Used Jeep Gladiator trucks for sale near Plainfield, IL under $299,963

We had the pleasure to work with Jim Jacobson. He is by far was the best salesman we?ve worked with. He gave us the best deal and was very informative. Not only was he giving us a great deal but he made sure we walked out with what we wanted. We looked over multiple options to see what would be the best fit for us. He made the long process into a great experience. I know we?ll be going back to Bill Jacob?s VW just for Jim! ??

We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own

Although I didn't buy a high end exotic, I was treated like I was buying one. The 2007 XKR was wonderful and Jackson went above and beyond to answer all my questions, inquiries and upfront about everything with respect to the car. It was prepared beautifully and the transaction was as smooth as could be for an out of state buyer. I would recommend them to anyone looking for a specialty vehicle and hope to deal with them again in the future.

Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!

MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!

My rear bumper is damaged with my 2002 silver Honda Accord. I’m thinking about selling my car and buying myself a new car.

Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!

Jim and James father and son very professional duo I want to thank you both so much for working with me and being so present in your jobs. Thank you both so much.

I have a jeep gladiator mojave, 2021, great vehicle , the best i have ever owned, great for offroading and the suspension is great, designed for higher speed offroading and it does a great jjob at this and just regular off roading. also fun just to drive around town. Highly recommend this vehicle, i also love the xtras, led lights, safety features, (blind spot and ADC, etc), aux swithes . This just a great vehicle.

I recently bought a Ford escape..with the help of Mike Ryan..He was very helpful n kind. I felt right at ease .Mike is a great sales person and he really listens to you and help anyway he can. I would definitely recommend Greenway autos n definitely look up Mike Ryan! He won't steer you wrong!!!

I bought my 2021 Overland new. I love it!!! It is fun to drive. Handles well in the snow. This is a well made vehicle. I love the leather seating. The best heated seats and steering wheel I have owned. I’m definitely a fan!!

I have been searching for a Saturn sky for about a year. I was fortunate that I found this dealership on the internet and was able to find exactly what I had been looking for. I was really apprehensive about buying a car sight unseen and from a stranger with the fraud schemes that happen all the time but I talked myself into it. The customer service was fantastic, the car is immaculate and everything they said it would be!! Thanks guys for restoring my faith in humanity. You are truly one of the good ones and I will recommend you to everyone.

Mojave trim gives a smooth ride. A big improvement over the 2012 Rubicon Unlimited that I had. 17-18 mpg around suburbs and 20-21 on trips. At 13,000 miles no reliability issues. 8-Speed transmission coupled with the 3.6 v6 works well. Great in SNOW. Recommend the AWD optional transfer case.

See Farah at Countryside Mitsubishi with the car you want in mind and she will not stop until she finds it!!

This is my 3rd Gladiator, I really enjoy the Jeep lifestyle, the Gladiator has been a great addition to my family and we have a ton of fun with it. It’s very versatile we use it for pulling our boat and Travel trailer and for everything else!!

Very competitive price and willing to negotiate. Good overall experience. Edwin was a great sales person and he has followed up already a few times to ensure we are happy and have everything we need. Would highly recoomend.

It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.

I need a new radio. My oil change is fixed. I need to schedule a long appointment

my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.

Bas was my salesman and he did an excellent job. He educated me and made sure that I understood the process. Very satisfied!

Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options

On August 9th, 2025, a family member requested my assistance in purchasing a car at McGrath Acura dealership in Westmont, Illinois. Our salesperson George provided exceptional support and enthusiasm throughout the process. Although the exact color we desired was not available, George diligently demonstrated alternative options while his manager searched for the desired vehicle. Their joint efforts culminated in a remarkable outcome. After careful consideration and negotiation, we ultimately selected the available alternative. The conversation with George, the manager, and George, our sales representative, was highly enjoyable. Both individuals demonstrated expertise and provided comprehensive answers to our inquiries. They genuinely prioritized our satisfaction. I highly recommend McGrath Acura to anyone seeking an Acura vehicle. Make sure to talk to George in sales!

My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.

Salesman was very professional, courteous, and very helpful. Transaction went smoothly and to my liking

This is a.rock solid vehicle that defines “utility” better than all the rest. You have tons of ways to configure the vehicle every day. Open air roof, doors off, entire top off, pick-up truck uses, off roading, climbing, travel, snowshoeing, skiing, snow driving, trails and dirt roads, hiking, carry bed loads, trailering, ATVs, etc, etc, etc. No way to ever find it boring. Plus, the extra bonus of the culture, friendliness, the wave, jeep groups, and the way it promotes and nurtures getting outdoors and getting active. No issues. Alpine stereo is great. Nav is great. Heat is great. comfort great, carrying fun loads great, towing to 4K lbs great. No complaints.

I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!

I think my 2022 Gladiator is one of the top vehicles I have owned The only drawback is the lack of warranty service from my local Jeep dealer.

Professionals! We are happy with the experience. Team explained to us everything, answered all questions that we had. We didn’t feel pushed. We love our Mazda!

Excellent sales people! A truly great experience with extremely knowledgeable people. The auto was in magnificent condition, and the sales procedures were very well executed. It is a dealership that I will continue to purchase from and recommend!

Highly Recommended! Dean and Mike were very helpful with everything! They explained the entire car and went thru everything with me. They were very helpful thru the entire process and was very insightful. They helped me get the car I wanted at a good price!

Sam provided me with the best service experience , good prices, explained how things go in my car , I have zero experience with cars, he went out of his way to explain everything for me and made things clear

Ecodiesel gladiator is fun to drive and getting good MPG. My second gladiator and no issues. Jeeps aren't for everyone as they are boxy, heavy, noisy in cab at high speeds and not as luxurious as a Lexus. But these things are tanks with body on frame build, Dana 44 axles, real transfer case and mega offroad capability. Plus its easy to modify suspension and its a "jeep thing".

We were so happy to have been helped by Elijah he was truly so patient with us as we were getting a bit nervous on not getting the vehicle of our choice. He was truly helpful all the way to the end. He was very informative about everything highly recommended him for any purchases at Dodge Ram. He's the man. Thank you Elijah you are truly the MVP hands down.

The service experience was very good. I brought my vehicle in for an oil change and a recall. It went well but then a few minor things happened with the electronics. They were quickly fixed except I couldn’t then get the AM stations back on the radio. So the Service Dept ordered a new radio for me, which should fix this issue.