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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 trucks
for sale
near
Chicago, 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.
Used
2020 Jeep Grand Cherokee Altitude
Vehicle information
Features
Used
2021 Jeep Gladiator Mojave
Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Tremaine is an amazing salesman!
Tremaine is an amazing salesman! He made sure that I was well taken care of here at South Chicago Dodge. I definitely recommend him if looking for a vehicle very professional.
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 Sport
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Reviews
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
2022 Jeep Gladiator Sport
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Features
Reviews
Best Group of Guys Ovidio very professional Excellent
Best Group of Guys Ovidio very professional Excellent environment good selection easy and very hospitable
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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Features
Reviews
Car service was goof
The service was good and the financing was excellent overall the visit was good and the staff was very friendly and helping I would go back
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
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Reviews
``Your customer service was outstanding!
``Your customer service was outstanding! You went above and beyond to help us and I truly appreciate your patience and dedication of your job and to provide us a great service.
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
Looking for a nice use car
I seen a lot of nice use cars and nice new cars will be back looking in about 90 days,
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
2020 Jeep Gladiator Overland
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Reviews
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.
Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
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 Sport
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Reviews
Best buying I EVER had!
Best buying I EVER had! Worked the deal over the internet. Only had to go to Zeigler to take the test drive and sign the papers. Was in and out in 30 minutes and there were NO surprises. Thanks Don@
great jeep
own 2022 gladiator mojave for a year.its been perfect everyone loves it.its sarge green added added a rollbar ana a row of lights it really set it off.drove about 13000 miles in a year
Used
2020 Jeep Gladiator Rubicon
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Reviews
Great place for an affordable Used Car
I had a great experience car shopping at CDJR. Brian even threw in two free oil changes and details when we closed and made a deal. Looking forward to receiving the title to my new car.
2020 Jeep Gladiator Sport
My Gladiator is lifted and has a convertible top. I can use it for formal purposes and dirty job purposes. It’s a beach car too. I even tow it behind my RV. I Love this vehicle and never thought I would. I took my wife’s Wrangler in for service and got mine as a loaner. It was God’s plan.
Used
2021 Jeep Gladiator Overland
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Reviews
Service
As always Jennifer is so helpful and friendly. Keeps me posted on time frame. This was routine oil change.Service manager Mike J. is great to work 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.
Jeep Certified
2022 Jeep Gladiator Rubicon
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Reviews
Great place to do business with
Huge shout out to Tony Thomas and Ryan in financing got me all taken care of super fast and super easy to deal with. I purchased cars from some good dealers but this was by far my best experience I’ve had. I will be back for my next new car purchase. Thanks guys!
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
2020 Jeep Gladiator Rubicon
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Reviews
Made Car Buying Easy
I just purchased a used car at Import Exchange in Everyone was so nice, educated and helpful! Michael, the general manager personally greeted me and directed me to cars that fit not only my budget but contained the list of wants and needs I was looking for. I really appreciated the extra time a salesman provided me after I bought the car to illustrate how to connect my phone. Overall, a great experience and I will definitely be recommending Import Exchange to my friends and family!
best truck ever
Upgraded from a 2 door JK. What a difference. Way nicer and much more comfortable as a daily driver. This truck is a beast. Never worry about going off road. Did add a Winch just to be safe.
Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I cannot say enough of my experience with Chicago Cars.
I cannot say enough of my experience with Chicago Cars. I had been looking for a LWB Range Rover and they had exactly what I was looking for! Within minutes, they secured the vehicle for me and worked out a decent trade. A few days later, the car was delivered right to my home in Minneapolis and my trade was picked up. My salesperson, Charlie, was amazing! He kept me abreast of what was happening each day and went above and beyond to make sure I was kept in the loop at all times. He was awesome to work with and was professional and thorough. He is definitely an asset to your team! I was hesitant at first buying a car out of state, but this experience was absolutely amazing! Thank you Charlie and staff!!!
Buy! Best of the Best!
The best by far mid size truck you can buy! Built better than any truck you will find on the market, hands down an easy choice!!!
Used
2021 Jeep Gladiator Sport S
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Reviews
just purchased my 3rd car from Tasca.
just purchased my 3rd car from Tasca. I’ve worked with Bobby all 3 times and cannot say enough about him. He is excellent at what he does, friendly and honest. He worked wonders for me today along with Penny, brought home a brand new 2025 Trax. Thank you to both Bobby and Penny for all your help and hard work today. If you need somewhere where the staff is honest and works hard for you this is the place to go. Any future car needs my son or I have we will be going back to Tasca.
Used
2020 Jeep Gladiator Rubicon
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Reviews
Purchase cars thier away happy with staff and serv
Bought 4 cars thier in 10 years they our best in sales and service staff the best service is out standing they care alot for customers
Used
2020 Jeep Gladiator Sport S
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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
Used
2023 Jeep Gladiator Sport S
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Reviews
Elvir and Matt did a great job and I was pleased with the
Elvir and Matt did a great job and I was pleased with the attention, negotiation and the car I got.
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".
Jeep Certified
2023 Jeep Gladiator Sport
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Reviews
Salesmen and all staff were helpful and worked with me on
Salesmen and all staff were helpful and worked with me on a great deal for the Gladiator.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪
Jeep Certified
2020 Jeep Gladiator Rubicon
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Reviews
Great staff took care of us.
Great staff took care of us. Couldn’t have been happier with our experience. Thanks
Used
2020 Jeep Gladiator Rubicon
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Reviews
Price listed is the price you pay!
Dealt with this CarMax dealer over the phone and email. Tried to negotiate a price based on other dealers in the area for the same vehicle and was told that the price listed was the price you pay!
*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.