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

Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside

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!

Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.

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!!

From the time I walked into the establishment I was greeted and treated with respect. I love how the salesman was knowledgeable about the exact vehicle I came in for. He went above and beyond and through every obstacle that possible came my way. This car purchase was an early birthday gift to myself and I am so happy with my decisions.

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.

My experience pertains specifically to the Ford service department - not the actual car dealership. So this place is clearly under new management. After getting some ridiculous estimates from other mechanics and body shops, I decided to give this place a try…. I got outstanding service from Pat Gavin. He quickly got me estimates which confirmed my suspicions that the other mechanics were trying to gorge me into paying for a bunch of unnecessary repairs. Pat & team were able to fix several problems that had been lingering on my car for several months. I always postponed getting these things fixed because other mechanics wanted literally $5-10k for what seemed like small issues. I’m ecstatic to have finally found someone in this industry that conducts business with (1) integrity and (2) high standards in delivering quality! It’s such a relief to know where to go to get my car fixed without getting guided into a bunch of high priced and unnecessary work. I also got my car back cleaner than when I dropped it off!! Everything from the service to the price to the quality of the work exceeded my highest expectations. 1 month later my car is running as good as new. If only everything in the auto industry (particularly the service & repair industry) was run this way.

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.

Ovdio gracias si muy bien 100 percent awesome job 3 car there 5 m0re ovi

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 worked with Rocky and had an amazing experience. This was my first car purchase from a dealership of any sort so I was very nervous, but he was incredibly kind and helpful and explained everything I had questions on. He was very thorough and I felt super satisfied when I walked off the lot with my car. Cannot thank him enough! Same with Matt the financial adviser there, he was also incredibly thorough and kind and explained anything I had questions on! I highly recommend this dealership and these guys! They were amazing! :D

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 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!

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.

Super happy with my experience. Drove right off the lot with my new car and no complaints. Have nothing but great words for these guys and definitely zero complains. Check them out for you next car buying experience. Made it all way way back to Des Moines.

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!

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!

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.

Great n reliable n good n professional n they treat u with respect n honesty n integrity thanks to them I had a nice outcome.

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!!

I bought a Lexus LX570 from Greg. I was nervous as I never bought a car without driving it or over the internet. They delivered the car to my home and offered me more than a fair trade on my Mercedes. I was more than happy with the LX and Greg was great. I would not hesitate to trust Greg's word. It was a great buying experience and they did not disappoint me. I highly recommend this dealer.

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.

Wide selection and no haggle are a plus over other dealerships. I like being able to see how many different makes and models. CarMax is the only place I will shop

I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !

Great customer service.Thank you Fil, Greg and Ulises for making every step as easy and hassle free as possible,Quality vehicles at reasonable prices.

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.

I was looking for a CPO Jeep Grand Cherokee and Pearl had just the one! Nick was so helpful in answering any questions I had, and Jim made the purchase process so smooth and quick!

Great vehicle for enjoying the outdoors in being able to explore new places other vehicles could not go. Looks like a vehicle that can take you into areas safely.

Mike R was amazing. He even traveled to Chicago to bring our car to a different locations so we could see it. I would highly recommend this location.

We actually traveled four hours to this Chicago used car dealership that listed a lot of used model X's, drove a couple, then found out that they will personally inspect a car and give us a high-quality video walk around and deliver to us for $350 [chicago to 49417]. Nader was very helpful and patient. So we went home and kept checking online until that dealership listed the car with all the options we wanted, then got videos via txt, called back and asked some basic questions, then bought and had it delivered. They also helped us navigate the intricacies of an interstate purchase. We also learned that model X's move quickly, Driven Auto dozens of cars per week if not more, so when you see it you better pull the trigger quickly

Come see, he is very frienly and attentive, a good place to buy and shop.

Great service and easy to work with. In and out quickly and they had a great selection of imports.

I am a old school jeep owner, what they have come up with in the Gladiator is a hit. The ride along with rugged styling and performance and a usable pickup bed is fantastic.

This place is amazing! The selection of high end rare collectible cars is simply eye candy for the soul. The vehicles are fairly priced and there’s no haggling required. The owner, Michael Colby, and his staff are all pleasant and easy to work with. They love and appreciate these cars as much as the customer and it shows! My car purchase was easy and enjoyable. You must check this place out, if you’re looking for a premium pre-driven vehicle. Im going to be telling my friends about this place!

Marco Torrens was excellent and patient the entire time with the process and very polite with every question we asked, the driving test was great and even pointed directions back to the dealership easily