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Used
Jeep Gladiator trucks
for sale
near
West Chicago, 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
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
These guys are awesome.
These guys are awesome. From Bloomington, we drove and made a deal. A big shout out to Steve, a really knowledgeable sales consultant especially about Nissan cars.
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
Didn't buy anything but they were on their game.
Didn't buy anything but they were on their game. Willing to do anything. Will keep them in mind in the future.
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 Willys 4x4
Vehicle information
Features
Reviews
Great experience salesman was awesome.
Great experience salesman was awesome. Took only two hours from the time we got there till the time we were driving off the lot bought a really nice car for a low amount of money.
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 High Altitude 4x4
Vehicle information
Features
Reviews
We've worked with Tony before & he is very
We've worked with Tony before & he is very knowledgeable & knows just what we like.
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
Excellent customer service from Marvin, he listened our
Excellent customer service from Marvin, he listened our necessities and put us in the correct car. Thank you Marvin.
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 Sport
Vehicle information
Features
Reviews
Excellent service from all hands at Elgin VW.
Excellent service from all hands at Elgin VW. Everyone helped us get our new car. Our fourth from this dealership.
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 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
Aiden is very knowledgeable, nice to work with him, he
Aiden is very knowledgeable, nice to work with him, he was great. Very helpful on what is on there lot n helping with finding the size I need.
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!!






Vehicle information
Features
Reviews
Great customer service.
Great customer service.Thank you Fil, Greg and Ulises for making every step as easy and hassle free as possible,Quality vehicles at reasonable prices.
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
Vehicle information
Features
Reviews
I’ve been in the auto industry for over 20 years and was
I’ve been in the auto industry for over 20 years and was seriously IMPRESSED by the level of customer service & transparency provided by the entire team! Great group of professionals, thanks again for making the transaction painless!
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
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
I initially checked to see if the SUV I found on cars.
I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great coustumer service.
Great coustumer service. Friendly staff. Reasonable prices. Great inventory. Over all a great experience . Will go back next time I'm car shopping.
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 Sport S
Vehicle information
Features
Reviews
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Great work, GREAT people.
Great work, GREAT people. Ask for Mike S. He did the best. Love my ford fusion. Very nice guy, he cared & took his time. ALL my needs were met. Thank you Oak Lawn Volkswagen! Thank you, Amaya C.
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
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Got my car serviced here.
Got my car serviced here. Honestly I thought I was in for a lot of money on my Panamera but they replaced the engine for a great price …couldn’t be happier. Ask for Carlos
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
Vehicle information
Features
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
2021 Jeep Gladiator Willy's
Vehicle information
Features
Reviews
Iconic experience
Only place to purchase and sell a car outstanding experience outstanding quality cars and Kudos to everyone I encountered. Clean and efficient world class above everyone else in the industry






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
The staff was wonderful!
The staff was wonderful! Courteous, professional, and got the job done in less time than I had expected!






Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Best experience ever in buying a new car best salesmen
Best experience ever in buying a new car best salesmen Ernie and best finance manager Tom They made is so easy and fast and no run around
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.






Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
There are some dealerships and then there is
There are some dealerships and then there is Betthenhausen Fiat! Great folks that made the process so simple!
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $37,411 | |
2023 Jeep Gladiator | $24,775 | 9 Great deals |
2022 Jeep Gladiator | $28,995 | 17 Good deals |
2021 Jeep Gladiator | $26,781 | 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 $40,000 by city
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Jeep Gladiator under $40,000 in West Chicago, IL
20 Great Deals out of 80 listings starting at $23,980
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Jeep Gladiator under $40,000 in Winfield, IL
20 Great Deals out of 79 listings starting at $23,980
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Jeep Gladiator under $40,000 in Wayne, IL
17 Great Deals out of 68 listings starting at $23,980
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Jeep Gladiator under $40,000 in St. Charles, IL
16 Great Deals out of 63 listings starting at $23,980
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Jeep Gladiator under $40,000 in Saint Charles, IL
16 Great Deals out of 63 listings starting at $23,980
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Jeep Gladiator under $40,000 in Carol Stream, IL
20 Great Deals out of 82 listings starting at $23,980
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Jeep Gladiator under $40,000 in Geneva, IL
15 Great Deals out of 57 listings starting at $23,980
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Jeep Gladiator under $40,000 in Batavia, IL
16 Great Deals out of 60 listings starting at $23,980
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Jeep Gladiator under $40,000 in Warrenville, IL
18 Great Deals out of 75 listings starting at $23,980
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Jeep Gladiator under $40,000 in Bartlett, IL
17 Great Deals out of 73 listings starting at $23,980
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Jeep Gladiator under $40,000 in Wheaton, IL
21 Great Deals out of 81 listings starting at $23,980
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Jeep Gladiator under $40,000 in Hanover Park, IL
20 Great Deals out of 80 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.