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Used
Jeep Gladiator trucks
for sale
near
Glenview, 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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great Experience
I purchased a car in early April and I had a pleasant experience. Mike the owner/manager of the facility ensured that any concerns that I may have had were addressed promptly. I’ll for sure look to purchase here in the future.
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






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
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 Rubicon
Vehicle information
Features
Reviews
Jim and James father and son very professional duo I want
Jim and James father and son very professional duo I want to thank you both so much for working with me and being so present in your jobs. Thank you both 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 Mojave 4x4
Vehicle information
Features
Reviews
All around amazing experience at the Auto Showcase of
All around amazing experience at the Auto Showcase of Carol Stream Car Dealership, great people, great selection and even better prices!
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 Willys
Vehicle information
Features
Reviews
I am going to this dealership for last 10 years.
I am going to this dealership for last 10 years. Amazing staff and services. Always available to drop you off home if needed.
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 High Altitude 4X4
Vehicle information
Features
Reviews
This was the best purchasing experiences I have ever had.
This was the best purchasing experiences I have ever had. The staff were friendly and very helpful. The vehicle was as advertised. Sometimes pictures don't accurately depict the vehicle, not in this case. I would highly recommend CAW to anyone looking to purchase a quality vehicle and be treated like an MVP!
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
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
I couldn’t be happier with my experience at Driven Auto
I couldn’t be happier with my experience at Driven Auto of Dundee! I recently purchased a Tesla from them and the entire process was smooth, transparent, and actually enjoyable which is rare when buying a car. Eddie Baker was my salesperson, and he went above and beyond to make sure I got exactly what I wanted. He was knowledgeable about every feature on the Tesla, explained the financing options clearly, and made me feel confident in my purchase. The inventory here is top-notch especially if you’re looking for Teslas or other luxury vehicles. If you’re in the market for a vehicle, I highly recommend checking them out and asking for Eddie. He’ll take great care of you!
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.






Jeep Certified
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Best experience purchasing a vehicle.
My husband went into the dealership this afternoon and worked with a member of the sales team named Victor. He was able to work with our credit and our trade in to get us into a reliable vehicle that we could afford. He was thorough and efficient and we were well taken care of. We appreciate his help and couldn't be happier with the experience.
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 Overland
Vehicle information
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!
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
My experience is good but I’m looking for car is hai
My experience is good but I’m looking for car is hai price But staff is very good and great response 👍
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 Certified
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Thanks Steven Fee
My new jeep Grand Cherokee had a turn signal problem. As you know technology can be a problem! What sounds doesn't always work that way. Anyway it took 2 appointment. Steven Fee kept me up to the minute with what was going on. He was friendly and very nice. Even with the service area being very busy, his mood never changed. I have been a Jeep owner since early 80s. All my cars have come from here because I appreciate the staff. Thanks again Steven!!
Great Truck/Jeep
Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.






Jeep Certified
2024 Jeep Gladiator Willys
Vehicle information
Features
Reviews
JC was extremely professional, knowledgeable and will
JC was extremely professional, knowledgeable and will never buy anywhere else. Best dealership i've ever worked with!
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
2021 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.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great experience, quick to set up, check in and out and
Great experience, quick to set up, check in and out and everything was quoted with pricing. Time was appropriate for the amount of work done
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 Rubicon
Vehicle information
Features
Reviews
Jamie was so helpful and made the whole car buying
Jamie was so helpful and made the whole car buying process smooth and stress free. He was friendly, patient, and answered all my questions. I really appreciated his honesty and professionalism.
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
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
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
2025 Jeep Gladiator Rubicon
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






Used
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Needed help with cost of rear wheel alignment.
Needed help with cost of rear wheel alignment. But salesman would not consider any help with a price drop to help me cover the alignment as was noted by mechanics.






Used
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Best dealer ever.
Best dealer ever. Tatiana did a great job..She is very smart respectful and she has a lot of knowledge. My next car l m going to buy with them also and with Tatiana of course. If you are looking for a good price and a solid car go there and ask about Tatiana. Mike volvo v v90 cross country
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
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,094 | |
2021 Jeep Gladiator | $26,980 | 5 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 Glenview, IL
21 Great Deals out of 85 listings starting at $23,980
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Jeep Gladiator under $50,000 in Northfield, IL
20 Great Deals out of 77 listings starting at $23,980
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Jeep Gladiator under $50,000 in Morton Grove, IL
21 Great Deals out of 85 listings starting at $23,980
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Jeep Gladiator under $50,000 in Northbrook, IL
20 Great Deals out of 78 listings starting at $23,980
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Jeep Gladiator under $50,000 in Niles, IL
23 Great Deals out of 93 listings starting at $23,980
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Jeep Gladiator under $50,000 in Winnetka, IL
19 Great Deals out of 71 listings starting at $23,980
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Jeep Gladiator under $50,000 in Glencoe, IL
19 Great Deals out of 74 listings starting at $23,980
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Jeep Gladiator under $50,000 in Wilmette, IL
20 Great Deals out of 70 listings starting at $23,980
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Jeep Gladiator under $50,000 in Park Ridge, IL
23 Great Deals out of 93 listings starting at $23,980
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Jeep Gladiator under $50,000 in Des Plaines, IL
23 Great Deals out of 90 listings starting at $23,980
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Jeep Gladiator under $50,000 in Skokie, IL
21 Great Deals out of 76 listings starting at $23,980
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Jeep Gladiator under $50,000 in Kenilworth, IL
20 Great Deals out of 70 listings starting at $23,980
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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.