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Used
Jeep Gladiator trucks
for sale
near
Skokie, 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
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Used
2020 Jeep Gladiator Overland






Used
2022 Jeep Gladiator Willys
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Reviews
Chris Reis was very helpful and knowledgeable about the
Chris Reis was very helpful and knowledgeable about the differences between the CX-5 and CX-50 Hybrid and made my trade-in an efficient experience.
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 Overland
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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.
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!!






Jeep Certified
2021 Jeep Gladiator Willys 4x4
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Reviews
"Jakub Sales delivers exceptional service, exceeding
"Jakub Sales delivers exceptional service, exceeding expectations with top-notch quality and professionalism. Highly recommended!"
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 Rubicon
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I had an outstanding experience at Wickstrom Ford and
I had an outstanding experience at Wickstrom Ford and want to give a special thank you to Rob, Alex Lopez, and Nick for making it such a smooth and thoughtful process. Rob, the sales manager, went above and beyond by personally selecting vehicles for me to test drive based on what I was looking for. He truly listened and made sure I had strong options to choose from. Alex Lopez, my sales rep, was fantastic throughout the test drives—informative, patient, and kind. He walked me through each vehicle’s features and made sure I felt confident and comfortable with everything. Once I made my decision, the team made it possible for me to take my new car home right away by kindly returning my rental for me the next day—something I didn’t expect, but deeply appreciated. Nick, the finance manager, was also wonderful. He explained all the paperwork clearly and made the financing process stress-free. Wickstrom Ford really delivers top-tier customer service with a personal touch. I’m so glad I chose to work with them and highly recommend their team to anyone looking for a dealership that genuinely cares.
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
2023 Jeep Gladiator Sport S
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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
2020 Jeep Gladiator Rubicon
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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
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
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Reviews
Excellent from start to finish.
Excellent from start to finish. Walked in the door, met with Leo. Test drove the vehicle. Agreed the deal. Financing went through smoothly. Would highly recommend this dealership. And I will be back to upgrade my son’s RAV4 when the new model is released next year
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 Sport S
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Very professional and courteous sales staff.
Very professional and courteous sales staff. Some behind the scenes issues with info I'd received by email being incorrect, but it was solved quick enough.
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
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Reviews
Buy from Wesley Radford
Purchased a new Avalon from them today. Wesley Radford was my sales rep and the entire process was an extremely pleasant experience. Wesley was patient with me and did not give any hard sell tactics. There was a slight glitch due to my misreading some info and Wesley rectified everything to my great satisfaction. Everyone else in the process was polite and helpful. Lombard Toyota is the place to go and Wesley is the guy to ask for.
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
2021 Jeep Gladiator Willys 4x4
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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.
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
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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 Sport
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Reviews
I worked with Rocky and had an amazing experience.
I worked with Rocky and had an amazing experience. This was my first car purchase from a dealership of any sort so I was very nervous, but he was incredibly kind and helpful and explained everything I had questions on. He was very thorough and I felt super satisfied when I walked off the lot with my car. Cannot thank him enough! Same with Matt the financial adviser there, he was also incredibly thorough and kind and explained anything I had questions on! I highly recommend this dealership and these guys! They were amazing! :D
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
2020 Jeep Gladiator Sport S
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Reviews
I needed a new car and tried Packey Webb first.
I needed a new car and tried Packey Webb first. The salesperson Jerry was excellent helping me on the deal, walking me through process and ended up with an amazing bargain on a 2018 Ford Fusion. It was ready the very next morning and so far working perfectly. I highly recommend this for anyone needing a used or new Ford as amazing service.
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.






Used
2021 Jeep Gladiator Rubicon
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Reviews
Marco Torrens was excellent and patient the entire time
Marco Torrens was excellent and patient the entire time with the process and very polite with every question we asked, the driving test was great and even pointed directions back to the dealership easily






Used
2021 Jeep Gladiator Mojave 4X4
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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.






Used
2020 Jeep Gladiator Rubicon
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Reviews
Quick communication and smooth process.
Quick communication and smooth process. Ov Perez was very professional, helpful salesman who made the sale a great experience.
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.






Used
2020 Jeep Gladiator Sport S
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Used
2021 Jeep Gladiator Willys 4x4
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Reviews
96 caprice
I purchased a 96 Caprice from this dealer.....buying experience was top notch. They answered all of my many questions about the car, negotiated price with me and had the car delivered in record time. The vehicle arrived in an enclosed trailer, was clean and ran perfectly. There were no issues with the car that I found. Normal wear and tear for a 21 year old car but very clean and taken care of. All systems worked as advertised. Top notch vehicle and dealership






Used
2023 Jeep Gladiator Sport S
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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 Overland
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Reviews
brion and the whole staff were very helpful .
brion and the whole staff were very helpful .listened to all our questions and helped us to make the purchase and financing work for us. we love the tucson the the trade was fair the price was fair on the car Id recommend motor works for anyone looking for a good car at a fair price.
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 Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $35,625 | |
2021 Jeep Gladiator | $21,995 | 12 Good deals |
About the Jeep Gladiator
How much does the Jeep Gladiator cost?
The Jeep Gladiator price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for the Gladiator is $35,191, with pricing starting at $16,780.
What is the MPG of the Jeep Gladiator?
The Jeep Gladiator with traditional internal combustion engine offers up to 17 MPG city and 22 MPG highway for a combined rating of 19 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
What are some similar vehicles and competitors of the Jeep Gladiator?
The Jeep Gladiator compares to and/or competes against the following vehicles:
What trim levels are available for the Jeep Gladiator?
The Jeep Gladiator is available in the following trim levels:
What model years are available for the Jeep Gladiator?
Available model years for Jeep Gladiator inventory range from 2020 to 2025.
*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 Lincolnwood, IL
10 Great Deals out of 68 listings starting at $20,997
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Jeep Gladiator under $50,000 in Evanston, IL
10 Great Deals out of 53 listings starting at $20,997
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Jeep Gladiator under $50,000 in Morton Grove, IL
10 Great Deals out of 65 listings starting at $20,997
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Jeep Gladiator under $50,000 in Wilmette, IL
10 Great Deals out of 53 listings starting at $20,997
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Jeep Gladiator under $50,000 in Niles, IL
10 Great Deals out of 71 listings starting at $20,997
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Jeep Gladiator under $50,000 in Kenilworth, IL
10 Great Deals out of 53 listings starting at $20,997
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Jeep Gladiator under $50,000 in Winnetka, IL
10 Great Deals out of 54 listings starting at $20,997
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Jeep Gladiator under $50,000 in Northfield, IL
10 Great Deals out of 60 listings starting at $20,997
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Jeep Gladiator under $50,000 in Glenview, IL
10 Great Deals out of 66 listings starting at $20,997
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Jeep Gladiator under $50,000 in Park Ridge, IL
10 Great Deals out of 71 listings starting at $20,997
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Jeep Gladiator under $50,000 in Harwood Heights, IL
9 Great Deals out of 65 listings starting at $20,997
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Jeep Gladiator under $50,000 in Norridge, IL
9 Great Deals out of 65 listings starting at $20,997
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