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Used
Jeep Gladiator trucks
for sale
near
Ashippun, WI
under $50,000
- 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
2020 Jeep Gladiator Sport S
Vehicle information
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Reviews
Russe Darrrow worked for me
Only dealership in milwaukee that had the car i was looking for and was patient enough with me to ensure i pulled off in the vehicle of my choice. as a first time buyer, i was very satisfied with their service.
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 Mojave 4X4
Vehicle information
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Reviews
Awesome.
Awesome. Very helpful and attentive. My salesman was very knowledgeable and an awesome communicator. No pressure salesman just listened
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
2023 Jeep Gladiator Sport
Vehicle information
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Reviews
Dealt with Ryan in Sales and Jeana in financing.
Dealt with Ryan in Sales and Jeana in financing. Two of the best people I've ever worked with. Ryan went well above and beyond trying to make my experience pleasurable. He is the hardest, most sincere salesperson I've ever had the privilege of dealing with. I wish all sales people had his character and work ethic! Jeana was an absolute sweetheart in financial. She didn't try to sell me anything extra, just the basics to keep me covered. You can tell she loves just helping people get only what they need. High quality character and an absolute pleasure to "work" with!
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!






Certified
2021 Jeep Gladiator Willys 4x4
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Reviews
I am super happy with this dealership Uptown Ford,they
I am super happy with this dealership Uptown Ford,they really went out of their way to do a great job for me on my purchase of a 2020 Ford Escape. I would highly recommend this dealership to anyone. 5 Stars 🌟. Thank you so much.
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
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Reviews
I was greeted at the door by Mr.
I was greeted at the door by Mr.Harris he was very pleasant and answered any questions I had. He made the process easy for me as a first time buyer and qualified me for the car I want it I highly recommend going to this dealership for your vehicle purchase and ask for Mr. Harris The whole staff was just amazing I highly recommend Gordie Boucher for your vehicle purchase don’t think about it just make it your one stop only stop.
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
2020 Jeep Gladiator Overland
Vehicle information
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Reviews
Will keep going back
Great place to keep going back too for all my service needs even for my oil change always prompt and keep me up to date , the big for me is they don?t try too sell you extra stuff and they let you know when something needs to be done in more than a timely manner , keep it up RDM
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 Rubicon
Vehicle information
Features
Reviews
Excellent experience with Bernardo!
Excellent experience with Bernardo!! No high pressure sales and great in depth assistance learning all the features of the vehicle. Bernardo and Matt were very upfront and honest listening to my needs and fulfilling my wishes for my next perfect car! Thanks so much!
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 S
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Reviews
Knowledgeable, attentive, honest folks.
Knowledgeable, attentive, honest folks. I appreciate the fact they are a locally owned, family dealership. They have earned my trust.
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 Sport S
Vehicle information
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Reviews
Thank You!
Thomas our sales person was great. He made the sale happen because he was so helpful. He was not high pressure. We are enjoying the car
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.






Jeep Certified
2024 Jeep Gladiator Sport S
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Reviews
Overall, friendly and trustworthy staff
I travelled out of state for my purchase and Brad did a great job at answering my multitude of questions! They had a driver pick us up at the airport(1 hour away), washed and filled up the car. Brad sat down with us helped us find some local eats and got us convict way with ease. Paperwork was quick as well. I can't thank them enough for making this car buying experience very productive and hassle free! Thanks again Brad!
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 S
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Review of Kayser Chrysler
The service department was able to get my car in for scheduling on the day I needed and did an excellent job on my car.
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
Excellent
Ryan is excellent to work with! Everything went quick and easy with absolutely 0 complaints. Without hesitation they brought my new jeep right to my driveway 3 hours away from the dealership. Highly recommend and I will be doing business there again. Thanks again Ryan!
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
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Reviews
I had an awesome experience at this dealership.
I had an awesome experience at this dealership. Everyone I dealt with was very friendly and helpful. There was no need to haggle over pricing, they were upfront and fair in not only the cost of the vehicle I purchased but the trade in I had was priced more then fair. I live in Milwaukee and it was well worth the trip to Waukesha!!!
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 Nighthawk
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Reviews
Spike was very helpful and understood my needs Got me
Spike was very helpful and understood my needs Got me setup with the perfect vehicle for my situation. Would highly recommend him and the dealership






Jeep Certified
2020 Jeep Gladiator Mojave 4X4
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Reviews
Terrific Renegade Purchase Experience!
I recently purchased a car at Kayser and had the good fortune to have Scott Bornick as my salesman. Scott was great throughout the whole experience. Professional and knowledgeable, he made the whole process seamless. This was my first purchase at this dealership and I highly recommend them!
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 Rubicon
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Reviews
Most reviews are often written right after purchase, or
Most reviews are often written right after purchase, or within a period of time where the new owner is still in the Honeymoon phase of ownership. I’m writing this as a Lexus customer after 7 years of ownership and over 100k of miles on the NX300 MY2019. The purchase process working with Dale was exceptional on many levels, and have not found any other salesman or dealership that comes close. I visit the showroom occasionally when my NX is in for routine service and I’m always greeted warmly and respectfully. Dale supports the sale throughout ownership by staying “connected” to the sale, meaning he finds solutions to issues, and follows through to completion. This 5 star customer support is not found in car salespeople! I Highly Recommend Dale Roeglin for your next Lexus purchase. The Brookfield Lexus dealership is also 5 star, the showroom is spotless year round, several models on showroom floor all meticulously parked and aligned to the polished tile floor. And have you seen a cleaner customer restroom? These details do matter, and all the support staff, above and below sales have always shown high class on every visit. The 2019 Lexus NX300 F Sport Ultrasonic Blue has been without question the BEST vehicle I’ve ever purchased! You often hear of Lexus reputation regarding quality and I’m writing to say it is true, without question! In 100k mi & 7 years of ownership, not one major or minor repair! The cost of ownership was general maintenance as recommended every 5k or 10k miles. Brakes, Tires and Oil changes, that’s it! I can’t recommend another Brand that even comes close, and I’ve owned several over 45years.
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
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Reviews
HANDLED WITH CARE.
Impeccable Serice Jeremy Simonson, Brandon Gilsch were incredible. They handles my issue with the utmost professionalism and speed. They took the time to investigate and take care of my issue.
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
2023 Jeep Gladiator Overland
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Reviews
Tyler Ball was a pleasure to work with.
Tyler Ball was a pleasure to work with. Thank you for your help and efforts!
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
2024 Jeep Gladiator Rubicon
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Camaro
Nice buying experience. Wonderful salesman . Got my car I wanted. Would recommend this Russ Darrow Dealership for anyone wanting a nice vehicle. Very nice car !!!

Used
2021 Jeep Gladiator Rubicon
Vehicle information
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Reviews
Great service.
Great service. Both in the sales department and the service department. Have leased and purchased vehicles from them.
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Used
2021 Jeep Gladiator Sport
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Used
2023 Jeep Gladiator Sport
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Used
2024 Jeep Gladiator Mojave
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Used
2021 Jeep Gladiator Sport
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Used
2022 Jeep Gladiator Willys 4x4
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Used
2022 Jeep Gladiator Overland
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Used
2022 Jeep Gladiator Overland
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Used
2020 Jeep Gladiator Mojave 4X4
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Used
2023 Jeep Gladiator Overland
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Used
2021 Jeep Gladiator High Altitude 4X4
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Jeep Gladiator prices by year
Model year | Average price | Deals |
---|---|---|
2025 Jeep Gladiator | $48,215 | 1 Good deal |
About the Jeep Gladiator
How much does the Jeep Gladiator cost?
The Jeep Gladiator price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for the Gladiator is $34,768, with pricing starting at $15,480.
What is the MPG of the Jeep Gladiator?
The Jeep Gladiator with traditional internal combustion engine offers up to 17 MPG city and 22 MPG highway for a combined rating of 19 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.
What are some similar vehicles and competitors of the Jeep Gladiator?
The Jeep Gladiator compares to and/or competes against the following vehicles:
What trim levels are available for the Jeep Gladiator?
The Jeep Gladiator is available in the following trim levels:
What model years are available for the Jeep Gladiator?
Available model years for Jeep Gladiator inventory range from 2020 to 2025.
*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 $50,000 by city
-
Jeep Gladiator under $50,000 in Okauchee Lake, WI
2 Great Deals out of 32 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Oconomowoc, WI
2 Great Deals out of 32 listings starting at $26,494
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Jeep Gladiator under $50,000 in Oconomowoc Lake, WI
2 Great Deals out of 33 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Chenequa, WI
2 Great Deals out of 32 listings starting at $26,494
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Jeep Gladiator under $50,000 in Nashotah, WI
2 Great Deals out of 33 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Merton, WI
1 Great Deal out of 31 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Summit, WI
2 Great Deals out of 31 listings starting at $26,494
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Jeep Gladiator under $50,000 in Delafield, WI
2 Great Deals out of 33 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Hartland, WI
2 Great Deals out of 33 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Richfield, WI
1 Great Deal out of 32 listings starting at $26,494
-
Jeep Gladiator under $50,000 in Dousman, WI
2 Great Deals out of 29 listings starting at $26,494
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Jeep Gladiator under $50,000 in Sussex, WI
1 Great Deal out of 31 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.