Used Jeep cars for sale near Winthrop Harbor, IL under $899,990

Great experience. Alex was a charm to work with for the truck I been wanting.

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

Sam provided outstanding service. He was always available to take my calls and ensured that the entire purchase process was smooth and stress-free. I truly appreciated his professionalism, responsiveness, and support throughout.

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

The team at Gordie Boucher Ford of Kenosha is professional, gracious and extremely dedicated to the customer. Our Sales rep Terryn was very helpful and went above and beyond to make sure the whole car buying experience was an excellent one. Terryn provided a flawless experience with consistent communication, follow ups, providing videos and info of the vehicle and even going out of his way to not just make the sale, but instead check to see if I was satisfied with the truck and the process. Most car dealers and Sales reps don't have that genuine sense of customer rapport or high level of service quality standards. But Terryn and the team at Gordie Boucher have exactly that. I recommend anyone to visit this dealership and see for yourself!

It’s currently summer 2025, I’ve owned my 2020 Wrangler Sahara since spring 2021. I LOVE my jeep and have had ZERO issues with it. This is my 2 nd Wrangler, first one was 2915 New. No issues with it at either. Mine is a 4 cl turbo. I didn’t want that I wanted a 6 cl. My husband convinced me to buy it and I’m glad I did. I have 59,000. Miles currently and I haven’t had to replace anything besides general maintenance.

An amazing experience! Once arrived I was greeted and given a beverage of choice. Then since a majority of technical information was completed via online portals, was able to sit down and do “paperwork” for less than an hour. For one this made the part I dread the absolute most, an absolute breeze. In addition, I absolutely loved how there wasn’t any pressure to make the purchase or not. It was as if I was buying a car from family! I highly recommend this dealership and will be going here moving forward for future cars!

This is the best Jeep Wrangler model ever made. The past YJ, TJ, JK models are great, but this Jeep JL 2018 Wrangler Sahara Automatic V6 is the best one yet. The comfort and modern amenities are top of the line. The 8” infotainment head unit and Alpine sound system is out of this world. The interior fits my family of four and has enough cargo space for a stroller, scooter, Onewheel XR and beach chairs. The exterior needs no introduction with its iconic round headlights and seven slot grill. Followed by a three piece removable top, which I managed to take off and put back on by myself. FYI, don’t try doing this by yourself. My final favorite thing about my Jeep JL is the ability to customize the Jeep with all of the amazing aftermarket parts and pieces. This allows you to take the best looking car on the road and make it your own.

We bought our first Toyota 4 Runner tonight. We were extremely pleased with the friendliness, thoughtful and thorough work of all the professionals we worked with tonight, especially Sasha. Everyone was wonderful and we are so happy with our experience tonight!

Approaching 25,000 miles and we haven’t had any issues. I actually enjoy choosing whether to run on electric or gas based on what my journey is. If you just put it in hybrid mode, you’re not utilizing the efficiency of the engine. My advice, think about your journey. If I’m jumping on the highway to then head into the city, I run it on gas on the highway then switch to all electric in the city -no point wasting the electric with highway driving! Then I use up the last of my electric when google tells me I’m X miles from home when I still have X miles of electric remaining to use it all up. When we just do local drives less than 25 miles (grocery, day care pick up etc.) we can literally run off electric only for days, even weeks. It just takes thinking about what your journey involves. Crawling traffic for a 5 mile slow down ahead, I’m on gas until I hit that traffic, then switch to electric. We’ve taken this Jeep (Willys) through plenty of winter storms with feet of snow and ice, never needed to use chains with its AWD or 4WD to choose from. Hopefully the great reliability continues.

Ethan whose manager is Sean was very helpful and funny. He was kind and attentive!!!

I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.

I had a problem with my 2025 Honda HR-V. Scheduled an appointment and Tim helped me when I arrived. Tim had the tech go through the car after I explained what I was feeling, and when they were done, they recommended a plan to resolve my concern. Tim was especially helpful and I can highly recommend him for any of your service needs. He’s very knowledgeable, and easy to talk to. He listens very well!

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

Very prompt response. Gave me all the details I needed. Follow-up has been very good

I love my 2020 Sahara Unlimited. She is beautiful but still drives and handles like a jeep, which is why I wanted her. The stock tires for the unlimited are bigger than regular tires, and makes her fierce! I have almost 30K on mine and have had no problems (knock on wood) whatsoever. It is a joy to ride with or without the top off. Easy to remove the driver and passenger top for a quick fun ride. Easy but a little heavy to remove the entire top, but totally worth it. I've even had it on the beach and it handles like a dream!

buena atención Joel Hernández muy amable y calidad en servicio y rapidez en su trabajo

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Everyone was nice, friendly and did the oil change in a short period of time. I am happy to trust that the work needed for my vehicle was done with the utmost professionalism. Especially pleased with surprise at the end. Thanks for another good experience. Would recommend this dealership. I will be moving and am disappointed that I will be too far away to continue servicing at this dealership.

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

Ryan Paul was outstanding! Smooth purchase buying a Q3! He was so personable and made my experience wonderful. He’s funny too. He knew all the answers to my questions as well. If you are in search of a car, ask for him! He made it a truly great experience for me. Thanks! Sid was great too. and shout out Robert:)

Purchased in August 2020 with 8.5k miles for $41k, headlights suck, tachometer, auto start stop, radio, running lights got completely messed up for whatever reason this year, dealer fixed all but start/stop for cheap but the vehicle idles rough and sometimes shifts odd. Now has 31k miles and hasn't had any major issues. Engine has lots of pep and it's fun to ride around in with the top off. Remote start and CarPlay/Android Auto work well but the vehicle feels cheap and is scary at speeds over 80 mph.

Each person I interacted with from the service advisors to the shuttle driver, was friendly, and helpful. It certainly made a stressful experience more enjoyable. I felt like a valued customer the entire time.

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

I went in for routine maintenance and the service was fine. Note: I had an appointment at 4:45 and waited until almost 6 to get finished. They did take the car through the car wash.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

We had an outstanding experience with Alex Lopez while choosing our new Lincoln Nautilus. From the very beginning, he was professional, friendly, and incredibly patient. He took the time to explain every detail, answer all our questions, and guide us step-by-step until we found the perfect vehicle. Alex made the entire process easy, transparent, and pressure-free, which we truly appreciated. His knowledge of the vehicles and his genuine interest in his customers really stand out. We are extremely happy with our new purchase and highly recommend Alex to anyone looking for top-quality service. Thank you for everything, Alex! 🙌🚗✨

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.

My 12 1/2 year old Volt is hanging in there because of the skill, knowledge, and great work by the team at Chevy Exchange. I called a few days before Christmas to describe a problem. They got me in the morning after Christmas. A part was needed so they kept my car and a nice young gentleman drove me home. He picked me up the next day when the car was ready and the car is working better than it was before the original problem occurred. Many thanks to all of the great team members at Chevy Exchange!!!!

I love my new Wagoneer Series II in white with sea salt interior. It has a big punch from the twin turbos, the ride is like my Cadillac Deville. It raises and lowers it's own height based on speed and road conditions. My only complaint is that the seams on the trim at the two back windows don't seem to be sealed properly so the water after washing it continues to drip down leaving a calcium line down the vehicle. I'd would also love it if you could add more apps to the infotainment center. Overall I'd buy it again. I've had two Gukon XL Denalis and the amenities on the Wagoneer at a lower price point far surpasses the GM vehicles.

Ken was a great Salesman to work with. He worked with me and with the help of the team they got me into a suv that worked for me.

I own a 2018 Compass with 1.4 l gas engine, 125 kw, 170 HP. This is not mentionned in the article. And this engine is quite more powerful than the American atmospheric one. Still, the Jeep is not quick :) The gas pedal still 'creates more sound than speed' :) Giedrius, Europe

I dealt with Chris Krason. Very personable, not pushy at all. Due to a snowstorm I couldn’t get to the dealership to test drive the car right away so he went outside, cleared the car off and sent me a video so I could see the vehicle. He didn’t have to do that but it was so thoughtful and appreciated. I highly recommend Chris!

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

Our experience was great from the moment my niece and I entered the dealership to me driving out with a brand new vehicle! Viviana Quinto was so attentive from the first time I contacted the dealer to welcoming us when we arrived. Francisco Zavala was so kind, professional and attentive. He was understanding to my needs. He was cordial and went along with my humor. Lance Leglar was informative and attentive regarding the accessories. Oday Omar in the Finance went through all docs that I had to sign. Ms. Cashier (didn’t get her name) was so sweet and great at her job. She got the coaching, lol! Thank you so much for making us feel welcome and valued. Will recommend this dealership to my family and friends. Awilda Ramos (No relations to Aylin Ramos) Didn’t know there was someone with surname Ramos at your location until I looked for the employee list online.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

Although I ultimately did not buy a car from this dealership, I was thankful for their assistance during my shopping process. My sales associate, Griffin, was extremely helpful - patiently answering my questions and providing me with information that I was looking for. Hopefully we'll be able to cross paths again sometime!

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

I’ve done all my service for my jeep here and bought out my lease - Steve and Nick and Douglas are the best! I always enjoy coming to this dealership, everyone is so helpful and friendly and wonderful!

I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.