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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 Overland
for sale
near
Bolingbrook, 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 Overland
Vehicle information
Features






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
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
It was my first time buying a car and Cruz & David were
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
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 Overland
Vehicle information
Features
Reviews
Tony in Tinley Park, IL
I can always count on my service needs being met. Quick Lane is convenient. My last service Was completed on time and corrected.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I had a great experience here.
I had a great experience here. I worked with Manny and he did an excellent job. I am very happy with my new car!!!
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Matt is sales was very open and honest.
Matt is sales was very open and honest. He worked to get the payment I needed!
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 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.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Ethical, principled, honest, trustworthy, fair, and
Ethical, principled, honest, trustworthy, fair, and responsible — not words you usually associate with a used car dealership, but they perfectly describe owner Mark and manager Brion. When I purchased my 2020 Mercedes GLA 250 (now affectionately known as “Duchess” — because who doesn’t name their car?), they made the entire experience hassle-free and enjoyable. They went above and beyond to ensure my car was in excellent condition and worked with me promptly on any concerns. I highly recommend this dealership to anyone looking for a reliable car and a team that truly stands behind their product.
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 Overland
Vehicle information
Features
Reviews
Jon David is an asset to your company he’s a gentleman
Jon David is an asset to your company he’s a gentleman and a scholar. He put a deal that I won’t forget, and I won’t forget him. My son was very happy and he treated him with courtesy.






Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Had a wonderful experience buying by 2016 Mercedes AMG
Had a wonderful experience buying by 2016 Mercedes AMG G63 from Chicago Motor Cars. Seraj “Raj”Abughoush was an amazing sales representative and cares for me start to finish. I was an out of town purchase and Raj walked the car with me twice, did a road test and even fixed an issue he saw with the windshield during our drive together. His manager was very great with his customer service and I will definitely be back to buy another car with Raj and the whole team at Chicago Motor Cars. Was an amazing experience!






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Ayana’s New Car
My sales consultant Travis was excellent he has great customer service and explained everything clearly. He made me feel very comfortable from his hand shake to his smile. He did a great job. Thanks Travis.
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
Features
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 Overland
Vehicle information
Features
Reviews
Service was amazing!
Service was amazing! I would say we were in and out within an hour and a half our advisor explained everything to us. We have no complaints.
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 Overland
Vehicle information
Features
Reviews
The work was done well and quicker than I thought.
The work was done well and quicker than I thought. I've come rely on their service department and have been their customer for many years






Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Excellent repair work, excellent service, excellent
Excellent repair work, excellent service, excellent pricing. Things went so well in the service department with great experiences getting the service work done we decided to come back to Bill Kay Nissan and we had an exceptional time purchasing a new Rogue. Thank you, Bill Kay Nissan, in Downers Grove! You guys are the best. I will make sure all my friends and family know who to go see when they are looking for a car! Keep up the great work!
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
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
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.






Used
2023 Jeep Gladiator Overland
Vehicle information
Features
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 👍






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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
It is good to have good people work for you.
I had a positive experience with Al Piemonte Ford in Melrose Park. I just lost my father. My dad did business with them when he was alive, and recommended them. Eddie Rodriguez was the sales agent that took care of him. He remembered me, was compassionate, knowledgeable, helpful and expedited the transaction in a fair manner. Thank 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
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I saw a van listed on Carfax for this dealer.
I saw a van listed on Carfax for this dealer. I filled out the request info page ad almost immediatley was contacted by Jesse, that was on a Sunday . Monday we went in and test drove the vehicle. There was no pressure to buy, no showing us more expensive vehicles. We were allowed to test drive without the salesman. Our salesman was Jim. He worked with us to get a payment we could afford. Only one minor hiccup. We were told there were 2 keys available ,but then after all was agreed on ,there was only one . we were told they would et us the second key. They would come pick up the van get the key programed and brig the van back( we are an hour away from the dealer. As promised key was ordered Tues ,Wed the van was picked up an new key was made . They kept the promise that they made.
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.
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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.
**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.
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Jeep Gladiator by trim
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Jeep Gladiator Rubicon
5 Great Deals out of 27 listings starting at $27,216
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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.