Used Toyota Highlander for sale near Pleasant Prairie, WI under $899,990

Autos of Chicago made the entire purchasing experience simple and comfortable. The staff was polite, informative, and truly focused on helping me choose the right vehicle. Everything was explained clearly, and there were no hidden surprises. I’m very satisfied with my used car and appreciate their honest, customer-centered approach. Highly recommended.

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.

Nick was super helpful and very nice! Came here today because my old car completely broke, and he was able to get me in a car I loved, at a GREAT price, the same day! Great people, great deals!

Have had our 2023 Highlander XLE AWD since April 2023. Live in Chicago area and have driven to Arizona and Maine. Zero problems with the car. We put a large Thule box on the roof, multiple mountain bikes on a bike carrier and a kayak. Lots of luggage, got 27 miles per gallon on both trips. Plenty of power in the Rocky Mountains. Would recommend the car to others. We have a great Toyota dealership but all we have needed is schedule maintenance.

Just picked up my 2023 Sienna XLE sold to us by Veronica Sosa. Couldn’t be happier. These vehicles are in high demand and we just paid a bit over list, without any options that we didn’t want or need ( it’s pretty loaded as is). No b.s. from Veronica or the dealership period. they honored everything they said on the phone and email to a "t". YOU SHOULD BY YOUR NEXT TOYOTA FROM CLASSIC TOYOTA PERIOD, and ask for Veronica Sosa!. Been looking for a Toyota Sienna XLE for months in the Chicagoland area. Most dealers want between $5-$10k over list, plus options that we ( i.e.: most folks) didn’t want or need. Other dealers " say" they will sell for list, but then won’t take a deposit over the phone, and want you to come in, where we all know they will sock it to you, or require you to have them provide financing at a ridiculous high interest rate. Stop wasting your time and hard earned money, and go to Classic Toyota and be sure to work with Veronica Sosa .

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.

There is no better dealership than Rosen Honda! We & our family will only purchase our Hondas from Rosen. From salesman Mario, honest & genuine, to service department (Kyle & staff), & most importantly, owner Jeff Rosen, truly hands on owner, it’s a well oiled operation. They truly seem to care about their customers!

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.

I went in knowing my current vehicle was on it's last leg. I knew what type of vehicle I wanted to look at and my price range. I pulled up and was immediately greeted by Nick Pfeffer. He offered me something to drink and started asking me questions to gauge what I was looking for. After I told him I was looking for a reliable SUV with good mileage and good fuel economy he asked what I would like my monthly payment to be around. After this he got a few vehicles for me to look at and we went for a few test drives. The entire time Nick was super knowledgeable about the cars we were driving. Features, safety, and etc. Once I made my decision from the three he worked with finance and helped me get signed up for car insurance. When finance was done I met with Tony, one of the finance managers, to wrap up the purchase. It was quick and easy! Numbers fit what I wanted, length of agreement was what I wanted. I never felt pressured the whole time I was there and they listened to what I wanted as a customer. Both told stories from their life during 'dead time' and asked me asked me questions about what I would use vehicle for and who would ride in it. I haven't bought a new car in 8 years so this experience was so great for my first time back. Once finance was done we got the temp plate and they took the car to detail for one more quick clean and got the plate taped up and helped me set up all the technology portions of my new car before I left. I have never had a better experience in sales than I did today. Nick and Tony really made the experience fulfilling. If I need to ever get another car I will be back here for my first option. Thanks so much for the great experience your whole team was awesome!

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… 😢

My experience with Cheryl Hoffner, sales at Serra Toyota was positive throughout and the process was seamless in my obtaining a 2025 Toyota Sequoia with low miles. I did not take the extended service warranty as the offer could have been more competitive and i have time to shop prior to the manufacturer’s warranty.

It has a lot of road noise and the low profile tires makes feel like you're running on flats you feel everything I'm not happy at all it's nothing like my 2015 highlander no compassion at all!

It was great working with the team and finding me Car of my choice. I am enjoying driving it

My experience with Nick Pfeffer was awesome. I hate buying cars, and he made it relaxing and wasn't pushy at all. He was super great to work with. He helped me find exactly what I was looking for and made the process really easy. We love our new ride. Thx Nick!

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

I waited months, purposely, before writing this review. When I initially bought the car, I was scared because the reviews made it seem as if I made the worst mistake of my life. 6 months, 7000 miles later, the car running great. In the beginning, there was the weird shifting and lag but as time went on, around 5000 miles it had mostly smoothed out. After I took it for the TSB/Recall for a software update, it has been running perfectly since, no lag or strange shifting at all. I haven’t had any trouble otherwise. It’s roomy and comfortable for long trips. The third row is really for short trips(no more than 1hr 1/2) and for people 5’8 and under. The MPG excels on the highway especially on ECO mode with cruise control. I’ve gotten it as high as 33/34 mpg at 70mph on relatively flat land. In the city, it does terrible. I average around 17-19 even with slowly accelerations. My DTE is 290-310miles, 95% City driving. I’m sure those who use it on the highway will reach much higher. Despite the new 4 Cylinder Turbo, it has quite a bit of power and was able to take off very fast with a car loaded with adults (even in the third row). As of right now, the engine has been nothing but reliable. If anything changes, I’ll surely come back and edit this review. But for now, this 23 Highlander Limited Non-Hybrid, is a fantastic mid-size SUV and I recommend it now with the software update taking care of the shifting problem.

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

I’m really impressed with the service at Autos of Chicago. The staff was knowledgeable, friendly, and took the time to understand what I needed. They walked me through each step and made sure I felt confident with my decision. My used car runs perfectly. I would definitely return and recommend this dealership to anyone.

We own a 2.4 Turbo XSE, has plenty of power to get you in and out of traffic. Just took a 10 hour road trip from NC through the mountains of VA & WV, performed like a champ up steep inclines and ride was very comfortable. We really like the captain chairs, easy to get passengers (inlaws) in and out. Had plenty of room for a wheelchair with 3rd row folded down. Really like the sporty look of Highlander. The 20" black rims compliment the look for me. I wish Toyota would've designed with dual exhaust to better enhance the design.

Excellent experience with Doug and the whole team here! I knew what I wanted when I came in and they helped me find the right car at the right price! I would recommend them to anyone!

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.

Had a full tire blowout and needed my car to be towed. The tow came to collect my car from my jobsite and brought it to the dealer with no hassle. I was periodically contacted about my car/service through out the day. My car was ready by the time I left work. Overall great experience for a stressful event.

Have had 2 Toyota Rav Limiteds and they were great. Decided to go with something a little bigger this time so got a preowned 2023 Highlander Limited. Love the ride, quieter than the Rav 4 and definitely more room. It’s only 3 inches wider, but 10 inches longer. Seems like the front area is quite a bit bigger than the Rav. Great purchase!

Jerry in service department really took great care of me. Alex in sales as well. 5 star experience every time I go to Fields BMW.

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

I had a great experience at Autos of Chicago. The team treated me with respect and made the entire process simple. They were honest about the car’s condition and offered a fair price. My vehicle runs perfectly, and I appreciate their professionalism. I would definitely come back and recommend them to anyone looking for a used car.

This car drives extremely smooth and I’m very impressed so far. The seats are comfortable and everything is easy to use. I highly recommend checking out a Highlander.

Autos of Chicago truly impressed me with their exceptional customer service and professionalism. From the moment I walked in, the staff greeted me warmly and took their time understanding exactly what I needed. They showed me several used cars, explained their features clearly, and were completely honest about pricing. The car I chose was clean, well-maintained, and fairly priced. The entire process—from test-driving to paperwork—was smooth and stress-free. I’m extremely satisfied with my purchase and highly recommend this dealership to anyone looking for a reliable used car.

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.

My experience at Autos of Chicago was truly impressive. The team was professional, patient, and never made me feel rushed or pressured. They walked me through the features of each vehicle and helped me choose one that matched my expectations. The pricing was fair, and the paperwork process was quick and organized. I left feeling confident and happy with my purchase. This dealership is a great choice for anyone looking for quality used cars and excellent customer care.

This car has met (most) of my expectations. I love all of the features, but I wish the speedometer was digital to see what speed I am going, and I wish I could see how many miles I have left to an empty tank. A couple other things I would have loved to have is a blind spot monitor, and remote start but these are all just luxuries and do not affect the cars driving abilities. Just my personal preferences! Overall very happy with my purchase and I hope this vehicle lasts me a long time!

They proved themselves to be the best when looking around Racine area for my first work truck, and after purchasing my 5th vehicle from them last week, They have earned a customer for life.Best pricing and trade in value around! Thanks Chris & Marcus

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.