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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
Schiller Park, IL
under $40,000
- 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






Used
2023 Jeep Gladiator Sport S






Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Thank you Fields
Always have best experience with this Dealer. Service visits are usually quick and purchasing a car with them was actually enjoyable. The staff is very professional, knowledgeable and No-Pressure.
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
Amazing dealership, BUY HERE
Purchased my Jeep Grand Cherokee from Jim and James. Truly amazing individuals. Very straight forward, honest dealership. Financing was a breeze and my vehicle was very accurately described.
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
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.
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 Willys
Vehicle information
Features
Reviews
Good staff and easy to enquire and buy car from this
Good staff and easy to enquire and buy car from this dealer Good staff and easy to enquire and buy car from this dealer Good staff and easy to enquire and buy car from this dealer
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 High Altitude 4X4
Vehicle information
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Reviews
Derek & Gus are wonderful, professional and honest.
Derek & Gus are wonderful, professional and honest. I would highly recommend this dealership to anyone looking for a new vehicle! They have immaculate cars in their inventory and they are very well maintained. I will definitely be back to purchase another vehicle from Chicago Auto Warehouse!
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
Great Experience!
This dealership is currently getting renovated inside and it’s beautiful! This is also the first time buying a car that I didn’t feel like I was getting “screwed over” somehow. They were very much on our side and enjoyable to work with.
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
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.
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 👍
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!!






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.
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
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
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
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
This dealership is amazing!
This dealership is amazing! No high pressure sales tactics, no last minute add-ons to the price. Great follow up after purchase to ensure we were completely satisfied with our purchase. Service went above and beyond expectations.
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
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
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
2016 Chevy Cruze Limited
they were very patient did not push me into anything the service was quick the only thing they talked me into was a extended warranty.. hope I never need it and hope it is as good as they say Enjoy
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
2022 Jeep Gladiator Altitude 4x4
Vehicle information
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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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
The most recent service i received was excellent and
The most recent service i received was excellent and prompt. Came in for a routine maintenance which went very smoothly and was offered a nice discount by Mike the service advisor.






Used
2021 Jeep Gladiator Overland
Vehicle information
Features






Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
See Farah at Countryside Mitsubishi with the car you want
See Farah at Countryside Mitsubishi with the car you want in mind and she will not stop until she finds it!!
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! 🤪






Certified
2022 Jeep Gladiator Willys
Vehicle information
Features
Reviews
The best experience ever.
The best experience ever. The dealership was amazing and the customer service went beyond expectation. I would definitely go back or refer my friends to go there.
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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,094 | |
2022 Jeep Gladiator | $28,995 | 17 Good deals |
2021 Jeep Gladiator | $26,781 | 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 $40,000 by city
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Jeep Gladiator under $40,000 in Schiller Park, IL
19 Great Deals out of 77 listings starting at $23,980
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Jeep Gladiator under $40,000 in Franklin Park, IL
19 Great Deals out of 75 listings starting at $23,980
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Jeep Gladiator under $40,000 in Rosemont, IL
19 Great Deals out of 80 listings starting at $23,980
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Jeep Gladiator under $40,000 in Norridge, IL
19 Great Deals out of 73 listings starting at $23,980
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Jeep Gladiator under $40,000 in River Grove, IL
22 Great Deals out of 79 listings starting at $23,980
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Jeep Gladiator under $40,000 in Harwood Heights, IL
19 Great Deals out of 72 listings starting at $23,980
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Jeep Gladiator under $40,000 in Northlake, IL
21 Great Deals out of 79 listings starting at $23,980
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Jeep Gladiator under $40,000 in Elmwood Park, IL
22 Great Deals out of 78 listings starting at $23,980
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Jeep Gladiator under $40,000 in Bensenville, IL
20 Great Deals out of 84 listings starting at $23,980
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Jeep Gladiator under $40,000 in Melrose Park, IL
21 Great Deals out of 79 listings starting at $23,980
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Jeep Gladiator under $40,000 in Stone Park, IL
21 Great Deals out of 79 listings starting at $23,980
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Jeep Gladiator under $40,000 in Park Ridge, IL
19 Great Deals out of 78 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.