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Used
Jeep trucks
for sale
near
Wind Point, WI
- 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 Mojave 4x4
Used
2020 Jeep Gladiator Sport S
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Reviews
Best buying experience yet!
I bought my 2022 Wagoneer this week and could not have been happier with the entire experience. Joe, Brian, Chris, Krissy, and the finance team we’re all phenomenal. I have a lot of vehicle purchases under my belt and this team has without a doubt been the best. They have earned our business for years to come. Thanks to everyone on the team for making us feel like more than just a sale.
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
Prius Purchase
Jim Blake was exceptionally helpful in making the purchase of my Prius as painless as possible. He was also available after the purchase was completed for questions.
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 Sport S
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Reviews
Service
I own a 2013 dodge avenger took it in for service and found out I had to buy a new battery and other parts. I always use this dealership they do good work and I would recommend them to family and friends.
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
2024 Jeep Gladiator Rubicon
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Reviews
Truck Trading Perfection
The part i really appreciated about it was the fact that of the fine gentleman i worked with, Tim, Matt and Teddy, they understood that the 1 truck they had on the lot I liked but had one feature that I did not want to have on a truck I would buy for the future. I had said feature, Ramboxes, on the truck I traded and I think they was a great creation by Ram. I like the Ramboxes and the way they create extra storage on the outside of the truck for ease of access. However with my current and expanding family situation, I was going to need a standard bed. After I explained this to all 3 of them, they were polite and receptive of my request and worked hard to find a truck they could do a truck for truck swap that was on my wheelhouse of options. They were able to accomplish just that and I am very appreciative as the truck I purchased will hopefully be a lifelong vehicle turned into a collector's item since it is a special edition truck.
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.
Used
2020 Jeep Gladiator Rubicon
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Reviews
Worked with Karson and Nick, they both helped me
Worked with Karson and Nick, they both helped me immensely. I needed to lower my lease payment and they found the perfect car for me. The whole transaction was fast and easy. I worked with Nick before and was surprised that he remembered me. Thank again to both Karson and Nick. You don't realize how much your kindness meant to you. Highly recommend this dealership, and both of the gentlemen that helped me.
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
2021 Jeep Gladiator Overland
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Reviews
My request was answered promptly with courtesy.
My request was answered promptly with courtesy. I understand that follow up is the name of the sales game. However if I state in my initial request for information that I have just started looking, I do not want to be hassled with emails and calls, that is exactly what I am asking for. I have not been inundated with emails or calls from this dealership asking if I was still interested or when was I coming to look at the car. That is a great sales technique!
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 High Altitude 4x4
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Reviews
Willow was great .
Willow was great . I would recommend a friend to buy a vehicle from her. Got a good deal
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 Sport
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Reviews
Each person I interacted with from the service advisors
Each person I interacted with from the service advisors to the shuttle driver, was friendly, and helpful. It certainly made a stressful experience more enjoyable. I felt like a valued customer the entire time.
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 Rubicon
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Reviews
Exceptional Service
Great service and quality car! Jon Golm was a great sales guy. Looking for safe reliable car for my granddaughter and he delivered. Awesome 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
2023 Jeep Gladiator Overland
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Reviews
Great place for shopping for a new vehicle.
Great place for shopping for a new vehicle. Great salesman Enrique made a sweet and smooth buying process. Highly recommended not once did I feel hurried or pressured on my purchase.
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
2025 Jeep Gladiator Sport
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Reviews
Very Good Service
Had an awesome experience with sales representative Roy Visor. He was very helpful and knowledgeable towards my needs. Although I did not find exactly what I was looking for at the time, Roy was very patient with me. I look forward to doing business with Roy.
My THIRD Jeep Gladiator.
My THIRD Jeep Gladiator. Listen, if you want a light duty truck, look at "light duty" trucks to compare... The Gladiator is the ONLY one that even at base model COMES 4x4, COMES with solid front/rear axles... Comparing the equal classes, it has the best in class towing and payload; bang for the buck, your money is better spent on the Gladiator. If you want amenities, you can of course get them fully tricked out with every feature you could want. All I will say is yes, it rides like a "truck", but my interest is truck first, everything else second. If you want luxurious ride and the feel of sweet comfort, buy one of the others, their truck abilities are SECOND, the Gladiator is a TRUCK first. I have hauled everything with mine; trailers pulling vehicles, lumber, hay... Light duty truck, Gladiator.
Used
2025 Jeep Gladiator Sport
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Reviews
Excellent purchasing experience great repurchase and post
Excellent purchasing experience great repurchase and post purchase follow through by Jake Mooney. The entire staff, but especially Jake made me feel like I was purchasing a new car despite it being secondhand and not a Mercedes. Their new car lineup looked impressive and an overall great operation!
For a "light duty" pick-up truck, I would rate the Jeep
For a "light duty" pick-up truck, I would rate the Jeep Gladiator #1, I am on my third. The Gladiator is still a TRUCK; payload, towing, solid axles front/rear, manual 4x4 standard on all models, ground clearance, all surpassing any other light duty truck on the market. Please do remember, it is a "Jeep/truck" first, meaning, if riding like a Cadilac is important to you, then buy a Cadilac, the Gladiator does ride like a truck. If you are wanting a light duty truck, a Gladiator surpasses all others in the criteria of being a TRUCK. However, it is still VERY well outfitted with amenities such as leather, heated seats, heated steering, full Apple/Android, LARGE screen, exceptional safety features. My comparison has been made having owned every other truck on the market at least twice if not more.
Used
2020 Jeep Gladiator Overland
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Reviews
Hiller Ford provides excellent and courteous service
Hiller Ford provides excellent and courteous service every single time. It’s always a pleasure!
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
2020 Jeep Gladiator Overland
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Reviews
Highly recommend
I would highly recommend this dealership. They were honest, not pushy, patient and understanding. Thank you Car Corral for your everything you did for us.
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
2025 Jeep Gladiator Rubicon
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Reviews
Nick K in sales was exceptional!
Nick K in sales was exceptional! 10/10 customer service! If you need a new or used car, go see Nick! He was extremely professional, and did not pressure me at all!
Got a great deal from Hendrick Chrysler Jeep FIAT
Got a great deal from Hendrick Chrysler Jeep FIAT Fayetteville, NC. Absolutely love it!!! The Gladiator is a great vehicle. I originally went for a test drive and before I left, the salesman brought me a copy of a deal that floored me. We bought it the next day in 1941 Green!!!
Used
2021 Jeep Gladiator Sport
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Reviews
SMALL PROBLEM BUT GREAT SERVICE
My Mother had a small service requirement, your Assistant Service Manager DAVID OLGUIN, took care of it for her. I really appreciate his help for my 90 year old Mom.
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
2022 Jeep Gladiator Sport S
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Reviews
Buyers Beware
Very pleasant auto buying experience. Great people to talk with and fair in their negotiations. I pointed out a scrape on the vehicle and they made a fair adjustment. It was the perfect buying experience … until I woke up this morning. I went out to wash the bugs off from driving home the night before and found several breaks and cracks in the grill and fender that I didn’t notice when I bought it the night before. They of course didn’t point them out to me. All I can say is, “Shame on me,”. My responsibility for not looking it over more closely. My bad not them. Buyers Beware! Look over every inch, twice. Everything is made of plastic these days.
My jeep gladiator is perfect for all my needs.
My jeep gladiator is perfect for all my needs. Better gas mileage than my previous truck and also has a great 4wd system. I will probably keep this one a long time. Have taken several road trips and some light off road driving, it has been great for both.
Used
2021 Jeep Gladiator Freedom 4x4
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My experience with Mark and Virgil made the trip to
My experience with Mark and Virgil made the trip to Milwaukee worth it. Virgil was kind, made the deal work, and then explained everything about my new Jeep. He took his time with me and I never felt rushed or pressured. I would definitely buy from Griffin Hub again and have Virgil as my salesman.
Used
2020 Jeep Gladiator Sport
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Reviews
Vehicle Purchase
We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.
Used
2021 Jeep Gladiator Sport
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Reviews
I bought a car from Pete Espinoza.
I bought a car from Pete Espinoza. And I had a great experience there at that dealership. He was so patient and kind and moved things right along. I would definitely buy another car from him.
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About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,483.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Cherokee can reach up to 39 MPG city and 35 MPG highway for a combined rating of 37 MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 31 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3682 great deals out of 13727 listings starting at $1.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Caledonia, WI with 11 great deals out of 31 listings starting at $22,834.
*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 Trucks by city
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9 Great Deals out of 28 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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9 Great Deals out of 30 listings starting at $22,834
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9 Great Deals out of 30 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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7 Great Deals out of 28 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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11 Great Deals out of 39 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
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11 Great Deals out of 31 listings starting at $22,834
Jeep Trucks in Wind Point, WI by model
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Jeep Gladiator Trucks in Wind Point, WI
11 Great Deals out of 31 listings starting at $22,834
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