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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 trucks
for sale
near
Wheaton, IL
under $40,000
- 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 Overland
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Features
Reviews
All in all this was a very pleasant car buying
All in all this was a very pleasant car buying experience. Tom Dempsey, the owner of the dealership, personally found me the car I was looking for at the price I could afford. Elijah then took over and did an amazing job showing us how to operate all of the electronic features this car has. He was extremely professional and patient and he walked us through everything. I will recommend this dealership to all my friends.
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 recently purchased my Audi with Dexter Gordon.
I recently purchased my Audi with Dexter Gordon. From start to finish, Dexter was wonderful to interact with. He was helpful, professional and knowledgeable. If you want to interact with a non-pushy sales person who actually cares about choosing the right car for your lifestyle and budget, Dexter is your guy. He was also incredibly patient with me as I was quite undecided. But he gave me my space and time to decide as I am the type of person that needs to internalize options before pulling the trigger. To my surprise, he did not push me to purchase same day which I appreciated as I don't like to be pressured; purchasing a car is a huge decision. He was also transparent in his interactions with me. Thank you, Dexter for your patience and guidance throughout the entire process. I will definitely recommend you to friends and family since my experience was so pleasant.
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
2022 Jeep Gladiator Willys
Vehicle information
Features
Reviews
Enjoyed my experience purchasing my new car.
Enjoyed my experience purchasing my new car. Everyone was very friendly and answered all my questions. Alex did a great job at showing me the vehicle and answering all the questions I had about it.
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 Mojave
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Features
Reviews
Very professional and pleasant people I dealt with in my
Very professional and pleasant people I dealt with in my purchase and service work of my vehicle. Would not hesitate to buy another vehicle or have them perform service work.
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 Overland
Vehicle information
Features
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!
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 Sport S
Vehicle information
Features
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
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 Overland
Vehicle information
Features
Reviews
The service experience was very good.
The service experience was very good. I brought my vehicle in for an oil change and a recall. It went well but then a few minor things happened with the electronics. They were quickly fixed except I couldn’t then get the AM stations back on the radio. So the Service Dept ordered a new radio for me, which should fix this issue.
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
2020 Jeep Gladiator Overland
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Features
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
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Yesterday I purchased a car by phone for the first time.
Yesterday I purchased a car by phone for the first time. As a senior citizen I sold my car on the 9th of March thinking I would get totally travel by taxi or Uber or Lyft but I under estimated the value of getting up and going when you like. The team at CarMax from beginning to directions to the highway were the very best. Each and every member made me feel valued as a customer. And feel like they were treating me like they would their family members. You could not ask for more than that. Bj
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 Overland
Vehicle information
Features
Reviews
EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO
EXOTIC MOTORS HAS HANDS DOWN THE MOST EXOTIC AUTO COLLECTION I HAVE EVER SEEN IN ONE LOCATION. I FOUND MY DREAM CAR A 2017 MERCEDES-BENZ AMG GLE 63. THE SALES AND PROCESS WAS THE SMOOTHEST I HAVE EVER EXPERIENCED. DONT GO ANYWHERE ELSE EXOTIC MOTORS IS YOUR ONE STOP SHOP WITH TOP QUALITY VEHICLES AND SERVICES. THE BEST IN MY BOOK!. IM DISABLED AND THE RIDE IS A BIT HARD ON MY SPINE BUT I HAVE NO DOUBT THEY WILL RESOLVE THE MINOR ISSUE TO A AMAZING TRUCK, ILL KEEP UZ POSTED WITH AN UPDATE. DENNIS IS A GREAT SALES MANAGER AND SALEEM IS JUST A SOLID BUSINESS OWNER WITH THE BEST INTEGRITY!. THANKS GUYS! ANDRE RODRIGUEZ.
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Salesmen and all staff were helpful and worked with me on
Salesmen and all staff were helpful and worked with me on a great deal for the Gladiator.
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Very friendly customer service team willing to work hard
Very friendly customer service team willing to work hard for you to find the right vehicle for you.
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
2021 Jeep Gladiator Rubicon
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Features
Reviews
Great bunch of people .
Great bunch of people . Not high pressure sales . They go above on trying to help you and accommodate . I wish I would have went with them but purchased another vehicle thinking payments would be lower but they turned out the same .






Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Abigail was great to work with!
Abigail was great to work with! She was friendly and very thorough when showing us all the options. Sari in finance was very patient and made sure we fully understood every step before proceeding. It gave us peace of mind knowing we were working with people who genuinely care. Thank you to the Joe, Abigail, Mostafa, Sari and Daniel. We will definitely be recommending Continental Toyota to anyone in the market for a car.
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
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 Sport S
Vehicle information
Features
Reviews
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! 🤪






Jeep Certified
2021 Jeep Gladiator Rubicon
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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






Used
2022 Jeep Gladiator Rubicon
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Features
Reviews
Matt is sales was very open and honest.
Matt is sales was very open and honest. He worked to get the payment I needed!
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
Good salespeople and finance person, beautiful
Good salespeople and finance person, beautiful dealership,very fair price on the 2015 jeep, love the Willy’s wrangler✌️🐣






Used
2021 Jeep Gladiator Willys 4x4
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Features
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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $34,427 | |
2023 Jeep Gladiator | $26,495 | 8 Great deals |
2021 Jeep Gladiator | $24,900 | 14 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
Compare the Jeep Gladiator
Jeep Gladiator under $40,000 by city
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Jeep Gladiator under $40,000 in Wheaton, IL
12 Great Deals out of 62 listings starting at $24,900
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Jeep Gladiator under $40,000 in Glen Ellyn, IL
12 Great Deals out of 62 listings starting at $24,900
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Jeep Gladiator under $40,000 in Winfield, IL
12 Great Deals out of 62 listings starting at $24,900
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Jeep Gladiator under $40,000 in Carol Stream, IL
12 Great Deals out of 62 listings starting at $24,900
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Jeep Gladiator under $40,000 in Lisle, IL
12 Great Deals out of 63 listings starting at $24,900
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Jeep Gladiator under $40,000 in Glendale Heights, IL
12 Great Deals out of 63 listings starting at $24,900
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Jeep Gladiator under $40,000 in Warrenville, IL
11 Great Deals out of 60 listings starting at $24,900
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Jeep Gladiator under $40,000 in Lombard, IL
12 Great Deals out of 65 listings starting at $24,900
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Jeep Gladiator under $40,000 in Downers Grove, IL
11 Great Deals out of 63 listings starting at $24,900
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Jeep Gladiator under $40,000 in Bloomingdale, IL
12 Great Deals out of 63 listings starting at $24,900
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Jeep Gladiator under $40,000 in West Chicago, IL
12 Great Deals out of 61 listings starting at $24,900
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Jeep Gladiator under $40,000 in Villa Park, IL
12 Great Deals out of 63 listings starting at $24,900
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