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Used
Jeep Gladiator trucks
for sale
near
Wheaton, IL
- 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 Overland
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Features
Reviews
Was a pleasure doing business with these guys.
Was a pleasure doing business with these guys. Gorgeous showroom with an amazing selection of cars. True enthusiasts here. Got a great price on my car, they offered a fair price on my trade. Were super up front on all details of the car and the deal. Fast and efficient. I look forward to buying again - these guys are more like a fine automotive concierge service than a dealership! Keep it up fellas!
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
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Great customer service.
Bought a car on Wednesday night noticed the brake light was out. Told me to bring it back on Monday and they would take care of it. Did the oh I am in a cabin filter and even filled it up. Will shop again.
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
2021 Jeep Gladiator Rubicon
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Features
Reviews
We were looking for an Audi Q3 for my daughter.
We were looking for an Audi Q3 for my daughter. We visited several other dealerships that had some, but they were missing one thing or another (I.e. S line, ambient lighting, colored interior, touch screen etc). A quick Google search showed us one at Conway and when we called, Juan told us all about the Q3 that we seen. Immediately, we advised Juan we were on our way to take a look at it. Juan advised that he would pull it up front and have it ready for us. He did exactly that! While we were pulling up, Juan was parking in the front of the business! It was love at first sight! Right away, my daughter knew, as did her parents, that this was it! From start to finish, Juan was great and helped us with everything we asked for! We love her new vehicle and would recommend Conway to all! Thanks Juan and Conway for putting the biggest smile on our daughter’s face! She’s in love with her Q3!
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 S
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Reviews
Easy!
If you’re not looking to be served champagne and want a simplified buying experience this is the place to go! The no haggle pricing takes some of the anxiety out of the car buying experience, and if you cross check the vehicle on cars.com it will directly tell you if you’re getting a good deal or great deal or fair deal. We purchased a Porsche Cayenne from them and Dan and Brian were awesome! Thank you!!
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Used
2020 Jeep Gladiator Sport
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Reviews
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
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Reviews
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
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Reviews
Above and beyond service
I have never bought a car online before let alone bought a car without even seeing it or driving it. I saw a Bentley Flying Spur for sale at Chicago Auto Gallery. I called and spoke to a salesperson named Steve. From the first hello on the phone until we closed the deal and the car was shipped to me Steve was fantastic. He did everything possible to ensure that I was satisfied with the car and the deal. Now here's the extra part that I was even shocked at myself. Once I got the car, I drove it and after 5 miles some of the lights came on such as check engine, ride height, traction control and ABS. I was initially immensely pissed. I called Steve and said you might want to get ahold of that driver who delivered this car and tell him to take it back. Steve suggested I take it to a certified mechanic near me and have it looked at to see what was the problem. Apparently when one light goes off, it triggers more lights to activate. I had it looked at and to fix the car right it was going to be over $3000. Steve took care of it and the dealership paid the whole bill. In my mind that was the most solid thing to do and he did it. He could have argued and tried to avoid it or said no, you bought it, you fix it. They did not do that to me. I'm in Pittsburgh and they are in Chicago. I know I had rights and could have just sent it back but I wanted that car and they fixed it for me. I appreciate everything they (Steve) did for me and I would definitely purchase another vehicle from them. Thank you again Steve and Chicago Auto Gallery.
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 Rubicon
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Reviews
Excellent sales people!
Excellent sales people! A truly great experience with extremely knowledgeable people. The auto was in magnificent condition, and the sales procedures were very well executed. It is a dealership that I will continue to purchase from and recommend!
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
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
2020 Jeep Gladiator Overland
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Reviews
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.
Certified
2023 Jeep Gladiator MOJAVE
Vehicle information
Reviews
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
2023 Jeep Gladiator Willys 4x4
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Reviews
Great experience.
Great experience. The sales, finance team, and owner were great to work with. Fast and transparent closing. Much better the. The last car buying experience I had. Glad we made the 4hr drive. I would purchase from them again.
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
2020 Jeep Gladiator Rubicon
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Reviews
Experience overall was very good, salesman wasn't pushy
Experience overall was very good, salesman wasn't pushy and worked very hard to negotiate a deal I was happy with. However, the dealer should update their website more frequently, as both of the cars I was interested in were sold.
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 Mojave
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Reviews
I just got my Tesla at Affinity.
I just got my Tesla at Affinity. Milton was amazing. He knew exactly what I needed. I strongly suggest that you go see him before EV credit is over.
Used
2021 Jeep Gladiator Rubicon
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Reviews
Very good vehicles.
Very good vehicles. It was great to work with the people at Chicago Auto Warehouse.
Used
2021 Jeep Gladiator Rubicon
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Reviews
Had a pleasurable experience with them.
Had a pleasurable experience with them.no xx.buying a car there was easy and fairly quick.would buy another cas there.
Used
2022 Jeep Gladiator Sport S
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Reviews
Recently bought a used car here.
Recently bought a used car here. Amir was awesome! He was very knowledgeable and helpful . He is an honest man and i recommend him highly . Everyone working there was so nice and went out of their way to help me . This dealership will be my place to go from now on!
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
2023 Jeep Gladiator Overland
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Reviews
Had a problem with the service department on Saturday
Had a problem with the service department on Saturday when price at payment time was more then discussed. Left dealer pissed off and called when I got home with a cooler head. Nothing was accomplished so I wrote a review that was seen by upper management. Saturday afternoon a gentleman named Mark called to discuss the issue with me. After talking in order to keep me happy and being a returning customer he first had offered his apology for the misunderstanding then refunded the entire service charge price to me. This showed me they're a stand-up dealership. The icing on the cake was the owner Dave called me on Sunday to apologize and assure me he was behind the total refund. Sherman in Skokie a place ypu can feel your needs will be addressed no matter what they are. I will be back in the future. Thanks again Mark and David!
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
2025 Jeep Gladiator Rubicon
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Reviews
Vinncent (Vinny) did an excellent job handling my most
Vinncent (Vinny) did an excellent job handling my most recent service needs. When I was ready to pick up my vehicle -after it had been serviced- I had an extra portion of my car cleaned. It's obvious he cares about making his customer feel appreciated and happy. I've had a very good experience with their service team so far with my new vehicle.
For a "light duty" pick-up truck, I would rate the Jeep
For a "light duty" pick-up truck, I would rate the Jeep Gladiator #1, I am on my third. The Gladiator is still a TRUCK; payload, towing, solid axles front/rear, manual 4x4 standard on all models, ground clearance, all surpassing any other light duty truck on the market. Please do remember, it is a "Jeep/truck" first, meaning, if riding like a Cadilac is important to you, then buy a Cadilac, the Gladiator does ride like a truck. If you are wanting a light duty truck, a Gladiator surpasses all others in the criteria of being a TRUCK. However, it is still VERY well outfitted with amenities such as leather, heated seats, heated steering, full Apple/Android, LARGE screen, exceptional safety features. My comparison has been made having owned every other truck on the market at least twice if not more.
Used
2023 Jeep Gladiator Mojave 4x4
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Reviews
Professional, treated me the correct way to help me
Professional, treated me the correct way to help me purchase a price. Sales guy was super cool and down to earth
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".
*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.
Compare the Jeep Gladiator
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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.
