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Used
Jeep Gladiator trucks
for sale
near
Crestwood, IL
under $100,000
- 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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
This dealership is amazing!
This dealership is amazing! No high pressure sales tactics, no last minute add-ons to the price. Great follow up after purchase to ensure we were completely satisfied with our purchase. Service went above and beyond expectations.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Another excellent service experience with the
Another excellent service experience with the dealership’s service staff; in this case, Service Advisor Roland and two porters, Manny and Jose! Roland addressed me immediately at my scheduled service appointment time, the inspectional and other need commenced, and Porters Manny and Jose provided transportation to and from my home during the efficient service of my vehicle (second one purchased through the dealership). Roland and the porters were attentive, professional, and friendly. Roland kept me apprised of the service process. DuPage Chrysler Dodge and Jeep is a winner!
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
2023 Jeep Gladiator High Altitude 4x4
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Reviews
Very competitive price and willing to negotiate.
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.
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
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Always great service!
Always great service!! Very informative on the problem. Always updating on time car will be done. Always knowledgeable on problem. Car always ready when they say it will be.
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 Mojave 4X4
Vehicle information
Features
Reviews
JC and Marino dealership provided an exceptional
JC and Marino dealership provided an exceptional experience. JC walked us thru all the benefits, applications and dashboard to be sure we knew all the wonderful features of our new Jeep Grand Cherokee. In addition to knowledge sales people, the process of buying a new car was seamless. Everything from getting the registration card, license plates and applying for the title happened in JCs office! Everyone was super friendly and excited about our new car. It felt like we were treated like family… that’s how much care and attention we were given. 10 score all around!!! Thank you JC and Marino team.
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
2023 Jeep Gladiator Sport S
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Reviews
My experience is good but I’m looking for car is hai
My experience is good but I’m looking for car is hai price But staff is very good and great response 👍
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!






Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
JC was extremely professional, knowledgeable and will
JC was extremely professional, knowledgeable and will never buy anywhere else. Best dealership i've ever worked with!
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
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
See Farah at Countryside Mitsubishi with the car you want
See Farah at Countryside Mitsubishi with the car you want in mind and she will not stop until she finds it!!
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
"Jakub Sales delivers exceptional service, exceeding
"Jakub Sales delivers exceptional service, exceeding expectations with top-notch quality and professionalism. Highly recommended!"
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
Vehicle information
Features
Reviews
Today We Purchased a Tesla Y 3rd row option Long Range,
Today We Purchased a Tesla Y 3rd row option Long Range, which is awesome. Jim, I Could not be happier with the paperwork process and the loan Apr Rate. Thanks for the Charger which is a bonus.. I will definitely be back for my daughters car here soon.






Jeep Certified
2025 Jeep Gladiator Nighthawk
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Reviews
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
2023 Jeep Gladiator Sport S
Vehicle information
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Reviews
Sam provided me with the best service experience , good
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
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
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.
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 Overland
Vehicle information
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Reviews
Amazing dealership, BUY HERE
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.






Used
2023 Jeep Gladiator Mojave 4x4
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Reviews
Ryan was absolutely the greatest.
Ryan was absolutely the greatest. He was attentive, kind and explained everything in detail. I will definitely refer him to all my family and friends.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
We were so happy to have been helped by Elijah he was
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.






Used
2022 Jeep Gladiator Rubicon
Vehicle information
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!
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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Features
Reviews
Great place to do business
A fair price was advertised for the used car we were looking for. It made it worth the trip for us to buy from Pearl. Nick and Chris were great to deal with. Very friendly and honest. The whole experience was low pressure and hassle free. The process was quick and easy.
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
2021 Jeep Gladiator Rubicon
Vehicle information
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Reviews
Jim was my sales rep.
Jim was my sales rep. He was very nice and welcoming. Jim did an excellent job at explaining all the bells and whistles Volkswagen had to offer. He is definitely thorough and patient.
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Used
2021 Jeep Gladiator Sport
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Used
2020 Jeep Gladiator Overland
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Jeep Certified
2024 Jeep Gladiator Rubicon
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Used
2022 Jeep Gladiator Overland
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Features






Used
2022 Jeep Gladiator Sport
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Used
2020 Jeep Gladiator Overland
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Used
2022 Jeep Gladiator Rubicon
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Used
2023 Jeep Gladiator Sport
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Certified
2021 Jeep Gladiator Willys 4x4
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Used
2021 Jeep Gladiator Mojave 4X4
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Features
Jeep Gladiator prices by year
Model year | Average price | Deals |
---|---|---|
2025 Jeep Gladiator | $46,370 | |
2022 Jeep Gladiator | $38,385 | 5 Great deals |
2021 Jeep Gladiator | $40,119 | 16 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
Compare the Jeep Gladiator
Jeep Gladiator under $100,000 by city
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Jeep Gladiator under $100,000 in Crestwood, IL
24 Great Deals out of 78 listings starting at $21,000
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Jeep Gladiator under $100,000 in Midlothian, IL
23 Great Deals out of 76 listings starting at $21,000
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Jeep Gladiator under $100,000 in Robbins, IL
24 Great Deals out of 78 listings starting at $21,000
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Jeep Gladiator under $100,000 in Alsip, IL
24 Great Deals out of 79 listings starting at $21,000
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Jeep Gladiator under $100,000 in Oak Forest, IL
22 Great Deals out of 75 listings starting at $21,000
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Jeep Gladiator under $100,000 in Posen, IL
23 Great Deals out of 78 listings starting at $21,000
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Jeep Gladiator under $100,000 in Blue Island, IL
24 Great Deals out of 80 listings starting at $21,000
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Jeep Gladiator under $100,000 in Palos Heights, IL
24 Great Deals out of 80 listings starting at $21,000
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Jeep Gladiator under $100,000 in Merrionette Park, IL
24 Great Deals out of 78 listings starting at $21,000
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Jeep Gladiator under $100,000 in Dixmoor, IL
23 Great Deals out of 78 listings starting at $21,000
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Jeep Gladiator under $100,000 in Worth, IL
25 Great Deals out of 86 listings starting at $21,000
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Jeep Gladiator under $100,000 in Markham, IL
21 Great Deals out of 74 listings starting at $21,000
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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.