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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
Clarendon Hills, 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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
An advisor of mine recommended Countryside Nissan as a
An advisor of mine recommended Countryside Nissan as a reliable, trustworthy place to buy a car, and this was reflective of my own experience purchasing a car there. Chuck Ippolito is the salesperson I worked with and he was personable, professional and friendly. He consistently worked to make sure we had all the information we needed. Everyone we met at Countryside Nissan was kind, and helped make the experience of purchasing a car less stressful.
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 High Altitude 4X4
Vehicle information
Features
Reviews
EMMANUEL OGUNBIYI did a great job very attentive very
EMMANUEL OGUNBIYI did a great job very attentive very nice great staff good service! Thanks for everything!
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






Jeep Certified
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Svet was amazing omg he helped me soooo much he was nice
Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is
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
Vehicle information
Features
Reviews
Great experience, quick to set up, check in and out and
Great experience, quick to set up, check in and out and everything was quoted with pricing. Time was appropriate for the amount of work done
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Jerry is a family friend, he was a great salesman and let
Jerry is a family friend, he was a great salesman and let me know everything I needed to know about the car that I bought. Everyone in the front, sales team, was also very nice and very helpful.
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
Vehicle information
Features
Reviews
Just had my 2024 Jeep Grand Cherokee serviced at
Just had my 2024 Jeep Grand Cherokee serviced at Castlevand Kim was my service consultant. She was vey helpful, service completed when promised and she covered the services and that my car was washed and ready!
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 Overland
Vehicle information
Features
Reviews
Lombard Toyota was such a great experience!
Lombard Toyota was such a great experience! They were patient and a pleasure to work with.
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 Overland
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!!
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 Overland
Vehicle information
Features
Reviews
I went in for service on my vehicle and the problem was
I went in for service on my vehicle and the problem was explained to me in an easy to understand manner and I was able to chose how I wanted to proceed.
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 Overland
Vehicle information
Features
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!






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Excellent communication.
Excellent communication. Prices very good. Transaction quick and accurate. Excellent customer service. Polite and courteous. Great selection of vehicles, especially Teslas.
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.






Used
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
I absolutely loved Mr.
I absolutely loved Mr. Mike Haggerty's cheerful attitude presented during my car shopping experience. He went out of his way to make sure I was totally satisfied with the purchase, and he made sure the applications needed were downloaded before I left the lot. I can honestly say, of all the years that I've shopped for cars (over 40+ years), this is the first time I've encountered someone who made me feel as if I was a part of his family. His pleasant smile & helpful hospitality will definitely be remembered. Mr. Haggerty's salesmanship was a 10+.
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 Overland
Vehicle information
Features
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!
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
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!
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 Overland
Vehicle information
Features
Reviews
Brazil at Driven Auto of Oak Forest was AMAZING.
Brazil at Driven Auto of Oak Forest was AMAZING. He was very helpful and knowledgeable. Amir the finance manager was patient, understanding and helpful.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I give George Elroy 10 stars if I could he's a awesome
I give George Elroy 10 stars if I could he's a awesome sales person, very patient and kind and gets the deal done!






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
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.






Used
2023 Jeep Gladiator Overland
Vehicle information
Features
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!






Used
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great service.
Great service. The service department was courteous and friendly. My car was serviced and ready to go in a reasonable amount of time. I was very satisfied.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I had a great experience at Old Orchard Nissan.
I had a great experience at Old Orchard Nissan. Antoni was very knowledgeable and helped me and my family with new Nissan rogue. Couldn't be happier with my purchase. I also get a better deal than i expected. Will be telling my friends and family about Antoni.
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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.
Jeep Gladiator Overland by city
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5 Great Deals out of 30 listings starting at $26,972
Jeep Gladiator by trim
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Jeep Gladiator Overland
5 Great Deals out of 29 listings starting at $26,972
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Jeep Gladiator Sport
3 Great Deals out of 27 listings starting at $24,555
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