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Used
Toyota Highlander SUVs
for sale
near
Winnetka, IL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2019 Toyota Highlander LE Plus
Vehicle information
Features
Reviews
We were looking at options for a family car, and Sam was
We were looking at options for a family car, and Sam was incredibly helpful He took the time to explain everything in detail and walked us through the different options available. The service we received was excellent thank you, Sam.
A great riding SUV and very reliable.
I traded in my 2016 RAV4 Limited for the Highlander XLE. Primarily for the ride. We had to give up some features such as seat positioning and closeness sensors available on the Rav4. The 2019 Highlander has a V6 that is well reported on and gives us the performance we need. Our ride has definitely improved on the Highlander.






Used
2013 Toyota Highlander Limited






Used
2017 Toyota Highlander LE
Vehicle information
Features
Reviews
Prompt and courteous reply to my inquiries.
Prompt and courteous reply to my inquiries. Remained in contact but not pushy... good balance. Good 'dealer-sense' and manners.
Highlander-roomy, easy to drive and dependable!
I've always loved the look and feel of a Toyota Highlander. But I never thought I could afford one. I found my Highlander at Alton Toyota, Alton, Il. and fell in love. I asked about the price and I couldn't believe it was right in my price range. I test drove it and it was love at first drive. Everyone from the Sales-person, finance and even the Technicians. were friendly, helpful and answered all my questions. They even went above and beyond making sure I got the best loan that fit me. I love my highlander and just got back from Myrtle Beach SC, driving round trip. It is so fun to drive and all the room is unbelievable. I highly recommend both the highlander and Alton Toyota dealership!






Used
2022 Toyota Highlander XLE
Vehicle information
Features
Reviews
Excellent customer service, Andy was one of the best
Excellent customer service, Andy was one of the best sales guys I’ve ever worked with. Knowledgeable, listened to my needs, and helped me get the perfect car. Couldn’t recommend him enough.
Exceptional JRCastillo
JR Castillo - Toyota North Austin got in the perfect vehicle. It fits my whole family. It has space for my soccer mom items. The quality and care provided to me by JR was exceptional! The whole experience was like a ride on the park, easy with JR.






Used
2020 Toyota Highlander Platinum
Vehicle information
Features
Reviews
Very professional and helpful.
Very professional and helpful. Also, the salesperson was very helpful and accommodating. I'm happy to recommend!
Great 3-row hybrid.
Great 3-row hybrid. Very reliable. Very comfortable. Lots of cargo space, especially with the third row seat down. Put down the second row and cargo space is enormous. Good gas mileage for a 6-cylinder. Nice pick-up for an SUV. Would definitely buy another Highlander






Used
2021 Toyota Highlander XLE
Vehicle information
Features
Reviews
Great Service
Roger was very attentive and helpful to me. He made sure to address all of my questions, too. The service was fast and efficient. Thank you, Roger!
We switched from 4Runner to Highlander!
We switched from 4Runner to Highlander! Many years of Toyota loyalty in our family. Camrys to Tacoma’s we have had them all. I stole my wife’s 4Runner away from her and replaced it with a 2021 Highlander XSE. It’s been awesome. Bought it brand new. We just hit 65k. We drive from northern Idaho to Scottsdale Az all year and at anytime. Yes, anytime. AWD Snowmobile. It’s awesome in the snow! 22-28 MPG on the Hwy. For those worried about driving a wagon looking vessel around that does not have the great looks of the 4Runner? Don’t worry about it. The XSE has a great looking front end. The XSE Model handles great and boogies. Yes, it’s quick and drives like a sports car. Well, it handles well not quite a sports car. Don’t get the regular Highlander. XSE looks different, has the JBL stereo and drives great. AWD with a Snow Mode. Oh, and it had a third row for little ones. Reliability - been amazing. Zero issues.






Used
2016 Toyota Highlander XLE
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Reviews
Great customer service.
Bought a car on Wednesday night noticed the brake light was out. Told me to bring it back on Monday and they would take care of it. Did the oh I am in a cabin filter and even filled it up. Will shop again.
Excellent Value
We looked at several SUVs while shopping around and kept coming back to the Highlander. It is a Highlander Limited AWD Platinum Edition. We could not be more pleased with this vehicle
Used
2024 Toyota Highlander XSE
Vehicle information
Features
Reviews
I just purchased a Chevy Suburban from Hertz Car Sales in
I just purchased a Chevy Suburban from Hertz Car Sales in Des Plaines Illinois. it was a great all around experience. Rocco was my sales representative and he did everything that i asked. He was responsive and my the whole experience very easy. Len was the sales manager who handled all of my paperwork and that could not have been easier. I would recommend this dealer to all of my friends. A very easy experience




Used
2022 Toyota Highlander XLE
Vehicle information
Features
Reviews
I was from out of town and found a vehicle listing online
I was from out of town and found a vehicle listing online for a used 4runner at classic Toyota. I reached out and worked with Charlie who was super responsive and helpful! The vehicle was a popular vehicle that had several people interested. He was very patient as I asked for photos, videos, and regularly bugged him about the status of the vehicle. I ended up being able to buy it! The transaction went very smoothly and I'm very happy with the car. They didn't try to add a million additional fees. Just the cost of the vehicle and a standard doc fee (always included in car sales). The car was very clean, in good shape and had a full tank when I left the dealership! I'd definitely consider buying from classic Toyota and would happily work with Charlie again as well!
You can"t go wrong with Toyota!
We have the 2022 Limited edition. Love the heated and cooled leather seats, very comfortable. Overall vehicle is very quiet, except on concrete roadway surfaces. The rain sensing wipers don't function as well as the ones we had on our 2019 Rav4. I will say, the 3rd row seats are for young kids or very small flexible adults. Also, front doors need more of an arm rest higher up on the doors. The tri zone heat and cooling is great. I like how the adaptive cruise will even slow you down some when entering curves. The 11 speaker JBL sound system is very good. Overall, the negatives listed are fairly minor issues, because we really enjoy this vehicle and the features. I am disappointed that Toyota will not be offering the v-6 in 2023. I much prefer the smoothness and power and torque curve of the 6 versus the turbo 4. The 8 speed transmission is butter smooth, although the kickdown response could be improved. This is our 4th Toyota and will keep coming back because of the higher quality standards and overall reliability. Also, Toyota seems to listen to customers better and making adjustments or corrections better than a lot of the other auto makers.






Used
2022 Toyota Highlander LE
Vehicle information
Features
Reviews
I just purchased a car from Castle Hyundai of Oak Lawn,
I just purchased a car from Castle Hyundai of Oak Lawn, and I couldn’t be more grateful for the experience. From start to finish, the team showed true professionalism, care, and integrity—qualities that can be hard to come by in the car-buying world. Now I truly understand what they mean when they say “Drive Happy!” Jim (Sales Manager), Nick (Sales Consultant), Brennan (Internet Representative), and John (Finance Manager) were an absolute pleasure to work with. They went above and beyond to make sure I felt informed, respected, and supported throughout the process. They were transparent, never pushy, and always willing to answer my (many!) questions with patience and honesty. It was clear that they genuinely cared—about the car, the deal, and most importantly, about me as a customer. They didn’t just meet expectations - they exceeded them. The entire process was smooth, respectful, and even enjoyable. These are good people who take pride in doing right by others. Thank you to everyone at Castle Hyundai of Oak Lawn—you didn’t just help me get a great car, you made the whole experience one to remember. You went the extra mile (pun absolutely intended) and because of you, I now Drive Happy!
Bass I dont want - 2022 platinum hybrid road noise
I bought a brand new Toyota Highlander platinum hybrid, 2022. I’ve owned Mercedes and a whole bunch of other cars but the noise from this literally hurts my ears. Really sucks because I wanted to keep this car forever but now I wanna get rid of it because the low bassy vibration is absolutely terrible. I have seen some people talking about a foot to radiator seal, hoping that might help. I want to fix this but its some serious xxxxxxxx. I like bass but this suckd toyota… 😢






Used
2015 Toyota Highlander XLE
Vehicle information
Features
Reviews
I had a very amazing experience and I love my new
I had a very amazing experience and I love my new Cadillac XT5 Luxury SUV!!!!
2015 highlander limited.
2015 highlander limited. Its very smooth , the seat/mirror memory buttons are great , the auto high beams are awesome. Its easy to maintain, all the fluids and breaks etc are very easy to service right in the driveway. It has the 6 speed transmission that is known to be very reliable (unlike the 8spd trans that toyota came out with in 2017)
Used
2012 Toyota Highlander Limited
Vehicle information
Features
Reviews
Solid reliable SUV
Bought the '12 used with 30k miles on it 9 years ago. It now has 187k and is running great. Regular oil changes and typical maintenance, brakes, tires, etc. The AC did go last year and was fixed. Car is plenty cargo spacious and has been used to move many items, furniture, building materials etc. The only thing I'd like better from it is brighter headlights. If a HIghlander has been maintained I'd not hesitate to pick up a higher mileage used one and expect many more miles.






Used
2019 Toyota Highlander SE
Vehicle information
Features
Reviews
I had a wonderful and enjoyable experience purchasing a
I had a wonderful and enjoyable experience purchasing a car with Auto Park Imports. The team was proffesional and efficient, couldn’t be happier with the experience.
Great value for the money
Overall very good and reliable vehicle for the money. Not the most comfortable, stylish, or best on fuel but for the price i dont think you can find better






Used
2009 Toyota Highlander Limited
Vehicle information
Features
Reviews
Nice xars -nice service-Okay prices.
Nice xars -nice service-Okay prices.the cars were clean.to me some were over priced
Perfect Vehicle!
I have 212k miles and it still drives great and looks good. Only needed all the regular maintenance. Size is perfect. Love the back up camera and Bluetooth.






Used
2021 Toyota Highlander LE
Vehicle information
Features
Reviews
Went to this place and got me a New vehicle and let me
Went to this place and got me a New vehicle and let me tell you Itzel And Myra was A Great Help They made sure They helped me with great insurance as well I recommend this place and these lovely ladies
Luxurious
Luxurious is how I would describe this car! Smooth ride, efficient and a great looking vehicle! It has plenty of room and pretty cool features as well. I live this car and highly recommend it!






Used
2022 Toyota Highlander XSE
Vehicle information
Features
Reviews
My rear bumper is damaged with my 2002 silver Honda
My rear bumper is damaged with my 2002 silver Honda Accord. I’m thinking about selling my car and buying myself a new car.
The 2022 Toyota Highlander is great and roomy
My 2022 Highlander is a great car. It is very roomy and comfortable with a lot of safety features. The back seat is very comfortable






Vehicle information
Features
Reviews
We purchased a car from Dart Motors for our daughter.
We purchased a car from Dart Motors for our daughter. We walked in, they let her drive whatever she wanted & were very pleasant to deal with, not like your typical used car salesman that stalks you on the lot. They had no problem with us taking it to our mechanic to have it checked out. It coded on a few items & they repaired those items & even items that we didn’t ask them to fix. They also give a 3 month power train warranty as a bonus as a standard practice. The paperwork process only took an hour. They are wonderful here. They really care & they have some pretty cool cars. It was a pleasure working with them. We will consider them 1st on our next purchase. We appreciate you Dart Motors!
Love it so far
I bought my 2022 Highlander SE in November 2021 when selections were limited. It was not my first pick after researching and not my preferred color. I financed outside of Toyota and received a much better interest rate and my credit union said I was paying more than a reasonable price. But I was desperate and needed to new vehicle. I will see if the resale value keeps up with current value. So far it has performed well with a slight exception for the all wheel disk brakes. Sometimes I hear noises from the rear when backing out of my driveway when applying brake pressure. Also braking while driving seems a little soft and squirrelly. Just doesn’t feel quite right. The technology options are too numerous to mention and still learning but love the blind spot notification features. Fuel mileage is good compared to my V8 but performance is lacking even with sport drive feature selected. And in reference to one of the other reviews, the console storage is deep but too narrow. Overall I am enjoying my Highlander very much. I haven’t made a road trip in it yet so we will see. I can say it is a great family vehicle for short trips around town where a lot of start stops occur.






Used
2021 Toyota Highlander XSE
Vehicle information
Features
Reviews
Toyota Highlander 2021
This car is like no other car I have driven. It is so smooth, very quiet, and very comfortable. Plenty of room sitting or cargo room






Vehicle information
Features
Reviews
Best car for road trips with family.
Best reliable car around Toyota Highlander 2019. Great all road trips. Spaces and plenty of room for everyone. Bars inside seat for car seats to connect to keep baby safe. I have bought 3 Highlanders and loved everyone.






Used
2019 Toyota Highlander LE Plus
Vehicle information
Features
Reviews
It's an enjoyable vehicle and with top-notch comfo
All-round is a very comfortable and reliable car which is good for commute, transportation and having fun with ur family with space for cargo and people






Used
2018 Toyota Highlander LE Plus
Vehicle information
Features
Reviews
Nice Subaru
Recently bought a 2017 Subaru from this dealership! Had a great buying experience! Andrei was great and his entire team were very friendly! Highly recommend them!
Large doors and front seats.
Large doors and front seats. Easy to get in and out. You have to pull past the protective bollard at the gas pump as to not ding the edge of the door. A lot of safety bells and whistles for an older car. Can tow with the best and high enough to take fishing and hunting. Good power. Feels safe in winter driving with in reason. If it gets icy or the snow gets over 5” I stay home. Operational noise is not annoying even when pulling into traffic or down shifting going up a steep hill. It gets almost 21 miles per gallon. I have no intention of spending thousands more on a vehicle to get better gas mileage. It’s paid off. I’m retired and put about 8000 miles a year on it. It still runs like new. I would love to keep it as long as I can. It also can haul pretty much everything I need.
Toyota Highlander prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Toyota Highlander | $40,998 | 1 Good deal |
2024 Toyota Highlander | $33,790 | 3 Good deals |
2023 Toyota Highlander | $27,990 | 19 Good deals |
2022 Toyota Highlander | $26,990 | 8 Great deals |
2021 Toyota Highlander | $24,495 | 21 Good deals |
2019 Toyota Highlander | $19,999 | 16 Good deals |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
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