Used Jeep Gladiator trucks for sale near Western Springs, IL under $1,000,000

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!

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

Felt welcome as I entered the door. Staff was available and when I asked for the sales person that I had been communicating with, salesperson was waiting.

The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!

ABDUL was VERY helpful to us within moments of us walking through the doors at 9:00 a.m. Saturday morning. He facilitated our selection process from our initial inquiry to our final selection. He exhibited good salesmanship, active listening, leaning in, gaining rapport, relevant & meaningful story-telling, and carefully wove the common thread of love for family into the selling process...we even found common ground about cultural things that we found funny...The skills he exhibited and values we shared seem to be disappearing in this new economy. We LOVED Lewis. Lewis knows every aspect of financing inside and out. He's so smooth. He respects a "NO" then remains conversational and low-key until he gets to "YES". Smooth! Top Performer's Sales Training at its best! We connected immediately and beyond just an occasional LOL, we Laughed Out Loud - LOUD and OFTEN...By the time we left, we were tired, hungry, but IMMENSELY pleased with all of the contractual guarantees, servicing/warranty explanations, being financed by the company of our choice - and our friendship with Lewis. You'll LOVE his iconic signature!

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.

It was my first time buying a car and Cruz & David were very nice and got me a great price it was a great experience and in the future I would definitely go back and purchase another & I will recommend the place to all my friends and family

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!!

I recently purchased a car here, and Dan made the car-buying process quick and easy. He was honest, attentive, and helpful every step of the way. I bought a highly special used car, and Dan's knowledge and guidance made me feel confident throughout the process. I'm very happy with my new car and the service I received. I would definitely recommend Dan and this dealership to anyone in the market for a vehicle.

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.

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

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!

Alexander Lopez was great to work with, hopefully he sent that cup and shirt. Wonderful experience.

I came in here looking for purchase a new Toyota rav 4. The associate there name mark was super helpful and patient. You could tell he enjoyed his job, even though I i didn’t purchase a vehicle when I come back I want marky mark(nickname i gave him yeah so what)

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.

I want to thank Kristen for being so AWESOME! He professionalism was so much appreciated throughout my buying experience. She continued to reach out and help/support me in anything I needed after my purchase was made. Thank you so much Kristen. Keep up the good work!

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.

WOW! Nick P and the staff went above and beyond to help me lease the vehicle I wanted! Everything was ready to go and it was such an easy process!! I drove 7 hours to pick up the new vehicle they had for me and I would drive it again to work with them!

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.

I recently had the pleasure of working with Chris when purchasing my new vehicle, and I couldn’t be more satisfied with the experience

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 !

Purchased my Jeep Grand Cherokee from Jim and James. Truly amazing individuals. Very straight forward, honest dealership. Financing was a breeze and my vehicle was very accurately described.

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.

just purchased a 2021 Mercedes Great experience ask for Ryan he will take care of you!

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

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 Medina took care of me and my families needs and I couldn’t recommend a better place or person to buy a car from!

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!!

Elvir and Matt did a great job and I was pleased with the attention, negotiation and the car I got.

⭐⭐⭐☆☆ (3/5 Stars) I had a great initial experience with Highline Autos. The transaction was fast, smooth, and professionally handled. The team—especially Zuhair, the owner, and the young Ghalib—was responsive and knowledgeable, making the buying process straightforward and low-stress. Their professionalism and business reliability stood out during the deal. However, about a week later, I was disappointed to discover that the tires on the car I purchased were leaking. Upon inspection, it turned out that plugs had been used as a temporary fix rather than properly addressing the issue. This was unexpected and concerning, as I had hoped for greater transparency regarding the vehicle's condition. While I appreciated the efficiency and service during the sale, I hope the team takes this feedback seriously and ensures that future vehicles are fully inspected and represented. I’d encourage potential buyers to have a thorough inspection before finalizing a purchase.

Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.

Great selection of cars and great prices recommend I bought a 2024 Kia ev9 ask for Joe for the best experience!!!

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.

Thank you to Teresita and Money Carlos they were great and provided great customer service to our family. We love our new 2018 Journey! Keep doing a great job friends!

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!

I bought my car here and have it serviced here. They are ALWAYS busy, so with the amount of cars who come here everyday, it must be a good sign of how other people appreciate their service. Christine T. Always takes good care of me explaining the necessary work that needs to be done. She talks me through the processes and keeps me updated on the progress of my car.

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!!