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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
Naperville, IL
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Didn't buy anything but they were on their game.
Didn't buy anything but they were on their game. Willing to do anything. Will keep them in mind in the future.
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
2021 Jeep Gladiator Mojave






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Great experience salesman was awesome.
Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.
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
Vehicle information
Features
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!






Certified
2021 Jeep Gladiator Mojave 4X4
Vehicle information
Features
Reviews
I recently purchased a Bronco Sport from Nick at Roesch
I recently purchased a Bronco Sport from Nick at Roesch Ford. He is very professional and knowledgeable about the vehicle, trim packages and options available, as well as electronic features of the car. Nick and Dave were able to meet my budget on the model I wanted, and offered a fair price on my trade in. Overall a great, no pressure dealership, and the smoothest car purchase process I've had.
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 Mojave 4X4
Vehicle information
Features
Reviews
Went in to look at a 2022 outlander.
Went in to look at a 2022 outlander. Worked with Daniel. He was great to work with understood my car buying frustrations and was up front and honest. Worked out a good deal. But I ended up going a different route. Finding honest up front sales people is like finding a needle in a hay stack these days would definitely consider them in the future when I am on the market for a new vehicle in the future.
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
Vehicle information
Features
Reviews
I initially checked to see if the SUV I found on cars.
I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!






Used
2025 Jeep Gladiator Nighthawk
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Features
Reviews
MY EXPERIENCE WAS EXCELLENT.
MY EXPERIENCE WAS EXCELLENT. BARBARA, DeCARLOS, ADAM,BILL,BOB ARE ALL FAMILY TO ME THEY ARE VERY LOVING AND CARING. THEY TRULY SPOIL THEIR CUSTOMERS. I WISH I COULD BUY A CAR EVERYDAY JUST TO GET THE HOMEWOOD EXPERIENCE OF BUYING A CAR.






Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
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
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Reviews
I’ve been in the auto industry for over 20 years and was
I’ve been in the auto industry for over 20 years and was seriously IMPRESSED by the level of customer service & transparency provided by the entire team! Great group of professionals, thanks again for making the transaction painless!
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
2023 Jeep Gladiator Overland
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Features
Reviews
Great work, GREAT people.
Great work, GREAT people. Ask for Mike S. He did the best. Love my ford fusion. Very nice guy, he cared & took his time. ALL my needs were met. Thank you Oak Lawn Volkswagen! Thank you, Amaya C.
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 Willy's
Vehicle information
Features
Reviews
Iconic experience
Only place to purchase and sell a car outstanding experience outstanding quality cars and Kudos to everyone I encountered. Clean and efficient world class above everyone else in the industry






Used
2020 Jeep Gladiator Sport S
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Reviews
Best experience ever in buying a new car best salesmen
Best experience ever in buying a new car best salesmen Ernie and best finance manager Tom They made is so easy and fast and no run around
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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Features
Reviews
Marco did and excellent job and help me get the car I
Marco did and excellent job and help me get the car I wanted! Great guy great dealership.






Used
2021 Jeep Gladiator Overland
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Reviews
Joey Dalporto assisted us with our purchase of a used
Joey Dalporto assisted us with our purchase of a used Buick Cascade. He was very approachable and helpfully answered all our questions. It was a great car-buying experience.






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Straight forward, would definitely buy from them again.
Straight forward, would definitely buy from them again. Everyone was nice, dealership was spotless. Happy with the overall experience.






Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Excellent service from all hands at Elgin VW.
Excellent service from all hands at Elgin VW. Everyone helped us get our new car. Our fourth from this dealership.
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
2025 Jeep Gladiator Rubicon
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Reviews
It was great my brother and Samuel Jackson had a very
It was great my brother and Samuel Jackson had a very good talk and understanding . Samuel Jackson has been the one I sent my cousin, nice and now my fiance. Keep up the good work Samuel






Used
2021 Jeep Gladiator Mojave 4X4
Vehicle information
Features
Reviews
I was a little skeptical about purchasing a vehicle I had
I was a little skeptical about purchasing a vehicle I had not seen in person, the owner Michael was extremely helpful and reassured his words were honest, happy to say we are pleased with the purchase. Had this beauty shipped to Texas and it arrived in a timely manner. Definitely recommend!






Used
2022 Jeep Gladiator Rubicon
Vehicle information
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Reviews
I just purchased a car from Castle Hyundai of Oak Lawn,
I just purchased a car from Castle Hyundai of Oak Lawn, and I couldn’t be more grateful for the experience. From start to finish, the team showed true professionalism, care, and integrity—qualities that can be hard to come by in the car-buying world. Now I truly understand what they mean when they say “Drive Happy!” Jim (Sales Manager), Nick (Sales Consultant), Brennan (Internet Representative), and John (Finance Manager) were an absolute pleasure to work with. They went above and beyond to make sure I felt informed, respected, and supported throughout the process. They were transparent, never pushy, and always willing to answer my (many!) questions with patience and honesty. It was clear that they genuinely cared—about the car, the deal, and most importantly, about me as a customer. They didn’t just meet expectations - they exceeded them. The entire process was smooth, respectful, and even enjoyable. These are good people who take pride in doing right by others. Thank you to everyone at Castle Hyundai of Oak Lawn—you didn’t just help me get a great car, you made the whole experience one to remember. You went the extra mile (pun absolutely intended) and because of you, I now Drive Happy!
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.






Vehicle information
Features
Reviews
Great customer service.
Great customer service.Thank you Fil, Greg and Ulises for making every step as easy and hassle free as possible,Quality vehicles at reasonable prices.
Jeep Gladiator prices by year
Model year | Average price | Deals |
---|---|---|
2025 Jeep Gladiator | $46,591 | |
2022 Jeep Gladiator | $38,062 | 15 Good deals |
2021 Jeep Gladiator | $37,427 | 6 Great 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 $50,000 by city
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Jeep Gladiator under $50,000 in Naperville, IL
23 Great Deals out of 92 listings starting at $23,980
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Jeep Gladiator under $50,000 in Lisle, IL
23 Great Deals out of 93 listings starting at $23,980
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Jeep Gladiator under $50,000 in Warrenville, IL
20 Great Deals out of 89 listings starting at $23,980
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Jeep Gladiator under $50,000 in Bolingbrook, IL
22 Great Deals out of 86 listings starting at $23,980
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Jeep Gladiator under $50,000 in Woodridge, IL
22 Great Deals out of 92 listings starting at $23,980
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Jeep Gladiator under $50,000 in Aurora, IL
18 Great Deals out of 73 listings starting at $23,980
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Jeep Gladiator under $50,000 in Wheaton, IL
22 Great Deals out of 95 listings starting at $23,980
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Jeep Gladiator under $50,000 in Downers Grove, IL
22 Great Deals out of 93 listings starting at $23,980
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Jeep Gladiator under $50,000 in Romeoville, IL
20 Great Deals out of 82 listings starting at $23,995
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Jeep Gladiator under $50,000 in Winfield, IL
20 Great Deals out of 93 listings starting at $23,980
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Jeep Gladiator under $50,000 in Boulder Hill, IL
15 Great Deals out of 65 listings starting at $23,980
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Jeep Gladiator under $50,000 in Plainfield, IL
19 Great Deals out of 71 listings starting at $23,995
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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.