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1,209 listings
  • New Listing
    $18,995
    fair price
    $60 above market
    • 113,009 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Driveway (80 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in West Allis, WI / 80 miles away from Chicago, IL

    CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH3ES061831
    Stock: M92333
    Certified Pre-Owned: No

  • Price Drop
    $20,895
    fair price
    $1,068 below market
    • 94,312 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Schaumburg Toyota (27 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Schaumburg, IL / 27 miles away from Chicago, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH9FS213354
    Stock: 251093A
    Certified Pre-Owned: No
    Listed since: 04-13-2025

  • $18,990
    fair price
    $80 below market
    • 112,478 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • Car City (28 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Palatine, IL / 28 miles away from Chicago, IL

    CLEAN CARFAX!!!! LOW MILES!!! FULLY LOADED!!! XLE-PACKAGE!!! 3RD ROW REMOVABLE SEATS, 4WD, 3.3L V-6, WELL-MAINTAINED, LOOKS & DRIVES GREAT, EXTRA...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH6FS143069
    Stock: 6008
    Certified Pre-Owned: No

  • New Listing
    $20,990
    fair price
    $143 below market
    • 83,401 miles
    • No accidents, 2 owners, personal use only
    • 6cyl automatic
    • Carvana - Chicago (41 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 41 miles away from Chicago, IL

    At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH6FS172393
    Stock: 2003367166
    Certified Pre-Owned: No
    Listed since: 12-19-2024

  • New Listing
    $17,955
    fair price
    $595 below market
    • 138,674 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • AutoNation Toyota Libertyville (31 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Libertyville, IL / 31 miles away from Chicago, IL

    Panoramic RoofLeather SeatsNavigation System3rd Row SeatSpecial ColorKeyless StartRear SpoilerCooled Front Seat(S)Chrome Wheels50 State Emiss...

    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: 5TDDKRFH6FS086496
    Stock: FS086496
    Certified Pre-Owned: No
    Listed since: 04-19-2025

  • $19,448
    fair price
    $357 below market
    • 101,572 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • Napleton Honda Morton Grove (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Morton Grove, IL / 14 miles away from Chicago, IL

    One owner car, Great service records, take another look, Local trade-in, Nonsmoker's car, Navigation System.Buy the Napleton way! Your business is ...

    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: 5TDJKRFH3FS138282
    Stock: H64753A
    Certified Pre-Owned: No
    Listed since: 01-31-2025

  • New Listing
    $15,995
    fair price
    $134 below market
    • 156,224 miles
    • 6cyl automatic
    • Ed Napleton's Kia Of Elmhurst (17 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Elmhurst, IL / 17 miles away from Chicago, IL

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH1FS105202
    Stock: PKC15577
    Certified Pre-Owned: No
    Listed since: 04-21-2025

  • Price Drop
    $19,750
    fair price
    $39 above market
    • 95,846 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • BMW of Orland Park (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

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

    2015 Toyota Highlander XLE V6 HEATED FRONT SEATS, LOCAL TRADE, NAVIGATION, ONE OWNER, REAR CAMERA, SATELLITE RADIO, SUNROOF/MOONROOF, LOW LOW MILES, A...

    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: 5TDJKRFH9FS209369
    Stock: BF5819A
    Certified Pre-Owned: No
    Listed since: 03-31-2025

  • Price Drop
    $18,572
    fair price
    $283 above market
    • 124,782 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Zeigler Subaru of Kenosha (50 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Kenosha, WI / 50 miles away from Chicago, 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: 5TDJKRFH4FS189211
    Stock: S18788A
    Certified Pre-Owned: No
    Listed since: 03-04-2025

    • 118,931 miles
    • No accidents, 3 owners, personal use
    • 6cyl automatic
    • CarMax Hillside (Eisenhower Expy) (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Hillside, IL / 14 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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: 5TDDK3EH9DS260539
    Stock: 26712784
    Certified Pre-Owned: No

  • New Listing
    • 116,769 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • CarMax Naperville (30 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Naperville, IL / 30 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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: 5TDBK3EH5DS229277
    Stock: 27344091
    Certified Pre-Owned: No

    • 106,727 miles
    • No accidents, 4 owners, personal use only
    • 6cyl automatic
    • CarMax Tinley Park (25 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Tinley Park, IL / 25 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH0FS219463
    Stock: 26715035
    Certified Pre-Owned: No

    • 119,813 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • CarMax Hillside (Eisenhower Expy) (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Power Driver Seat
    Close

    Located in Hillside, IL / 14 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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: 5TDBKRFH0FS220958
    Stock: 26862843
    Certified Pre-Owned: No

    • 95,858 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • CarMax Schaumburg (25 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Schaumburg, IL / 25 miles away from Chicago, IL

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    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: 5TDYK3EH1DS118817
    Stock: 27146445
    Certified Pre-Owned: No

  • Price Drop
    • 68,207 miles
    • 2 accidents, 1 owner, personal use only
    • 6cyl automatic
    • Muller Honda of Gurnee (39 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Gurnee, IL / 39 miles away from Chicago, 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: 5TDDKRFH1FS192922
    Stock: H60603A
    Certified Pre-Owned: No
    Listed since: 04-12-2025

  • Price Drop
    $10,650
    great price
    $3,396 below market
    • 182,401 miles
    • 1 accident, 2 owners, personal use only
    • 6cyl automatic
    • Newark Rides (54 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Newark, IL / 54 miles away from Chicago, 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: 5TDDKRFH9ES048307
    Stock: 104131
    Certified Pre-Owned: No
    Listed since: 03-09-2025

  • New Listing
    Stock photo**
    • 170,210 miles
    • 6cyl automatic
    • Elgin Hyundai (31 mi away)
    • Home delivery*Five Star Dealer
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Bartlett, IL / 31 miles away from Chicago, IL

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH8FS166546
    Stock: DH22431A
    Certified Pre-Owned: No
    Listed since: 04-24-2025

  • $11,000
    great price
    $1,692 below market
    • 198,521 miles
    • No accidents, 2 owners, personal use
    • 6cyl automatic
    • St Charles Toyota (33 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Saint Charles, IL / 33 miles away from Chicago, 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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDJKRFH0ES047016
    Stock: 49523A-648
    Certified Pre-Owned: No
    Listed since: 11-20-2024

  • Price Drop
    $13,495
    great price
    $3,045 below market
    • 146,861 miles
    • 1 accident, 1 owner, personal use
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Ramsey, NJ / 700 miles away from Chicago, IL

    3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Entertainment System,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite Radio,Sun...

    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: 5TDJKRFH5ES026551
    Stock: S3016181A
    Certified Pre-Owned: No

    • 159,140 miles
    • No accidents, 1 owner, personal use only
    • 6cyl automatic
    • Driveway (In-stock online)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Houston, TX / 947 miles away from Chicago, IL

    Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite Radio,Sunroof / Moon...

    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:

    21 Combined MPG (19 City/25 Highway)

    Listing Information:

    VIN: 5TDKKRFH0ES004820
    Stock: ES004820A
    Certified Pre-Owned: No

  • $15,333
    fair price
    $777 below market
    • 145,620 miles
    • 1 accident, 1 owner, personal use only
    • 6cyl automatic
    • Autobarn Subaru of Countryside (14 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Countryside, IL / 14 miles away from Chicago, 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: 5TDJKRFH9ES020610
    Stock: CS36623A
    Certified Pre-Owned: No
    Listed since: 03-13-2025

Showing 1 - 21 out of 1,209 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4.3 out of 5 stars59 Reviews
Write a vehicle reviewSee all 59 reviews
  • 5 star
    (58%)
  • 4 star
    (31%)
  • 3 star
    (8%)
  • 2 star
    (2%)
  • 1 star
    (2%)
4.75 out of 5 stars

Quiet and comfortable

albanyew, 03/03/2014
2014 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 6A)
I purchased the 2014 Highlander after owning a 2006 model for eight years and 130K miles, with minimal problems. The 2006 was a hybrid, and I miss the better MPG, but without a tax credit I couldn't justify the additional $12K (2014 hybrids only come in the highest trim levels). I'm 6'3", and the new model is just enough bigger inside to sleep in comfortably with the second and third … rows down. I'm a conservative driver, and so far (1900 miles) I'm getting 20.6 mpg overall; when it's time for a tire change, Michelins with lower rolling resistance may add a mile or two. The steering is more responsive than the previous model.
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Used 2014 Toyota Highlander in Chicago, IL Values

Estimated values
2014 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 6A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$13,271$16,824$19,013
Clean$12,608$15,932$17,949
Average$11,503$14,447$16,176
Rough$10,066$12,515$13,871

The average list price of a used 2014 Toyota Highlander in Chicago, Illinois is $18,198. The average mileage on a used Toyota Highlander 2014 for sale in Chicago, Illinois is 126,160. Based on the average mileage of 126,160 for used 2014 Toyota Highlander for sale in Chicago, IL and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2014 in Chicago, Illinois to be $11,503.

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