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1,183 listings
  • $22,250
    great price
    $1,636 below market
    • 103,023 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Napleton's Valley Hyundai (20 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Aurora, IL / 20 miles away from Orland Park, IL

    Black 2017 Toyota Highlander 4D Sport Utility Limited 3.5L V6 AWD Clean CARFAX.AWD, 12 Speakers, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH1HS444392
    Stock: KBB1647
    Certified Pre-Owned: No
    Listed since: 06-20-2025

  • $31,900
    great price
    $3,231 below market
    • 18,879 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 22 City / 29 Hwy MPG
    • International Subaru (4 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Tinley Park, IL / 4 miles away from Orland Park, IL

    *JUST REDUCED*, PRICE BELOW MARKET VALUE!, Highlander L, Multiple Finance Options Available, GREAT BUY!!!, 18" Painted Alloy Wheels, 3.329 Axle Ratio,...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH1PS514386
    Stock: PS514386
    Certified Pre-Owned: No
    Listed since: 05-20-2025

  • Price Drop
    $42,759
    fair price
    $674 below market
    • 16,851 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Gerald Toyota of Matteson (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Matteson, IL / 9 miles away from Orland Park, IL

    New Price! 2024 Toyota Highlander XLE Magnetic Gray Metallic *ONE OWNER, *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING, *AWD, ABS brakes, Active Cruise...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBHXRS535299
    Stock: T403062
    Certified Pre-Owned: Yes
    Listed since: 06-20-2025

  • $26,990
    great price
    $1,986 below market
    • 111,340 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Auto Gallery Chicago (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Addison, IL / 23 miles away from Orland Park, IL

    Visit Auto Gallery of Chicago to shop our great deals. You can call 630-628-1400 to schedule your test drive today.

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH8NS571932
    Stock: 7091
    Certified Pre-Owned: No
    Listed since: 07-26-2025

  • $34,497
    good price
    $2,216 below market
    • 26,966 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Honda City Chicago (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Chicago, IL / 17 miles away from Orland Park, IL

    2021 Toyota Highlander XLEPriced below KBB Fair Purchase Price! Odometer is 20903 miles below market average! 20/27 City/Highway MPGStop by Honda City...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH9MS155522
    Stock: C20140A
    Certified Pre-Owned: No
    Listed since: 05-12-2025

  • New Listing
    $35,695
    good price
    $2,048 below market
    • 63,226 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Gerald Toyota of Matteson (9 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Matteson, IL / 9 miles away from Orland Park, IL

    New Price! Recent Arrival! 2020 Toyota Highlander Platinum Midnight Black Metallic *ONE OWNER, *NAVIGATION, *BLUETOOTH, *BACKUP CAMERA, *MOONROOF, *LE...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH4LS037223
    Stock: 706079A
    Certified Pre-Owned: Yes
    Listed since: 07-17-2025

  • Price Drop
    $19,333
    fair price
    $588 below market
    • 144,611 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Gerald Honda of Countryside (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Countryside, IL / 14 miles away from Orland Park, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH1JS862525
    Stock: P8796A
    Certified Pre-Owned: No
    Listed since: 07-02-2025

  • $31,550
    good price
    $2,029 below market
    • 44,188 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • iDrive Motor Sports (17 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Berwyn, IL / 17 miles away from Orland Park, IL

    This 2023 Toyota Highlander L, has a Celestial Silver Metallic exterior and an Graphite interior color. 44188 miles. Stock Number 10109. You c...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH2PS005438
    Stock: 10109
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • New Listing
    $9,995
    great price
    $2,498 below market
    • 127,014 miles
    • 2 accidents, 4 owners, personal use
    • 7 Seats, 18 City / 24 Hwy MPG
    • Baha Auto (12 mi away)
    • Back-up camera
    • Leather Seats
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    Close

    Located in Burbank, IL / 12 miles away from Orland Park, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: JTEYK3EH9A2102556
    Stock: B31914B
    Certified Pre-Owned: No

  • $25,999
    fair price
    $640 below market
    • 87,841 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Orland Toyota (3 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Tinley Park, IL / 3 miles away from Orland Park, IL

    2018 Toyota Highlander XLE **LOCAL TRADE, **TOYOTA CERTIFIED, **RED & READY, **CLEAN CARFAX, **BLUETOOTH, **LEATHER SEATS, **HEATED SEATS, **POWER MOO...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH2JS842168
    Stock: P99111
    Certified Pre-Owned: Yes
    Listed since: 07-18-2025

  • Price Drop
    $41,487
    fair price
    $344 above market
    • 10,706 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Gerald Toyota of Matteson (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Matteson, IL / 9 miles away from Orland Park, IL

    New Price! Recent Arrival! 2024 Toyota Highlander LE AWD Midnight Black Metallic *ONE OWNER, *BLUETOOTH, *BACKUP CAMERA, *3RD ROW SEATING, *AWD, ABS b...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH4RS568427
    Stock: R403084
    Certified Pre-Owned: Yes
    Listed since: 07-25-2025

  • New Listing
    $17,500
    good price
    $1,285 below market
    • 121,528 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 18 City / 24 Hwy MPG
    • Ed Napleton's Kia Of Elmhurst (24 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elmhurst, IL / 24 miles away from Orland Park, IL

    Recent Arrival! Predawn Gray Mica 2015 Toyota Highlander 4D Sport Utility XLE V6 3.5L V6 DOHC Dual VVT-i 24V AWD Odometer is 12094 miles below market ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH2FS223839
    Stock: K25-071B
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • $41,250
    good price
    $1,586 below market
    • 31,020 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Fair Oaks Ford Lincoln (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Naperville, IL / 20 miles away from Orland Park, IL

    CARFAX One-Owner. Clean CARFAX. Moon Dust 2023 Toyota Highlander L AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Local Tr...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBHXPS024270
    Stock: PL460
    Certified Pre-Owned: No
    Listed since: 07-12-2025

  • $37,999
    fair price
    $624 above market
    • 8,728 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Orland Toyota (3 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Tinley Park, IL / 3 miles away from Orland Park, IL

    2023 Toyota Highlander L **LIKE BRAND NEW, **LOCAL TRADE, **TOYOTA CERTIFIED, **LOW MILES ONLY 8728, **1 OWNER CLEAN CARFAX, **BLUETOOTH, **CLOTH SEAT...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH8PS509721
    Stock: 457241
    Certified Pre-Owned: Yes
    Listed since: 06-09-2025

  • Price Drop
    $36,400
    good price
    $1,200 below market
    • 30,135 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Al Piemonte Nissan (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Melrose Park, IL / 22 miles away from Orland Park, IL

    Gray 2024 Toyota Highlander LE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp CARFAX CERTIFIED, RECENTLY SERVICED, COME ON...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH8RS533275
    Stock: N14567
    Certified Pre-Owned: No
    Listed since: 03-13-2025

  • $38,897
    fair price
    $29 below market
    • 31,211 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Packey Webb Ford (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Downers Grove, IL / 17 miles away from Orland Park, IL

    Odometer is 9632 miles below market average! 20/27 Tow Hitch Receiver w/ Wiring HarnessPremium AudioSince 1962, the Webb Family has been providi...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH4NS251804
    Stock: 25T1284A
    Certified Pre-Owned: No
    Listed since: 05-19-2025

  • $30,991
    fair price
    $861 below market
    • 99,422 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Romeoville Toyota (13 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Romeoville, IL / 13 miles away from Orland Park, IL

    2020 Toyota Highlander Platinum ***ONE OWNER*** AWD, 20 Painted Alloy Wheels, Electronic Rear-View Mirror, Heated rear seats, Heated steering wheel, H...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH4LS037688
    Stock: T18736A
    Certified Pre-Owned: No
    Listed since: 07-19-2025

  • $42,225
    fair price
    $117 above market
    • 20,273 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Phillips Chevrolet of Lansing (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Lansing, IL / 17 miles away from Orland Park, IL

    CarBravo Certified, Accident FREE, No Added Cert. Fees, Certified Multi-Point Inspection, Fully Serviced, AWD!, Heated Seats, Apple CarPlay, Keyless E...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH9RS531051
    Stock: E8532
    Certified Pre-Owned: No
    Listed since: 07-11-2025

  • Price Drop
    $33,677
    fair price
    $222 above market
    • 26,186 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 8 Seats, 20 City / 27 Hwy MPG
    • Castle Hyundai Oak Lawn (12 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Oak Lawn, IL / 12 miles away from Orland Park, IL

    Contact us at 708-3571978 today for more information and to schedule a VIP appointment. VEHICLE LOCATION CASTLE HYUNDAI 9121 S CICERO AVE, OAKLAWN IL ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDBZRBH5NS586219
    Stock: P4931
    Certified Pre-Owned: No
    Listed since: 06-13-2025

  • New Listing
    $15,999
    great price
    $2,302 below market
    • 145,648 miles
    • 2 accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • I-80 Auto Sales (10 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hazel Crest, IL / 10 miles away from Orland Park, IL

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFHXHS457824
    Stock: 457824
    Certified Pre-Owned: No

  • $7,495
    fair price
    $235 below market
    • 133,424 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 16 City / 22 Hwy MPG
    • E&A Truck Sales (23 mi away)
    • AWD/4WD
    • Third-row seating
    • Power Driver Seat
    • Tire Pressure Warnin...
    • Auto Climate Control
    Close

    Located in Warrenville, IL / 23 miles away from Orland Park, IL

    No mechanical issues timing belt and water pump replaced at 112k miles. In preparation for the sale tires were replaced brake rotors and pads replaced...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    19 Combined MPG (16 City/22 Highway)

    Listing Information:

    VIN: JTEEP21A050120517
    Stock: WEB424238
    Certified Pre-Owned: No
    Listed since: 05-17-2025

Showing 1 - 21 out of 1,183 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.