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Used
Jeep Gladiator trucks
for sale
near
Highland Park, IL
under $799,997
- 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 Rubicon
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Reviews
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
2023 Jeep Gladiator Overland






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Highly recommend
I would highly recommend this dealership. They were honest, not pushy, patient and understanding. Thank you Car Corral for your everything you did for us.
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
2020 Jeep Gladiator Rubicon
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Reviews
Great Customer Service
Jose, Josh and Alex were very professional and very attentive to my needs. I appreciated all the help they gave me. Excellent customer service. Thank you guys!
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
2021 Jeep Gladiator High Altitude 4X4
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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!
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
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
ABDUL was VERY helpful to us within moments of us walking
ABDUL was VERY helpful to us within moments of us walking through the doors at 9:00 a.m. Saturday morning. He facilitated our selection process from our initial inquiry to our final selection. He exhibited good salesmanship, active listening, leaning in, gaining rapport, relevant & meaningful story-telling, and carefully wove the common thread of love for family into the selling process...we even found common ground about cultural things that we found funny...The skills he exhibited and values we shared seem to be disappearing in this new economy. We LOVED Lewis. Lewis knows every aspect of financing inside and out. He's so smooth. He respects a "NO" then remains conversational and low-key until he gets to "YES". Smooth! Top Performer's Sales Training at its best! We connected immediately and beyond just an occasional LOL, we Laughed Out Loud - LOUD and OFTEN...By the time we left, we were tired, hungry, but IMMENSELY pleased with all of the contractual guarantees, servicing/warranty explanations, being financed by the company of our choice - and our friendship with Lewis. You'll LOVE his iconic signature!
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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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!
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 !






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
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Reviews
JC and Marino dealership provided an exceptional
JC and Marino dealership provided an exceptional experience. JC walked us thru all the benefits, applications and dashboard to be sure we knew all the wonderful features of our new Jeep Grand Cherokee. In addition to knowledge sales people, the process of buying a new car was seamless. Everything from getting the registration card, license plates and applying for the title happened in JCs office! Everyone was super friendly and excited about our new car. It felt like we were treated like family… that’s how much care and attention we were given. 10 score all around!!! Thank you JC and Marino team.
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.






Jeep Certified
2020 Jeep Gladiator Rubicon
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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.
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
2021 Jeep Gladiator Sport S
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Reviews
Had an amazing experience here at Sherman dodge with
Had an amazing experience here at Sherman dodge with Jesse W, he listened to our wants and needs and made sure we got a great deal! Definitely going to send my friends and family here as well.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Another excellent service experience with the
Another excellent service experience with the dealership’s service staff; in this case, Service Advisor Roland and two porters, Manny and Jose! Roland addressed me immediately at my scheduled service appointment time, the inspectional and other need commenced, and Porters Manny and Jose provided transportation to and from my home during the efficient service of my vehicle (second one purchased through the dealership). Roland and the porters were attentive, professional, and friendly. Roland kept me apprised of the service process. DuPage Chrysler Dodge and Jeep is a winner!
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
2022 Jeep Gladiator Sport S
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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
2020 Jeep Gladiator Rubicon
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Reviews
Great experience.
Great experience. Ubaldo was great to work with, very helpful, knowledgeable and not pushy. Would highly recommend!!
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
2023 Jeep Gladiator High Altitude 4x4
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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!!
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
2024 Jeep Gladiator Mojave
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Reviews
Very competitive price and willing to negotiate.
Very competitive price and willing to negotiate. Good overall experience. Edwin was a great sales person and he has followed up already a few times to ensure we are happy and have everything we need. Would highly recoomend.
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
2022 Jeep Gladiator Altitude 4x4
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Reviews
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
2023 Jeep Gladiator Sport S
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Reviews
Sam provided me with the best service experience , good
Sam provided me with the best service experience , good prices, explained how things go in my car , I have zero experience with cars, he went out of his way to explain everything for me and made things clear
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 Willys
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Reviews
Great people and great cars!
Great people and great cars! Pleasure to drive my new M3H purchased from Eric Fragassi & Anthony (manager). Highly recommend. Thanks guys
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 Certified
2021 Jeep Gladiator Mojave
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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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,094 | |
2021 Jeep Gladiator | $26,980 | 15 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 $799,997 by city
-
Jeep Gladiator under $799,997 in Highland Park, IL
16 Great Deals out of 77 listings starting at $23,980
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Jeep Gladiator under $799,997 in Highwood, IL
16 Great Deals out of 77 listings starting at $23,980
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Jeep Gladiator under $799,997 in Deerfield, IL
17 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $799,997 in Bannockburn, IL
18 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $799,997 in Northbrook, IL
16 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $799,997 in Glencoe, IL
16 Great Deals out of 78 listings starting at $23,980
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Jeep Gladiator under $799,997 in Riverwoods, IL
18 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $799,997 in Lake Forest, IL
13 Great Deals out of 67 listings starting at $23,980
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Jeep Gladiator under $799,997 in Lincolnshire, IL
18 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $799,997 in Northfield, IL
16 Great Deals out of 81 listings starting at $23,980
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Jeep Gladiator under $799,997 in Winnetka, IL
16 Great Deals out of 76 listings starting at $23,980
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Jeep Gladiator under $799,997 in Wheeling, IL
17 Great Deals out of 86 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.