021 Toyota Highlander Platinum AWD Northbrook, IL
$39,990 28.8k miles
•••

#18 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,982 Price Drop
  • Great Price - $2,679 Below Market
  • CARFAX: Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander Hybrid Limited AWD photo
19
Price Drop
2021 Toyota Highlander Hybrid Limited AWD Libertyville, IL
$42,777 27k miles
•••

#19 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • $1,218 Price Drop
  • Good Price - $1,546 Below Market
  • Includes $840 Premium Upgrades
See more about this car
2021 Toyota Highlander XLE AWD photo
20
2021 Toyota Highlander XLE AWD Elkhart, IN
$36,995 28.3k miles
•••

#20 2021-2023 Toyota Highlander

CoPilot AI: It’s anA” Buy

  • Good Price - $1,207 Below Market
  • Includes $1,391 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2023 Toyota Highlander Platinum FWD photo
21
Price Drop
2023 Toyota Highlander Platinum FWD Streamwood, IL
$45,990 10.4k miles
•••

#21 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Great Price - $3,703 Below Market
  • Includes $479 Premium Upgrades
  • CARFAX: Clean Title
See more about this car
2023 Toyota Highlander L AWD photo
22
2023 Toyota Highlander L AWD Elgin, IL
$43,926 5k miles
•••

#22 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $2,240 Below Market
  • Includes $479 Premium Upgrades
  • CARFAX: One Owner, Clean Title
See more about this car
2021 Toyota Highlander Limited AWD photo
23
Price Drop
2021 Toyota Highlander Limited AWD Highland Park, IL
$39,579 19.3k miles
•••

#23 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $421 Price Drop
  • Good Price - $2,169 Below Market
  • Includes $559 Premium Upgrades
See more about this car
2021 Toyota Highlander XSE AWD photo
24
Price Drop
2021 Toyota Highlander XSE AWD Peotone, IL
$38,488 30k miles
•••

#24 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • Good Price - $2,106 Below Market
  • Includes $1,903 Premium Upgrades
  • CARFAX: One Owner, Clean Title, Not a rental or commercial vehicle
See more about this car
2021 Toyota Highlander XLE AWD photo
25
Price Drop
2021 Toyota Highlander XLE AWD South Bend, IN
$32,494 56.1k miles
•••

#25 2021-2023 Toyota Highlander

CoPilot AI: It’s anA-” Buy

  • $780 Price Drop
  • Good Price - $1,964 Below Market
  • Includes $814 Premium Upgrades
See more about this car
1-25 of 269 results

2022 Toyota Highlander

Mid-size Crossover

The Basics

8 Seats
3 Suitcases in Trunk
SPACIOUS
14 With Rear Seats Folded

Performance

Fuel Economy
BETTER THAN MOST
36 - 36City MPG
35 - 35Hwy MPG
Quickness
SLUGGISH

Safety

NHTSA® Safety

CoPilot Star Rating

Copilot Rating

The Good Stuff

Available Trims [1]

Hybrid XLE

  • 3rd Row Seat
  • Heated Front Seats
  • Multi-Zone A/C
  • Rear A/C
  • 2nd Row Captain's Chairs/Rear Bucket Seats
  • Sun Roof
  • Heated Mirrors
  • Premium Wheels
  • Blind Spot Monitor
  • Lane Departure Warning
  • Security System
  • Cross-Traffic Alert
  • Lane Keeping Assist
  • Adaptive Cruise Control
  • Auxiliary Audio Input
  • Back-Up Camera
  • Bluetooth Connection
  • WiFi Hotspot
  • Steering Wheel Audio Controls
  • Remote Engine Start
  • Smartphone Integration
  • Android Auto
  • Apple CarPlay
  • Navigation System

Vehicle Dimensions

Headroom/Legroom

Front Seats

  • Headroom: 39.6
  • Legroom: 42

Back Seats [1st row]

  • Headroom: 39.4
  • Legroom: 41

Back Seats [2nd row]

  • Headroom: 36.1
  • Legroom: 27.7

Available Drive Trains

Available Engines

Available Transmissions

Available Colors
Makes
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