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Used
Jeep Gladiator trucks
for sale
near
Northbrook, 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
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Yesterday I purchased a car by phone for the first time.
Yesterday I purchased a car by phone for the first time. As a senior citizen I sold my car on the 9th of March thinking I would get totally travel by taxi or Uber or Lyft but I under estimated the value of getting up and going when you like. The team at CarMax from beginning to directions to the highway were the very best. Each and every member made me feel valued as a customer. And feel like they were treating me like they would their family members. You could not ask for more than that. Bj
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
From the very beginning, the staff were very kind and
From the very beginning, the staff were very kind and helpful. The manager who assisted me with financing also demonstrated excellent manners, making the entire process smooth and stress-free. In the past, I have often felt cautious when visiting car dealerships because of broken promises or the feeling of being misled. I walked in with the same hesitation this time, but this experience was different. The team here completely changed my negative preconceptions about buying a car. Not only did they offer a fair price, but most importantly, they maintained trust and professionalism from start to finish. For that, I am truly grateful. I want to encourage the employees of this dealership and express my sincere appreciation to them.
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 Sport S
Vehicle information
Features
Reviews
Very friendly customer service team willing to work hard
Very friendly customer service team willing to work hard for you to find the right vehicle for you.
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 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.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Pleasant and understanding vehicle unfortunately didn’t
Pleasant and understanding vehicle unfortunately didn’t meet my expectations Martin was great very pleasant.
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 Sport S
Vehicle information
Features
Reviews
Made me feel like family as soon as I walked in very
Made me feel like family as soon as I walked in very helpful and accommodating to my needs didn?t feel rushed at all great staff and location overall.
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 Sport S
Vehicle information
Features
Reviews
Brought my my car in for normal service and Mark Took
Brought my my car in for normal service and Mark Took care of me. He was great. He pulled up my history on my car and made recommendations for what I needed and explained everything they would do. Also gave me approximate cost of service which was Very close to his quote. Work was done very quickly. Just a great experience. I will be back for my next service when needed. Also everybody that works there were very friendly .
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 Willys 4x4
Vehicle information
Features
Reviews
JC was extremely professional, knowledgeable and will
JC was extremely professional, knowledgeable and will never buy anywhere else. Best dealership i've ever worked with!
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 Mojave 4x4
Vehicle information
Features
Reviews
I purchase a 2019 Qx60 my experience was very very good
I purchase a 2019 Qx60 my experience was very very good sale person Thomas pates did a wonderful job to get me in this car everyone was helpful I will purchase another vehicle from there I am from Milwaukee thanks carwise
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.
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Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features






Certified
2020 Jeep Gladiator Overland
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Features






Used
2022 Jeep Gladiator Overland
Vehicle information
Features






Certified
2023 Jeep Gladiator Mojave 4x4
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Certified
2022 Jeep Gladiator Willys
Vehicle information
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Used
2021 Jeep Gladiator Sport
Vehicle information
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Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
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Used
2022 Jeep Gladiator Mojave
Vehicle information
Features






Jeep Certified
2024 Jeep Gladiator Sport S
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Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $36,357 | |
2021 Jeep Gladiator | $27,500 | 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 Northbrook, IL
16 Great Deals out of 49 listings starting at $24,980
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Jeep Gladiator under $40,000 in Northfield, IL
16 Great Deals out of 49 listings starting at $24,980
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Jeep Gladiator under $40,000 in Highland Park, IL
13 Great Deals out of 45 listings starting at $24,980
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Jeep Gladiator under $40,000 in Riverwoods, IL
15 Great Deals out of 52 listings starting at $24,980
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Jeep Gladiator under $40,000 in Wheeling, IL
17 Great Deals out of 57 listings starting at $24,980
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14 Great Deals out of 51 listings starting at $24,980
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Jeep Gladiator under $40,000 in Prospect Heights, IL
18 Great Deals out of 56 listings starting at $24,980
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Jeep Gladiator under $40,000 in Winnetka, IL
15 Great Deals out of 43 listings starting at $24,980
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Jeep Gladiator under $40,000 in Highwood, IL
13 Great Deals out of 44 listings starting at $24,980
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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.
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