Skip to FiltersReport abuse
1,320 listings
- Price Drop$17,491good price$2,005 below market
- 123,627 miles
- 1 accident, 3 owners, personal use
- 6cyl automatic
- Liberty Auto Plaza Volkswagen (31 mi away)
Close
Located in Libertyville, IL / 31 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: 5TDJKRFH5GS351901
Stock: 45139A
Certified Pre-Owned: No
Listed since: 04-18-2025 - $25,204fair price$297 below market
- 70,605 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Simotes Motor Sales & Service (44 mi away)
Close
Located in Minooka, IL / 44 miles away from Chicago, IL
**Please call or text to confirm availability or if you have any questions! - 815 353 4890** **Honest Pricing** We have NO HIDDEN FEES! Many dealers a...
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: Yes
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH8GS343756
Stock: S343756
Certified Pre-Owned: No
Listed since: 01-02-2025 - Price Drop$20,489fair price$248 above market
- 117,285 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Driveway (83 mi away)
- Home delivery*
Close
Located in Waukesha,, WI / 83 miles away from Chicago, IL
CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite R...
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: 5TDJKRFH0GS268988
Stock: GS268988P
Certified Pre-Owned: No - $20,997fair price$471 above market
- 122,061 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Umansky Toyota (87 mi away)
Close
Located in Milwaukee, WI / 87 miles away from Chicago, IL
Experience power, style, and versatility with the 2016 Toyota Highlander, now available at Umansky Toyota in Milwaukee, Wisconsin. Dressed in a bold M...
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: 5TDDKRFH4GS277688
Stock: T67040A
Certified Pre-Owned: No
Listed since: 04-18-2025 - 68,048 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax Merrillville (33 mi away)
Close
Located in Merrillville, IN / 33 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDZKRFH0GS177240
Stock: 26966799
Certified Pre-Owned: No- Price Drop
- 63,784 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- CarMax Tinley Park (25 mi away)
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: 5TDDKRFH9GS277685
Stock: 27245602
Certified Pre-Owned: No - New Listing$13,995great price$1,180 below market
- 170,210 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Elgin Hyundai (31 mi away)
- Home delivery*Five Star Dealer
Close
Located in Bartlett, IL / 31 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: 5TDJKRFH8FS166546
Stock: DH22431A
Certified Pre-Owned: No
Listed since: 04-24-2025 - $20,700good price$683 below market
- 110,077 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Wilkins Mazda (16 mi away)
Close
Located in Elmhurst, IL / 16 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH2HS430391
Stock: M16268A
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$20,895fair price$1,087 below market
- 94,312 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Schaumburg Toyota (27 mi away)
- Home delivery*
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 - Price Drop$21,900fair price$77 below market
- 95,503 miles
- No accidents, 3 owners, personal use only
- 6cyl automatic
- Ed Napleton's Kia Of Elmhurst (17 mi away)
- Home delivery*
Close
Located in Elmhurst, IL / 17 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH2HS484225
Stock: A24900B
Certified Pre-Owned: No
Listed since: 04-08-2025 - $18,990fair price$66 below market
- 112,478 miles
- No accidents, 2 owners, personal use
- 6cyl automatic
- Car City (28 mi away)
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$20,990fair price$142 below market
- 83,401 miles
- No accidents, 2 owners, personal use only
- 6cyl automatic
- Carvana - Chicago (41 mi away)
- Home delivery*
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 - $17,955fair price$444 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
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 - New Listing$15,995fair price$96 below market
- 156,224 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Ed Napleton's Kia Of Elmhurst (17 mi away)
- Home delivery*
Close
Located in Elmhurst, IL / 17 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: 5TDJKRFH1FS105202
Stock: PKC15577
Certified Pre-Owned: No
Listed since: 04-21-2025 - Price Drop$18,958good price$818 below market
- 101,572 miles
- 2 accidents, 1 owner, personal use only
- 6cyl automatic
- Napleton Honda Morton Grove (14 mi away)
Close
Located in Morton Grove, IL / 14 miles away from Chicago, IL
New Price! One owner car, Great service records, take another look, Local trade-in, Nonsmoker's car, Navigation System.Buy the Napleton way! Your b...
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$18,800fair price$71 below market
- 120,417 miles
- 6cyl automatic
- Lexus of Milwaukee (87 mi away)
Close
Located in Milwaukee, WI / 87 miles away from Chicago, IL
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH7FS137684
Stock: PAB7945
Certified Pre-Owned: No
Listed since: 04-03-2025 - Price Drop$19,750fair price$64 above market
- 95,846 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- BMW of Orland Park (24 mi away)
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 - $22,812fair price$288 below market
- 83,141 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Lexus of Orland (22 mi away)
Close
Located in Orland Park, IL / 22 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH6HS473731
Stock: LX06181
Certified Pre-Owned: No
Listed since: 04-18-2025 - Price Drop
- 73,753 miles
- No accidents, 1 owner, personal use only
- 6cyl automatic
- Carvana - Chicago (41 mi away)
- Home delivery*
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH8HS405637
Stock: 2003555777
Certified Pre-Owned: No
Listed since: 03-08-2025 - Price Drop$18,572fair price$339 above market
- 124,782 miles
- 1 accident, 1 owner, personal use only
- 6cyl automatic
- Zeigler Subaru of Kenosha (50 mi away)
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 - 106,727 miles
- No accidents, 4 owners, personal use only
- 6cyl automatic
- CarMax Tinley Park (25 mi away)
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
Showing 1 - 21 out of 1,320 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Lexus in Toyota Clothing (with sportier handling)
Thomas from Westchester Cty, NY, 07/31/2016
2016 Toyota Highlander Limited Platinum 4dr SUV AWD (3.5L 6cyl 6A)
Pros: Rock solid look, feel and handling. Calm-instilling, smooth, quiet ride. Sensible, simple, intuitive controls. Luxury car look, feel and performance at a below-luxury price and with lower cost regular fuel! Safe, effective all wheel drive and active safety systems. Cons: Smaller than ideal cargo space. Very tight third row -- for young children or emergency, short trips only. … Lane departure sensor is a little too sensitive. Navigation slightly less intuitive and useful than other controls and systems in this vehicle and than navigation systems in other vehicles and after-market or cell phone based systems. Overall: An easy 5 out of 5 stars! This vehicle should be on anyone's list for a mid-size SUV with a third row seat. There is a wide variety of option levels with corresponding wide variety in cost so it can fit into many budgets whether you choose the top end to compete with luxury vehicles as we ultimately did or a "lower" level which can compete with almost any but the smallest, compact SUVs on price (which we also considered).
Used 2016 Toyota Highlander in Chicago, IL Values
Estimated values
2016 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 6A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $16,975 | $20,454 | $22,917 |
| Clean | $16,244 | $19,545 | $21,867 |
| Average | $15,024 | $18,029 | $20,116 |
| Rough | $13,439 | $16,058 | $17,840 |
The average list price of a used 2016 Toyota Highlander in Chicago, Illinois is $20,737. The average mileage on a used Toyota Highlander 2016 for sale in Chicago, Illinois is 106,311. Based on the average mileage of 106,311 for used 2016 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 2016 in Chicago, Illinois to be $15,024.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.