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  *Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
  
  
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  Used
  Jeep Gladiator trucks
  for sale
  
  
    near
South Holland, IL 
    
  
      - Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
    
  *Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
  
  
  **Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
  
 
            
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Willys 4x4
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I want to thank Joe Collins for the wonderful service I
I want to thank Joe Collins for the wonderful service I received today. From the time I arrived I was welcomed with a smile and knowledgeable service. Joe and the technicians that serviced my Caravan today I want to say Thank you. Someone asked me why I bring my vehicle here for service this is why! I would recommend Castle Chrysler Dodge Ram of Chesterton. I have been a customer now for over 5yrs. and they have always been top notch. You have earned a 5star from me. That's why I'll always return. Happy Holidays to the entire staff and especially to Joe Collins for all your kindness 🥰
We special ordered a Jeep Galdiato Rubicon in 2021 and
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
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2023 Jeep Gladiator Sport S
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2023 Jeep Gladiator Overland
Vehicle information
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Reviews
Great n reliable n good n professional n they treat u
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.
Always go to Pilson auto, we always use the same
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!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2023 Jeep Gladiator Overland
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Jeep lifestyle
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!!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2022 Jeep Gladiator Sport
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I was looking at a used Toyota Tacoma they had.
I was looking at a used Toyota Tacoma they had. Unfortunately, it sold while I was driving to the dealership, but Codey texted me when he found out that someone had scheduled an appointment before me (I live 1.5 hours away) to allow me to decide if I still wanted to come or wait to see if it sold. I appreciated the consideration and the regular checking on the deal as it progressed through another salesperson.
My Gladiator is 3 years old.
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator 80th Anniversary 4x4
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We actually traveled four hours to this Chicago used car
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
Have driven Jeeps in the military and loved the
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!!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Vehicle information
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Great service and easy to work with.
Great service and easy to work with. In and out quickly and they had a great selection of imports.
What’s Not to Like
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2022 Jeep Gladiator Rubicon
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I just purchased a car from Castle Hyundai of Oak Lawn,
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!
Great vehicle poor local warranty service
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2020 Jeep Gladiator Sport S
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my grandmother sadly traded in this gladiator i wish she
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2020 Jeep Gladiator Overland
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Good selecrion
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
my grandmother sadly traded in this gladiator i wish she
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.
Used
2023 Jeep Gladiator Mojave
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Must Love The Jeep Experience
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".
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Rubicon
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mojave
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Rubicon
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Jim and James father and son very professional duo I want
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.
Definitely a fan!
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!!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2020 Jeep Gladiator Rubicon
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Great Experience
I purchased a car in early April and I had a pleasant experience. Mike the owner/manager of the facility ensured that any concerns that I may have had were addressed promptly. I’ll for sure look to purchase here in the future.
I have 84,000 miles.
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 !
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2023 Jeep Gladiator Willys 4x4
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My rear bumper is damaged with my 2002 silver Honda
My rear bumper is damaged with my 2002 silver Honda Accord. I’m thinking about selling my car and buying myself a new car.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2022 Jeep Gladiator Rubicon
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Explore New Areas
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Rubicon
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This was the best purchasing experiences I have ever had.
This was the best purchasing experiences I have ever had. The staff were friendly and very helpful. The vehicle was as advertised. Sometimes pictures don't accurately depict the vehicle, not in this case. I would highly recommend CAW to anyone looking to purchase a quality vehicle and be treated like an MVP!
MOHAVE ride makes for good daily driver
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.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Jeep Certified
2021 Jeep Gladiator Rubicon
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Always Our experience with Juam Carlos And Marino Dealer
Always Our experience with Juam Carlos And Marino Dealer is excellent!!! We are happy with 5 new car!!! |||●●||| Thank you again!!!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Rubicon
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I initially checked to see if the SUV I found on cars.
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!
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2021 Jeep Gladiator Overland
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Go See Joe
Go see Joe, he is the best salesman!! cares about his customers he is kind and knows his stuff. If I ever bought a car again I would go back to see Joe. They gave me an IOU for things that needed to be fixed two little things and when I went in Joe was right there ready to help
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2022 Jeep Gladiator Altitude 4x4
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5 stars – Honest, efficient, and the reason I came
5 stars – Honest, efficient, and the reason I came back This was my second time working with Josh Hendrix, and I specifically came back because of how straightforward he is. We were buying a car for my daughter, and I appreciated that Josh didn’t push, didn’t upsell, and didn’t waste our time. He gave us a fair offer from the start and made the process easy. After dealing with salespeople at other dealerships who overtalk or dodge questions, Josh is someone I trust. If you’re buying a car, especially for family, he’s the one to work with.
Gladiator will be the next Jeep superstar.
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.
Jeep Gladiator prices by year
| Model year | Average price | Deals | 
|---|---|---|
| 2026 Jeep Gladiator | $52,808 | |
| 2025 Jeep Gladiator | $46,400 | |
| 2023 Jeep Gladiator | $31,064 | 7 Great deals | 
| 2022 Jeep Gladiator | $34,041 | 5 Great deals | 
| 2021 Jeep Gladiator | $33,024 | 14 Good deals | 
    
  *Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
  
  
  **Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
  
Used Jeep Gladiator by price
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Used Jeep Gladiator by body style
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
