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Used
Jeep Gladiator trucks
for sale
near
Wind Point, WI
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
2022 Jeep Gladiator Rubicon






Used
2021 Jeep Gladiator Sport
Used
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
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!!






Jeep Certified
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
2020 Jeep Cherokee
Vince did a great job as our sales rep. Mark did his best to get us the price that we wanted. This is the third Jeep that we have purchased from Palmen.
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 Sport
Vehicle information
Features
Reviews
This was a great buying experience all around.
This was a great buying experience all around. Sales management worked with me on the trade in, and everything went smooth. The vehicle is stellar! Ryan in sales did a great job pulling this one.
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 Mojave 4X4
Vehicle information
Features
Reviews
This was my 6th Buick Envista purchase with Manny from
This was my 6th Buick Envista purchase with Manny from Woody is very knowledgeable and professional.
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 Sport
Vehicle information
Features
Reviews
Excellent Service Representative
Edgar Gonzalez has been the best Service Representative that I have ever experienced with this dealership. He is truly a professional at customer service, knowledgeable about the vehicles and warranties. He was awesome in the repair of my Ram truck. Thank you for hiring this gentlemen, a true professional!!
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 Sport
Vehicle information
Features
Reviews
Come one come all
Experience was outstanding. Always professional. Very clean and extremely courtious. Very excited about purchasing my next vehicle here. Recommend to all friends and family. Thank you
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Was very impressed with the service department.
Was very impressed with the service department. I walked in without an appointment and Craig got me checked in quickly. Received a phone call and text as soon as it was done. The work was completed in one day! Great department to work with!
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 !






Jeep Certified
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Great car buying experience with the help of Josh
We couldn't have had a better experience. Josh was amazing and one of the nicest people you could meet. He went out of his way to make sure everything went smoothly. Everyone was very friendly and helpful.
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 Willys 4x4
Vehicle information
Features
Reviews
Great help
Dustin the service advisor was really helpful - took care of my issue with my keep grand Cherokee. Even though it was really busy, still was very friendly and solved the issue quickly. Definitely recommend this dealership/service hub.
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 Sport S
Vehicle information
Features
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.
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 Rubicon
Vehicle information
Features
Reviews
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.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Excellent experience with Doug and the whole team here!
Excellent experience with Doug and the whole team here! I knew what I wanted when I came in and they helped me find the right car at the right price! I would recommend them to anyone!
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
2021 Jeep Gladiator Freedom 4x4
Vehicle information
Features
Reviews
Worked with Johnny very professional, kind and helpful.
Worked with Johnny very professional, kind and helpful. Give him a big raise!!! He us great 10 all across the board.
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
2024 Jeep Gladiator Willys
Vehicle information
Features
Reviews
Right on
Did everything as explained with no surprises. Work was done in a timely manner! Found a repair I was unaware of and took care of it saving me a future problem.
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.






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Salesman Howard Robinson Support Above and Beyond
Kudos to my salesman Howard Robinson on customer service and follow up. Great person to work with and a great resource for information on my Pacifica
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
2024 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Lynch Mukwonago - The place to go
I started here as a service customer, since then, I have bought 2 vehicles from the Lynch group. Both buying experiences were nothing short of amazing. Such a knowledgeable, low pressure buying process both times, I’ll never go anywhere else, Mopar or no car!
Reliable and great looking truck!
Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options






Used
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
The sales Mando is nice and patient.
The sales Mando is nice and patient. The whole experience is speedy and pleasant. I was able to shop for the car I want with minimum effort.




Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features






Jeep Certified
2024 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
An amazing experience!
An amazing experience! Once arrived I was greeted and given a beverage of choice. Then since a majority of technical information was completed via online portals, was able to sit down and do “paperwork” for less than an hour. For one this made the part I dread the absolute most, an absolute breeze. In addition, I absolutely loved how there wasn’t any pressure to make the purchase or not. It was as if I was buying a car from family! I highly recommend this dealership and will be going here moving forward for future cars!
Jeep Gladiator prices by year
Model year | Average price | Deals |
---|---|---|
2025 Jeep Gladiator | $48,938 |
*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 Wind Point, WI
6 Great Deals out of 41 listings starting at $26,494
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Jeep Gladiator under $100,000 in Caledonia, WI
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Jeep Gladiator under $100,000 in Mount Pleasant, WI
7 Great Deals out of 41 listings starting at $26,494
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Jeep Gladiator under $100,000 in Sturtevant, WI
8 Great Deals out of 47 listings starting at $26,494
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Jeep Gladiator under $100,000 in Oak Creek, WI
5 Great Deals out of 35 listings starting at $26,494
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Jeep Gladiator under $100,000 in South Milwaukee, WI
6 Great Deals out of 37 listings starting at $26,494
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Jeep Gladiator under $100,000 in Somers, WI
7 Great Deals out of 41 listings starting at $26,980
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Jeep Gladiator under $100,000 in Cudahy, WI
6 Great Deals out of 37 listings starting at $26,494
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Jeep Gladiator under $100,000 in Yorkville, WI
7 Great Deals out of 43 listings starting at $26,494
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Jeep Gladiator under $100,000 in Franklin, WI
5 Great Deals out of 35 listings starting at $26,494
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Jeep Gladiator under $100,000 in Saint Francis, WI
6 Great Deals out of 37 listings starting at $26,494
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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.