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Used
Jeep Gladiator trucks
for sale
near
Midlothian, IL
under $50,000
- 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
2023 Jeep Gladiator Overland
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Reviews
Amazing experience, i recommend them as I’ve been
Amazing experience, i recommend them as I’ve been shopping around for a while and they were by far the best!
MOST importantly it is a JEEP.
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!






Used
2021 Jeep Gladiator Mojave 4X4
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Reviews
The seller was very helpful and upfront.
The seller was very helpful and upfront. I was made extremely comfortable in his knowledge of the vehicle and the vehicles they were selling. Even though I was an out of state buyer they worked on a deal that was good enough that I was going to move forward with them in purchasing and then have them deliver the car to my doorstep. I decided on another vehicle that came up closer to home and didn't purchase from them but the courtesy they provided and the experience that I had with them is worthy of a good review and would recommend doing business with them.
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 Overland
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Reviews
I recently purchased a car from the Motorcars.
I recently purchased a car from the Motorcars. Everything was top notch, Customer service, Sales, and Vehicle.There was no haggling, no high pressure sales, and just a great overall experience. Mark & Tugba were absolutely wonderful , stress free purchase! Highly recommended 5 Star.
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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Reviews
Very straightforward process buying a BMW x5 with them.
Very straightforward process buying a BMW x5 with them. The car passed inspection with flying colors and the Wally was easy to work with, transparent with no hidden fees. Would recommend these guys!
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
2023 Jeep Gladiator Willys 4x4
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Reviews
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.
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
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
excellent car buying experience.
excellent car buying experience. The agent and I carefully went through all the details and needed transactions and all of my questions were answered for that day.
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
2020 Jeep Gladiator Rubicon
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Reviews
Alex was very professional ans I got to leave with my car
Alex was very professional ans I got to leave with my car very helpful go to him he will help you
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 Rubicon
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Reviews
All around amazing experience at the Auto Showcase of
All around amazing experience at the Auto Showcase of Carol Stream Car Dealership, great people, great selection and even better prices!
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
2021 Jeep Gladiator 80th Anniversary 4x4
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Reviews
Very good vehicles.
Very good vehicles. It was great to work with the people at Chicago Auto Warehouse.
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!!






Used
2022 Jeep Gladiator Rubicon
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Reviews
A salesman named Ron Assaf helped me.
A salesman named Ron Assaf helped me. I was looking for a used Car and I didn’t see the color I wanted so Ron asked me had I considered buying a new vehicle so he showed me a new Car and I walked out of that dealership with a new Car. Thanks Ron for all your help and service you gave me. You were Great.
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 High Altitude 4X4
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Reviews
Will be back to see a car I liked.intrested
Experience was awesome Angel Lugo is very good at what he does.good orientaciónal person.helped me understand some questions I’ve had I was very satisfied with his professionalism
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
2020 Jeep Gladiator Sport S
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Reviews
Loved the care we got when buying our new Nautilus from
Loved the care we got when buying our new Nautilus from Lawrence. He took the time to show us all the new items on the car and how to work them. He was patient with our questions and got us rolling and enjoying our new ride.
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
2020 Jeep Gladiator Overland
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Features
Reviews
I need a new radio.
I need a new radio. My oil change is fixed. I need to schedule a long appointment
Great Truck/Jeep
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.






Jeep Certified
2024 Jeep Gladiator Sport S
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Reviews
An Outstanding Car Buying Experience at South Oak Dodge
An Outstanding Car Buying Experience at South Oak Dodge Chrysler Jeep Ram of Matteson, IL Our recent car buying experience at South Oak of Matteson, IL was nothing short of incredible, thanks to the exceptional help and expertise of Ryan Ganser, the Finance Manager, and Aaron Mathews, our Sales Professional. From the moment we walked in, Ryan and Aaron created a warm and welcoming environment. Their knowledge and informative approach made us feel confident and well-guided throughout the entire process. Ryan's financial expertise ensured everything was seamless, while Aaron's professionalism and personable manner made us feel valued as customers. We left with not just a vehicle we love, but also the joy of knowing we made the right choice with South Oak. We would highly recommend Aaron Mathews and Ryan Ganser to anyone in the market for purchasing a vehicle—they truly set the standard for customer service and excellence.
Reliable and great looking truck!
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






Used
2020 Jeep Gladiator Rubicon
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Features
Reviews
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!
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.






Used
2021 Jeep Gladiator Overland
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Reviews
From the time I walked into the establishment I was
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.
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
2021 Jeep Gladiator Willys 4x4
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Reviews
Fair pricing and good service.
Fair pricing and good service. Not pushy! Great group of people. Worked out well. They fixed the major issues with the used car like they promised.
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.






Used
2021 Jeep Gladiator Rubicon
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Reviews
Great bunch of people .
Great bunch of people . Not high pressure sales . They go above on trying to help you and accommodate . I wish I would have went with them but purchased another vehicle thinking payments would be lower but they turned out the same .






Used
2023 Jeep Gladiator Overland
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Reviews
Lombard Toyota was such a great experience!
Lombard Toyota was such a great experience! They were patient and a pleasure to work with.






Used
2020 Jeep Gladiator Mojave 4X4
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Reviews
recently purchased a vehicle from Old Orchard Nissan, and
recently purchased a vehicle from Old Orchard Nissan, and I couldn’t be more satisfied with the entire experience. From the moment I walked in, the staff was welcoming, professional, and genuinely helpful — no pressure, just honest service. My salesperson, Jason Chu, was knowledgeable, patient, and took the time to answer all my questions. They helped me find the perfect car for my needs and made the process feel smooth and stress-free. The finance team also did a great job explaining everything clearly and worked to get me a great deal. The vehicle was clean, in excellent condition, and exactly as described. I truly appreciate the transparency, integrity, and care that went into every step of the process. Highly recommend Old Orchard Nissan to anyone looking for a reliable vehicle and top-notch customer service. I’ll definitely be back when it’s time for my next car!
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,927 | |
2023 Jeep Gladiator | $27,222 | 8 Great 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
Compare the Jeep Gladiator
Jeep Gladiator under $50,000 by city
-
Jeep Gladiator under $50,000 in Midlothian, IL
14 Great Deals out of 59 listings starting at $19,996
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Jeep Gladiator under $50,000 in Robbins, IL
15 Great Deals out of 62 listings starting at $19,996
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Jeep Gladiator under $50,000 in Crestwood, IL
15 Great Deals out of 62 listings starting at $19,996
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Jeep Gladiator under $50,000 in Posen, IL
16 Great Deals out of 63 listings starting at $19,996
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Jeep Gladiator under $50,000 in Oak Forest, IL
13 Great Deals out of 58 listings starting at $19,996
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Jeep Gladiator under $50,000 in Markham, IL
13 Great Deals out of 56 listings starting at $19,996
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Jeep Gladiator under $50,000 in Dixmoor, IL
16 Great Deals out of 63 listings starting at $19,996
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Jeep Gladiator under $50,000 in Alsip, IL
15 Great Deals out of 62 listings starting at $19,996
-
Jeep Gladiator under $50,000 in Blue Island, IL
16 Great Deals out of 64 listings starting at $19,996
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Jeep Gladiator under $50,000 in Harvey, IL
14 Great Deals out of 55 listings starting at $19,996
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Jeep Gladiator under $50,000 in Hazel Crest, IL
12 Great Deals out of 58 listings starting at $19,996
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Jeep Gladiator under $50,000 in Merrionette Park, IL
15 Great Deals out of 61 listings starting at $27,222
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