Skip to FiltersReport abuse
1,477 listings
- New Listing$31,694great price$3,719 below market
- 31,212 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Pauly Toyota (41 mi away)
Close
Located in Crystal Lake, IL / 41 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: 5TDDZRFH1KS980654
Stock: XX7502
Certified Pre-Owned: Yes
Listed since: 07-29-2025 - $20,981good price$1,225 below market
- 138,514 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Murgado Ford of Chicago (4 mi away)
Close
Located in Chicago, IL / 4 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: 5TDJZRFH0KS960110
Stock: FB07005A
Certified Pre-Owned: No
Listed since: 06-26-2025 - $22,990good price$745 below market
- 110,269 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- 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: 5TDJZRFH6KS610061
Stock: 2003831711
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$16,999fair price$275 above market
- 183,439 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Your Choice Autos - Waukegan (34 mi away)
Close
Located in Waukegan, IL / 34 miles away from Chicago, 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 - Price Drop$25,377good price$1,504 below market
- 84,094 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Antioch Chrysler Dodge Jeep Ram (47 mi away)
Close
Located in Antioch, IL / 47 miles away from Chicago, IL
**BLUETOOTH**, **REARVIEW CAMERA**, **AWD**, *** FULLY SERVICED & DETAILED ***, *** SHARP LOOKING SUV ***, *** ROOF RACK ***, AWD, ABS brakes, Active ...
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: 5TDJZRFH6KS577756
Stock: 20849U
Certified Pre-Owned: No
Listed since: 07-12-2025 - Price Drop$24,990fair price$336 below market
- 91,775 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- 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: 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH9KS566833
Stock: 2003662121
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop$23,900fair price$371 below market
- 93,818 miles
- 1 accident, 2 owners, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- International Subaru (22 mi away)
Close
Located in Tinley Park, IL / 22 miles away from Chicago, IL
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH5KS560242
Stock: KS560242
Certified Pre-Owned: No
Listed since: 07-16-2025 - New Listing$27,649fair price$506 below market
- 66,609 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Autos of Chicago (23 mi away)
Close
Located in Arlington Heights, IL / 23 miles away from Chicago, IL
*  Exclusive Deals For Limited Time *   * HOME OF THE NO HAGGLE PRICE *    * We work with all types of credit *     Low Rates! (On Approved Cred...
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: 5TDJZRFH3KS569971
Stock: 3914A
Certified Pre-Owned: No
Listed since: 08-02-2025 - Price Drop$25,990fair price$345 above market
- 86,929 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- 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: 5TDJZRFH9KS621037
Stock: 2003689087
Certified Pre-Owned: No
Listed since: 05-22-2025 - New Listing$20,353fair price$272 above market
- 167,189 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 26 Hwy MPG
- Umansky Toyota (87 mi away)
Close
Located in Milwaukee, WI / 87 miles away from Chicago, IL
Comfortable, capable, and family-ready—the 2019 Toyota Highlander XLE is available now at Umansky Toyota in Milwaukee, Wisconsin. Finished in Predawn ...
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: 5TDJZRFH3KS572269
Stock: T31602A
Certified Pre-Owned: No
Listed since: 08-01-2025 - $29,345fair price$593 above market
- 77,686 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Autos of Chicago (23 mi away)
Close
Located in Arlington Heights, IL / 23 miles away from Chicago, IL
*  Exclusive Deals For Limited Time *   * HOME OF THE NO HAGGLE PRICE *    * We work with all types of credit *     Low Rates! (On Approved Cred...
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: 5TDDZRFH4KS710933
Stock: 4197
Certified Pre-Owned: No
Listed since: 07-21-2025 - 94,122 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Car City (28 mi away)
Close
Located in Palatine, IL / 28 miles away from Chicago, IL
2019 Toyota Highlander XLE AWD 1 Owner Clean Carfax Technology Package Fully LoadedAvailable at Car City Inc 2232 N Rand Rd, Palatine, IL 60074Ca...
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: 5TDJZRFH7KS586496
Stock: 6206
Certified Pre-Owned: No- 88,479 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Glencoe (Edens Expy) (18 mi away)
Close
Located in Glencoe, IL / 18 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH9KS943743
Stock: 27351029
Certified Pre-Owned: No- New Listing$25,662fair price$134 above market
- 99,514 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Pauly Toyota (41 mi away)
Close
Located in Crystal Lake, IL / 41 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: 5TDJZRFH5KS982832
Stock: 40340A
Certified Pre-Owned: Yes
Listed since: 07-30-2025 - 94,798 miles
- 2 accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Highland DriveTime (26 mi away)
Close
Located in Highland, IN / 26 miles away from Chicago, IL
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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: 5TDJZRFH6KS701847
Stock: 1770016734
Certified Pre-Owned: No
Listed since: 07-29-2025- $24,195fair price$121 above market
- 64,553 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 20 City / 24 Hwy MPG
- Midway Autohaus (12 mi away)
Close
Located in Bridgeview, IL / 12 miles away from Chicago, 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:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH3KS051580
Stock: 27056
Certified Pre-Owned: No - $25,998good price$1,055 below market
- 99,924 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Umansky Chevrolet (87 mi away)
Close
Located in Glendale, WI / 87 miles away from Chicago, IL
Command the road in this versatile and family-friendly AWD 2020 Toyota Highlander XLE, now available at Umansky Chevrolet Milwaukee. Featuring a bold ...
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: 5TDGZRBH7LS048687
Stock: P48687
Certified Pre-Owned: No
Listed since: 06-19-2025 - $19,333fair price$550 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)
Close
Located in Countryside, IL / 14 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: 5TDJZRFH1JS862525
Stock: P8796A
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$29,977fair price$571 above market
- 67,827 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Woodfield Lexus (25 mi away)
- Home delivery*
Close
Located in Schaumburg, IL / 25 miles away from Chicago, 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 - $29,808fair price$596 below market
- 87,357 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Lexus of Orland (22 mi away)
Close
Located in Orland Park, IL / 22 miles away from Chicago, IL
Blizzard Pearl 2020 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC NAVIGATION!, LOCAL TRADE!, GREAT VEHICLE HISTORY!, PARK ASSIST, BACK ...
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: 5TDDZRBH5LS003993
Stock: LX07821
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$34,590good price$1,698 below market
- 63,058 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH6LS021329
Stock: 2003788931
Certified Pre-Owned: No
Listed since: 06-06-2025
Showing 1 - 21 out of 1,477 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Quiet and Comfortable
Stan, 11/05/2019
2019 Toyota Highlander LE Plus 4dr SUV AWD (3.5L 6cyl 8A)
We purchased a new 2019 Toyota Highlander LE Plus. We're enjoying the vehicle a great deal. We find it quiet ( the V-6 engine,and the low wind and road noise), with comfortable seats, both in front and the second row. We will seldom use the small third row seats, and with them folded down there is a lot of cargo room.
The body is tight and solid - rattle free- a big deal to me … in terms of enjoyment while driving. The ride is supple and reminds us of higher end vehicles. Our LE+ does not have "navigation", which caused so many complaints earlier this year, and we find all the other electronic "gadgets" working as designed. We are 83 years old, and fail to see the need of so many hidden features which require a very steep learning curve. The owners manual of hundreds of pages does little to clearly show and explain how to use them, and is filled with pages of useless instruction about dangers to life and limb if you operated the vehicle incorrectly. Instructions on how to access the multiple options often are so lacking in detail as to be useless. I find myself calling the dealership continually for tutorials, and I have a Master's degree!!
But the vehicle itself appears to be of high quality. On the highway at moderate speeds (65 - 70 max) the gas mileage is around 30 - 31, a pleasant surprise.
Long term reliability, or course, remains to be seen, but we anticipate a long and useful life.
Update: After 6 months and 4400 miles, the initial review still stands, and in addition I'd like to add that following a wheel alignment the stability and "going the way it's pointed" is much improved. I enjoy that, especially on longer trips. It's really a delight to drive only minimal steering corrections. I was a bit optimistic about gas mileage. It's about 28 at steady 65-70 mph, and about 19 around town. At a steady 80 it delivers 26mp gallon. Still a 5 star rating with me. Update: We've owned the vehicle a year now, with 10000+ miles on it, and it's "ditto" everything above. I have had two trips with 65-70 mph cruising speeds and obtained 30 mpg!! Very happy. Update: Now just two years old, with 18000 miles. "Ditto" to all the above. Absolutely love it. Still tight and solid, and can't overstate my enjoyment of the stable "goes where you point" it without steering corrections, trait.
Used 2019 Toyota Highlander in Chicago, IL Values
Estimated values
2019 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $23,742 | $26,178 | $28,343 |
| Clean | $23,019 | $25,373 | $27,464 |
| Average | $21,813 | $24,032 | $26,000 |
| Rough | $20,245 | $22,289 | $24,096 |
The average list price of a used 2019 Toyota Highlander in Chicago, Illinois is $25,739. The average mileage on a used Toyota Highlander 2019 for sale in Chicago, Illinois is 96,942. Based on the average mileage of 96,942 for used 2019 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 2019 in Chicago, Illinois to be $21,813.
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.