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Used
Jeep Gladiator trucks
for sale
near
Chicago, 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 Sport S
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Reviews
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
2020 Jeep Gladiator Rubicon






Used
2022 Jeep Gladiator High Altitude
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Reviews
We recently purchased a Porsche Macan from Napleton
We recently purchased a Porsche Macan from Napleton Maserati of Downers Grove, and I can’t say enough about the exceptional service we received from start to finish. Even though we’re located all the way in Seattle and never saw the vehicle in person before buying, the entire experience was seamless, trustworthy, and surprisingly personal. From the very beginning, Orsie on the sales side went above and beyond — answering every question promptly, providing detailed photos and information, and making us feel confident and excited about the purchase. His honesty and commitment to service were truly refreshing. On the financing side, Alex made the entire process smooth and straightforward. He explained everything clearly, helped us understand all options, and kept things moving quickly despite the distance. What impressed us most was the trust and transparency every step of the way. In an age where buying a car sight unseen can feel risky, they built an experience grounded in professionalism and care. We would highly recommend Napleton Maserati of Downers Grove to anyone — no matter where you're located. They proved that exceptional service and trust can travel any distance.
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 Rubicon
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Reviews
I need a new radio.
I need a new radio. My oil change is fixed. I need to schedule a long appointment
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
We've worked with Tony before & he is very
We've worked with Tony before & he is very knowledgeable & knows just what we like.
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
2020 Jeep Gladiator Overland
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Reviews
Thank you Mike and Jonny for helping my husband get his
Thank you Mike and Jonny for helping my husband get his new truck!! Mike thank you for your great service and Jonny for wrapping it up to get on the rode!! Everybody else was all smiles and very welcoming...
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 Rubicon
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Reviews
Alexander and MJ were wonderful to deal with.
Alexander and MJ were wonderful to deal with. We got a great deal and had a wonderful experience. They followed through on everything that was promised . I would highly recommend them to anyone looking to purchase a vehicle.
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
We had a fantastic experience working with Lance at
We had a fantastic experience working with Lance at Countryside Nissan! He was honest, helpful, and truly went above and beyond to accommodate us—especially since we were driving in from 3 hours away. The SUV was exactly as described, runs like a dream, and was priced very fairly. Everyone at the dealership treated us with kindness and respect, which made the whole process smooth and enjoyable. We couldn’t be happier with our purchase and will 100% shop at Countryside Nissan again. Thank you for making this such a positive experience!
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
2022 Jeep Gladiator Sport
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Features
Reviews
Our salesman Darius treated us fairly without the high
Our salesman Darius treated us fairly without the high pressire tactics sometimes encounteredat most dealerships. We knew what we wanted since we had visited several dealerships in our area. No surprises. I would go back again and tecommend them.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Made me feel like family as soon as I walked in very
Made me feel like family as soon as I walked in very helpful and accommodating to my needs didn?t feel rushed at all great staff and location overall.
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 Rubicon
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Reviews
Above and beyond service
I have never bought a car online before let alone bought a car without even seeing it or driving it. I saw a Bentley Flying Spur for sale at Chicago Auto Gallery. I called and spoke to a salesperson named Steve. From the first hello on the phone until we closed the deal and the car was shipped to me Steve was fantastic. He did everything possible to ensure that I was satisfied with the car and the deal. Now here's the extra part that I was even shocked at myself. Once I got the car, I drove it and after 5 miles some of the lights came on such as check engine, ride height, traction control and ABS. I was initially immensely pissed. I called Steve and said you might want to get ahold of that driver who delivered this car and tell him to take it back. Steve suggested I take it to a certified mechanic near me and have it looked at to see what was the problem. Apparently when one light goes off, it triggers more lights to activate. I had it looked at and to fix the car right it was going to be over $3000. Steve took care of it and the dealership paid the whole bill. In my mind that was the most solid thing to do and he did it. He could have argued and tried to avoid it or said no, you bought it, you fix it. They did not do that to me. I'm in Pittsburgh and they are in Chicago. I know I had rights and could have just sent it back but I wanted that car and they fixed it for me. I appreciate everything they (Steve) did for me and I would definitely purchase another vehicle from them. Thank you again Steve and Chicago Auto Gallery.
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 Sport S
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Reviews
Have trusted this dealership for over 25 years.
Have trusted this dealership for over 25 years. I wouldn’t think of bringing my 2 Buicks anywhere else. They only do necessary repairs which I appreciate and will give you a timeline as to what to expect down the road when it comes to doing work. They value you as a customer and do everything they can to help you in all aspects serving you.
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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Reviews
Great customer service.
Bought a car on Wednesday night noticed the brake light was out. Told me to bring it back on Monday and they would take care of it. Did the oh I am in a cabin filter and even filled it up. Will shop again.
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 Sport S
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Reviews
Ovdio gracias si muy bien 100 percent awesome job 3 car
Ovdio gracias si muy bien 100 percent awesome job 3 car there 5 m0re ovi
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 Overland
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Reviews
Though I ended up not purchasing the car, they were great
Though I ended up not purchasing the car, they were great with getting me the information I needed to make my decision. Very friendly and accommodating.
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
2022 Jeep Gladiator Mojave 4x4
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Reviews
There are some dealerships and then there is
There are some dealerships and then there is Betthenhausen Fiat! Great folks that made the process so simple!
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.

Used
2021 Jeep Gladiator Overland
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Features
Reviews
I was contacted immediately by Tom N, who very helpful
I was contacted immediately by Tom N, who very helpful and eager to assist us with our search
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
2020 Jeep Gladiator Rubicon
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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!
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 Sport S
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Reviews
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.
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Used
2023 Jeep Gladiator Overland
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Used
2023 Jeep Gladiator Sport S
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Used
2021 Jeep Gladiator Overland
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Used
2020 Jeep Gladiator Sport
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Used
2023 Jeep Gladiator Sport
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Used
2020 Jeep Gladiator Rubicon
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Used
2023 Jeep Gladiator Sport
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Used
2022 Jeep Gladiator Mojave 4x4
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Used
2021 Jeep Gladiator Mojave 4X4
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Used
2023 Jeep Gladiator Sport S
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Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $35,477 | |
2023 Jeep Gladiator | $26,995 | 10 Good deals |
2022 Jeep Gladiator | $26,977 | 8 Good deals |
2021 Jeep Gladiator | $21,995 | 12 Good deals |
2020 Jeep Gladiator | $20,997 | 7 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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Jeep Gladiator in Berwyn, IL
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Jeep Gladiator in Oak Park, IL
11 Great Deals out of 72 listings starting at $20,997
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Jeep Gladiator in Riverside, IL
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Used Jeep Gladiator by body style
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