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Used
Jeep Gladiator trucks
for sale
near
Midlothian, 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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Thank you Mike and Jonny for helping my husband get his
Thank you Mike and Jonny for helping my husband get his new truck!! Mike thank you for your great service and Jonny for wrapping it up to get on the rode!! Everybody else was all smiles and very welcoming...
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 Overland
Vehicle information
Features
Reviews
Great experience
Employees are not pushy, very understandable, fast service. Even had to talk to the parts department and they are the best. Bought our new car and it took less time then we thought. Highly recommend Webb Chevrolet.
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 Willys 4x4
Vehicle information
Features
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.
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 Sport
Vehicle information
Features
Reviews
Fantastic place to start!
As a person who has bought many cars from many dealers in many states, I can tell you this experience was quite the opposite! I saw a few reviews and decided to stop in. Brandin met us in the lot; he was very polite and he sure TALKED THE TALK what a sales guy! :) I mentioned I had several cars to look at from a few different dealers...he kept my attention and he WALKED THE WALK! Not only did he do what he said he could he BEAT MY BUDGET pricing and came in 20.00 under my comfortable payment & all in 3-hours I will buy 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!
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Used
2020 Jeep Gladiator Rubicon
Vehicle information
Features






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features






Used
2021 Jeep Gladiator Sport
Vehicle information
Features






Used
2022 Jeep Gladiator Altitude 4x4
Vehicle information
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Certified
2020 Jeep Gladiator Rubicon
Vehicle information
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Used
2020 Jeep Gladiator Overland
Vehicle information
Features






Used
2023 Jeep Gladiator Overland
Vehicle information
Features






Vehicle information
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Jeep Certified
2022 Jeep Gladiator Sport
Vehicle information
Features






Used
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,927 | |
2023 Jeep Gladiator | $26,772 | 8 Great deals |
2022 Jeep Gladiator | $27,977 | 9 Good deals |
2021 Jeep Gladiator | $29,377 | 9 Good deals |
2020 Jeep Gladiator | $19,996 | 8 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
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Compare the Jeep Gladiator
Used Jeep Gladiator by city
-
Jeep Gladiator in Midlothian, IL
14 Great Deals out of 61 listings starting at $19,996
-
Jeep Gladiator in Robbins, IL
15 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator in Crestwood, IL
15 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator in Posen, IL
16 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator in Oak Forest, IL
13 Great Deals out of 60 listings starting at $19,996
-
Jeep Gladiator in Markham, IL
13 Great Deals out of 57 listings starting at $19,996
-
Jeep Gladiator in Dixmoor, IL
16 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator in Alsip, IL
15 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator in Blue Island, IL
16 Great Deals out of 66 listings starting at $19,996
-
Jeep Gladiator in Harvey, IL
14 Great Deals out of 55 listings starting at $19,996
-
Jeep Gladiator in Hazel Crest, IL
12 Great Deals out of 59 listings starting at $19,996
-
Jeep Gladiator in Merrionette Park, IL
15 Great Deals out of 63 listings starting at $26,772
Used Jeep Gladiator by body style
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This car is likely to sell soon based on the price, features, and condition.
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