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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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New and used
2025 Jeep Gladiator trucks
for sale
near
Plainfield, IL
- 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.






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Thanks James!
We were a little nervous about making a 3 hr road trip to look at a Grand Cherokee but, they were one of the few places that had what we were looking for. Which is unfortunatly the reality today. We spoke with Nathan from the interenet who got us all the information we needed and more. Upon arrival James was our salesman. Truely nice guy who explained things about the vehicle and was wonderful about answering our questions. The whole process was smooth. James kept us informed and things moving along. Everyone we encountered from sales manager, to finance, to store manager were very nice and gracious. The only thing that we did not care for is that when a car is sold the music is CRANKED and COW BELLS are rang. but the killer was the horns from the vehicles within the show room were honked right where we were sitting. I get that your creating a vibe but, come on. Its just one little thing that otherwise was a great experience. Thanks so much James!






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Out with the Old In with the New!
I want to Thank Tim, Clarance and Ryan and the entire South Oak Team for such a painless and professional experience in purchasing our new Truck. Tim your active listening helped us to make a choice that got us out of a car payment we really needed to get out of. Clarence and thanks for helping us get the financing done quickly with a rate we could not beat and Ryan for explaining everything and getting us out quickly with clear understanding of all details. My husband and I are e ever so grateful. I am happy that my husband has his dream car with an unbelievable, unbeatable rate.






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great Car Buying Experience
I found a car on cars.com on Saturday night. Message them on Sunday and lined up a test drive for 11AM Monday. The vehicle was extremely clean inside and out. We negotiated a price very quickly and it was the fastest car buying experience I've been involved with. It was worth the 2.5 hour drive. John, Dwayne, Tom and the rest of the team was awesome.






New
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
I would like to say thanks again for everything Ov Perez
I would like to say thanks again for everything Ov Perez and Mr.Gus sales Manager U guy's made it happen for me God bless U guy's & keep up with the great work.






New
2025 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Castle of Naperville was great.
Castle of Naperville was great. CJ my salesman knew his stuff it was almost like a day in an adult playground. Sales and finance department was so easy to work with. I highly recommend this dealership.






New
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Great service
In for an oil change and tire rotation as well as a software update. No issues and work was completed early. Waiting room was nice and the complimentary snacks were great.






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
I bought a 2020 Kia soul from this dealership’s.
I bought a 2020 Kia soul from this dealership’s. Took my time to fine the right vehicle . And was never pressured to buy something I did no wanted . After two month had a problem with van and they fix it no charge . I would definitely recommend this dealership.






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great experience and no pressure from sales team.
Great experience and no pressure from sales team. Working with John Marcus made the purchase of the vehicle and easy process.






New
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Just had my 2024 Jeep Grand Cherokee serviced at
Just had my 2024 Jeep Grand Cherokee serviced at Castlevand Kim was my service consultant. She was vey helpful, service completed when promised and she covered the services and that my car was washed and ready!






Vehicle information
Features






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
I need a new radio.
I need a new radio. My oil change is fixed. I need to schedule a long appointment






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Laid back and relaxing
I have spent my entire life in and around the auto industry and these guys are the only dealer I buy from outside of my own. Dempsey isn't your typical car dealer, and the experience is far more laid back. If you are looking for Unique cars at fair prices, make this place your destination.

New
2025 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Perfect experience.
Perfect experience. Eddie and Patricia were wonderful. Got exactly what we wanted without hassle or pressure. The vehicle was exactly as described. We'd go back for sure.

New
2025 Jeep Gladiator Sport
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!






New
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
I’ve called different places for jeep information but
I’ve called different places for jeep information but this place actually truly helped me a lot, he explained everything to me and broke everything down for me considering I don’t know much about cars. Definitely looking forward to coming in with David and potentially buying my first car!!!






Vehicle information
Features






New
2025 Jeep Gladiator Mojave X
Vehicle information
Features
Reviews
Recent used car purchase.
Thankyou Carlo Casini for working with me on my used car purchase. Thankyou To the rest of the crew for working with. To get my paper work completed.🙂

New
2025 Jeep Gladiator Mojave X
Vehicle information
Features
Reviews
Happy
Thank you Bill, Chad, Jimmy, Brandon for taking care of Karen and me you guys are great and fun to be around thank you pearl






New
2025 Jeep Gladiator Sport
Vehicle information
Features






New
2025 Jeep Gladiator Rubicon
Vehicle information
Features
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2023 Jeep Gladiator | $27,222 | 13 Good deals |
2022 Jeep Gladiator | $27,977 | 9 Good deals |
2021 Jeep Gladiator | $26,663 | 9 Good deals |
2020 Jeep Gladiator | $21,977 | 5 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.
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