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1,109 listings
  • Price Drop
    $35,615
    great price
    $5,381 below market
    • 52,945 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Hawk Ford of Carol Stream (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Carol Stream, IL / 22 miles away from Deerfield, IL

    Black 2023 Toyota Highlander L L2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic AWDCARFAX One-Owner.21/28 City/Highway MPGCome ...

    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: 5TDKDRBH2PS005003
    Stock: B250315A
    Certified Pre-Owned: No
    Listed since: 05-15-2025

  • New Listing
    Stock photo**
    $11,499
    great price
    $2,610 below market
    • 129,525 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 17 City / 22 Hwy MPG
    • Rosen Hyundai of Algonquin (23 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Algonquin, IL / 23 miles away from Deerfield, 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:

    19 Combined MPG (17 City/22 Highway)

    Listing Information:

    VIN: 5TDBK3EH9DS248415
    Stock: Q40298A
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • Price Drop
    $30,995
    great price
    $3,109 below market
    • 61,275 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Gurnee, IL / 15 miles away from Deerfield, IL

    ** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Bluetooth, Hands Free, ** Brake Ass...

    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: 5TDGZRBH7NS573428
    Stock: GM29023R
    Certified Pre-Owned: No
    Listed since: 06-03-2025

  • $25,990
    great price
    $2,816 below market
    • 111,340 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Auto Gallery Chicago (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Addison, IL / 19 miles away from Deerfield, 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

  • New Listing
    $31,694
    great price
    $3,606 below market
    • 31,212 miles
    • 8 Seats, 20 City / 26 Hwy MPG
    • Pauly Toyota (21 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Crystal Lake, IL / 21 miles away from Deerfield, IL

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH1KS980654
    Stock: XX7502
    Certified Pre-Owned: Yes
    Listed since: 07-29-2025

  • Price Drop
    $40,266
    good price
    $969 below market
    • 26,511 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Zeigler Buick GMC of Lincolnwood (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lincolnwood, IL / 14 miles away from Deerfield, IL

    2022 Toyota Highlander Limited Black AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION WARNING SYSTEM...

    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: 5TDDZRBH9NS569822
    Stock: PA8092
    Certified Pre-Owned: No
    Listed since: 06-24-2025

  • Price Drop
    $36,995
    good price
    $1,586 below market
    • 45,463 miles
    • No accidents, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • CarWise Gurnee (15 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Gurnee, IL / 15 miles away from Deerfield, IL

    ** Adaptive Cruise Control, ** Alloy Wheels / Premium Wheels, ** Automatic Emergency Braking, ** Backup Camera, ** Blind Spot Monitor, ** Bluetooth, 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: 5TDFZRBH2MS159564
    Stock: GG29037
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • Price Drop
    $9,200
    good price
    $1,712 below market
    • 167,965 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 20 City / 25 Hwy MPG
    • Napleton Honda Morton Grove (10 mi away)
    • Third-row seating
    • Tire Pressure Warnin...
    • Rear Bench Seats
    • Stability Control
    • Aux Audio Inputs
    Close

    Located in Morton Grove, IL / 10 miles away from Deerfield, IL

    Recent Arrival! ABS brakes, Alloy wheels, Electronic Stability Control, Illuminated entry, Low tire pressure warning, Remote keyless entry, Traction c...

    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/25 Highway)

    Listing Information:

    VIN: 5TDZA3EH1CS025978
    Stock: MHP10059B
    Certified Pre-Owned: No
    Listed since: 07-25-2025

  • $20,981
    fair price
    $541 below market
    • 138,514 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Murgado Ford of Chicago (20 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 20 miles away from Deerfield, 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: 5TDJZRFH0KS960110
    Stock: FB07005A
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • Price Drop
    $37,995
    great price
    $2,185 below market
    • 64,042 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • M'Lady Nissan (22 mi away)
    • Home delivery*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Crystal Lake, IL / 22 miles away from Deerfield, IL

    Delivers 27 Highway MPG and 20 City MPG! This Toyota Highlander boasts a Regular Unleaded V-6 3.5 L/211 engine powering this Automatic transmission. W...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH2NS180593
    Stock: 50809A
    Certified Pre-Owned: No
    Listed since: 05-29-2025

  • Price Drop
    $20,599
    fair price
    $498 below market
    • 66,688 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Zeigler Cadillac of Lincolnwood (13 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Lincolnwood, IL / 13 miles away from Deerfield, 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: 5TDJKRFH9FS134673
    Stock: P4433A
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • $43,995
    fair price
    $1,273 below market
    • 18,299 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 28 Hwy MPG
    • Woodfield Lexus (13 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Schaumburg, IL / 13 miles away from Deerfield, IL

    ** Local Trade**, ** Lane Departure Warning, ** Blind Spot Monitor, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Navigation Sys...

    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: 5TDKDRBH5PS022992
    Stock: R0822A
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • $39,449
    good price
    $1,279 below market
    • 56,068 miles
    • No accidents, 1 owner, corporate fleet vehicle
    • 7 Seats, 20 City / 27 Hwy MPG
    • AutoNation Toyota Libertyville (7 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Libertyville, IL / 7 miles away from Deerfield, IL

    Panoramic RoofLeather SeatsNavigation System3rd Row SeatAll Weather Floor & Cargo Liner (Tms)Body Side Moldings (Tms)Door Edge Guards (Tms)Lane...

    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: 5TDFZRBHXNS232374
    Stock: NS232374
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • Price Drop
    $16,999
    fair price
    $514 above market
    • 183,439 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Your Choice Autos - Waukegan (12 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Waukegan, IL / 12 miles away from Deerfield, IL

    2019 Toyota Highlander LE 4dr SUV (3.5L V6) features: 3.5L V6 engine 8-speed automatic transmission Front-wheel drive Seating for up to 8 passengers F...

    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: 5TDZZRFH9KS297641
    Stock: WYC-297641
    Certified Pre-Owned: No
    Listed since: 06-16-2025

  • $42,455
    good price
    $1,632 below market
    • 28,925 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 22 City / 29 Hwy MPG
    • Autos of Chicago (7 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Arlington Heights, IL / 7 miles away from Deerfield, IL

    Our One Owner 2024 Toyota Highlander XSE takes a fierce approach to family travel in Midnight Black Metallic! Powered by a TurboCharged 2.4 Liter 4 Cy...

    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: 5TDKDRAH6RS530294
    Stock: 4097
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • Price Drop
    $29,977
    fair price
    $612 above market
    • 67,827 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Woodfield Lexus (13 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Schaumburg, IL / 13 miles away from Deerfield, IL

    ** Local Trade**, ** Lane Departure Warning, ** Blind Spot Monitor, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Backup Camera,...

    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: 5TDGZRBH0LS039071
    Stock: 251031A
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • Price Drop
    $32,543
    good price
    $1,828 below market
    • 72,809 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Zeigler Buick GMC of Lincolnwood (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Lincolnwood, IL / 14 miles away from Deerfield, IL

    2021 Toyota Highlander XSE Midnight Black Metallic AWD*, NAVIGATION w/BACKUP CAMERA*, BLUETOOTH w/MUSIC STREAMING*, BLIND SPOT MONITOR*, PRE-COLLSION ...

    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: 5TDJZRBH3MS106026
    Stock: M25401A
    Certified Pre-Owned: No
    Listed since: 05-23-2025

  • Price Drop
    $36,400
    good price
    $1,237 below market
    • 30,135 miles
    • No accidents, 1 owner, rental vehicle
    • 8 Seats, 21 City / 28 Hwy MPG
    • Al Piemonte Nissan (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Melrose Park, IL / 18 miles away from Deerfield, 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

  • $31,550
    good price
    $1,845 below market
    • 44,188 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • iDrive Motor Sports (24 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Berwyn, IL / 24 miles away from Deerfield, 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

  • $44,998
    fair price
    $908 above market
    • 15,422 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Golf Mill Ford (9 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Niles, IL / 9 miles away from Deerfield, IL

    2023 Toyota Highlander XSE Midnight Black Metallic AWD 4D Sport Utility2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticClean CAR...

    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: 5TDKDRBH3PS519930
    Stock: X15026
    Certified Pre-Owned: No
    Listed since: 04-22-2025

  • New Listing
    $17,494
    good price
    $1,024 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 (18 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elmhurst, IL / 18 miles away from Deerfield, 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 10381 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

Showing 1 - 21 out of 1,109 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.