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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
Midlothian, IL
under $100,000
- 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 Mojave
Vehicle information
Features
Reviews
Extremely courteous and professional, no pressure staff!
Extremely courteous and professional, no pressure staff! Would highly recommend to anyone looking for a quality vehicle!
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 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.
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
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
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!
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Jeep Certified
2022 Jeep Gladiator Sport S
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Jeep Certified
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Jeep Certified
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2022 Jeep Gladiator Rubicon
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Certified
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Used
2022 Jeep Gladiator Altitude 4x4
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Used
2023 Jeep Gladiator Overland
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Used
2020 Jeep Gladiator Overland
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Vehicle information
Features
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,927 | |
2023 Jeep Gladiator | $27,222 | 8 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 $100,000 by city
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Jeep Gladiator under $100,000 in Midlothian, IL
14 Great Deals out of 60 listings starting at $19,996
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Jeep Gladiator under $100,000 in Robbins, IL
15 Great Deals out of 63 listings starting at $19,996
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Jeep Gladiator under $100,000 in Crestwood, IL
15 Great Deals out of 63 listings starting at $19,996
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Jeep Gladiator under $100,000 in Posen, IL
16 Great Deals out of 64 listings starting at $19,996
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Jeep Gladiator under $100,000 in Oak Forest, IL
13 Great Deals out of 59 listings starting at $19,996
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Jeep Gladiator under $100,000 in Markham, IL
13 Great Deals out of 57 listings starting at $19,996
-
Jeep Gladiator under $100,000 in Dixmoor, IL
16 Great Deals out of 64 listings starting at $19,996
-
Jeep Gladiator under $100,000 in Alsip, IL
15 Great Deals out of 63 listings starting at $19,996
-
Jeep Gladiator under $100,000 in Blue Island, IL
16 Great Deals out of 65 listings starting at $19,996
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Jeep Gladiator under $100,000 in Harvey, IL
14 Great Deals out of 56 listings starting at $19,996
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Jeep Gladiator under $100,000 in Hazel Crest, IL
12 Great Deals out of 59 listings starting at $19,996
-
Jeep Gladiator under $100,000 in Merrionette Park, IL
15 Great Deals out of 62 listings starting at $27,222
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