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Used
Jeep Gladiator trucks
for sale
near
Glenview, IL
under $99,969
- 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 Rubicon
Vehicle information
Features
Reviews
Just bought a truck from Chris Krason and had a wonderful
Just bought a truck from Chris Krason and had a wonderful experience. Chris is knowledgeable and responds promptly to inquiries. He was able to find as truck for me quickly with all my needed options and color. When you visit, ask for Chris.
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
Our experience was great from the moment my niece and I
Our experience was great from the moment my niece and I entered the dealership to me driving out with a brand new vehicle! Viviana Quinto was so attentive from the first time I contacted the dealer to welcoming us when we arrived. Francisco Zavala was so kind, professional and attentive. He was understanding to my needs. He was cordial and went along with my humor. Lance Leglar was informative and attentive regarding the accessories. Oday Omar in the Finance went through all docs that I had to sign. Ms. Cashier (didn’t get her name) was so sweet and great at her job. She got the coaching, lol! Thank you so much for making us feel welcome and valued. Will recommend this dealership to my family and friends. Awilda Ramos (No relations to Aylin Ramos) Didn’t know there was someone with surname Ramos at your location until I looked for the employee list online.
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
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
The process was easy.
The process was easy. Went to see the car but they were waiting for a part. We liked it right away. When it was finished they called us to test drive. Dan and Dave were terrific no pressure. They gave us a figure and we gave them ours and they did more than we asked for including accessories. John in finance and John the gm were also terrific. I rate this dealership very high.
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
Vehicle information
Features
Reviews
Very friendly staff that helped me find the right car and
Very friendly staff that helped me find the right car and sent me up with financing that worked for me. I appreciate the time they took to explain the process and made everything really easy! Definitely my place to go when i need another new car in the future.
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 Rubicon
Vehicle information
Features
Reviews
We had the pleasure to work with Jim Jacobson.
We had the pleasure to work with Jim Jacobson. He is by far was the best salesman we?ve worked with. He gave us the best deal and was very informative. Not only was he giving us a great deal but he made sure we walked out with what we wanted. We looked over multiple options to see what would be the best fit for us. He made the long process into a great experience. I know we?ll be going back to Bill Jacob?s VW just for Jim! ??
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 4X4
Vehicle information
Features
Reviews
The seller was very helpful and upfront.
The seller was very helpful and upfront. I was made extremely comfortable in his knowledge of the vehicle and the vehicles they were selling. Even though I was an out of state buyer they worked on a deal that was good enough that I was going to move forward with them in purchasing and then have them deliver the car to my doorstep. I decided on another vehicle that came up closer to home and didn't purchase from them but the courtesy they provided and the experience that I had with them is worthy of a good review and would recommend doing business with them.
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
2025 Jeep Gladiator Nighthawk
Vehicle information
Features
Reviews
Overall my experience was and is very positive!
Overall my experience was and is very positive! The finance manager and office staff were fantastic. So far they are working with me with my purchase. =)






Used
2021 Jeep Gladiator Willys 4x4
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!
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
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
This dealership is wonderful.
This dealership is wonderful. All staff very helpful with my new purchase. My purchase went very smooth. In fact, it was so great, my boyfriend went the following day and bought a car from this dealership. We love this dealership.
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
just purchased a 2021 Mercedes Great experience ask for
just purchased a 2021 Mercedes Great experience ask for Ryan he will take care of you!
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great service!
Went for a scheduled oil change. Waited about 1 hour, which is pretty normal. Was treated with respectful & courteous service from the service adviser. Have been going to this dealership for a long time. I would recommend them for your service needs.
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
I need a new radio.
I need a new radio. My oil change is fixed. I need to schedule a long appointment
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 Sport S
Vehicle information
Features
Reviews
Mark and Steve made the buying process so smooth and
Mark and Steve made the buying process so smooth and seamless. They both were very knowledgeable and up front and honest. I really appreciate all the help they have given me.
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 Sport S
Vehicle information
Features
Reviews
Had my car serviced there (used car) & the staff was very
Had my car serviced there (used car) & the staff was very nice, and communicated well. Had a small concern after i picked up my vehicle from service, but spoke with a team member who was very kind and explained what was to be expected after services. Would definitely recommend them to anyone.






Used
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Today We Purchased a Tesla Y 3rd row option Long Range,
Today We Purchased a Tesla Y 3rd row option Long Range, which is awesome. Jim, I Could not be happier with the paperwork process and the loan Apr Rate. Thanks for the Charger which is a bonus.. I will definitely be back for my daughters car here soon.
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
Vehicle information
Features
Reviews
I was contacted immediately by Tom N, who very helpful
I was contacted immediately by Tom N, who very helpful and eager to assist us with our search






Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
"Jakub Sales delivers exceptional service, exceeding
"Jakub Sales delivers exceptional service, exceeding expectations with top-notch quality and professionalism. Highly recommended!"






Used
2024 Jeep Gladiator Willys
Vehicle information
Features
Reviews
Best dealership around.
Best dealership around. Every employee I came across was kind and very welcoming. JC was outstanding and made the process very easy for me.
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.
Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
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
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Battery
Todd was very helpful and made sure my car was pulled inside when leaving as it was very slippery outside
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!
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $35,357 | 2 Good deals |
2021 Jeep Gladiator | $26,500 | 16 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 $99,969 by city
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Jeep Gladiator under $99,969 in Glenview, IL
12 Great Deals out of 65 listings starting at $24,980
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12 Great Deals out of 70 listings starting at $24,980
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Jeep Gladiator under $99,969 in Winnetka, IL
10 Great Deals out of 54 listings starting at $24,980
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Jeep Gladiator under $99,969 in Glencoe, IL
11 Great Deals out of 57 listings starting at $24,980
-
Jeep Gladiator under $99,969 in Wilmette, IL
11 Great Deals out of 53 listings starting at $24,980
-
Jeep Gladiator under $99,969 in Park Ridge, IL
12 Great Deals out of 70 listings starting at $24,980
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Jeep Gladiator under $99,969 in Des Plaines, IL
12 Great Deals out of 67 listings starting at $24,980
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Jeep Gladiator under $99,969 in Skokie, IL
11 Great Deals out of 61 listings starting at $24,980
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Jeep Gladiator under $99,969 in Kenilworth, IL
11 Great Deals out of 53 listings starting at $24,980
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