Used Jeep cars for sale near Sheridan, IL under $899,990

I found a car on cars.com on Saturday night. Message them on Sunday and lined up a test drive for 11AM Monday. The vehicle was extremely clean inside and out. We negotiated a price very quickly and it was the fastest car buying experience I've been involved with. It was worth the 2.5 hour drive. John, Dwayne, Tom and the rest of the team was awesome.

I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.

I have spent my entire life in and around the auto industry and these guys are the only dealer I buy from outside of my own. Dempsey isn't your typical car dealer, and the experience is far more laid back. If you are looking for Unique cars at fair prices, make this place your destination.

We purchased our 2014 Grand Cherokee Overland new and after 11 years and almost 150,000 miles it easily the BEST vehicle we have ever owned. It is comfortable, delivers reasonable mileage, is quiet, well built, incredibly durable and looks as good today as the day we took delivery.

I saw a van listed on Carfax for this dealer. I filled out the request info page ad almost immediatley was contacted by Jesse, that was on a Sunday . Monday we went in and test drove the vehicle. There was no pressure to buy, no showing us more expensive vehicles. We were allowed to test drive without the salesman. Our salesman was Jim. He worked with us to get a payment we could afford. Only one minor hiccup. We were told there were 2 keys available ,but then after all was agreed on ,there was only one . we were told they would et us the second key. They would come pick up the van get the key programed and brig the van back( we are an hour away from the dealer. As promised key was ordered Tues ,Wed the van was picked up an new key was made . They kept the promise that they made.

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!

Nice large inside showroom to shop in warmth. Good selection of vehicles. Welcoming staff! Salesman Eli was exceptionally helpful, and Manager Josh worked with me to close the deal.

I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.

Excellent customer service by Rafe Murphy - very friendly and professional. I would highly recommend this dealership & specifically Rafe to anyone. Great job!

Jeep passing jobs have been corroding at welds & hinges due to 2 diff. Metals built together. Issue for 15+ years!, recalled opens need to be addressed, my 3 rd wrangler and loved it! Great freedom ride, sport driven, outdoorsy attitude, love Jeep Wrangler the makers need to fix this cheap paint job causing our jeeps to rust prematurely!

Outstanding service. I started my car buying process with low expectations and came out of BW Kia with an incredible car. The process was extremely easy, fast, and all my questions were answered. I couldn't be happier!! Thank you so much, Jim!!

I picked the Jeep Renegade in the Trailhawk model because it is the only car in the compact category that also has excellent off roading capabilities. It completely beats out the other "off road" vehicles in its class like the Crosstrek or trailblazer. It also works excellent as a daily driver and great on long highway drives, having way better gas mileage than a pickup or wrangler. No road noise like you get in a wrangler or a truck with big off road tires. I've had this car for a little over a year at this point, with about 7000 miles, and the only thing I can say was any kind of issue was I got warning lights on my dash for the lane sensors, but they were just dirty and a quick wash fixed that problem. I can't say much for reliability just because the car is still so new. I have the leather trim upgrade that you can get with the trailhawk, but even with that the quality of the interior is lacking compared to other vehicle brands at the same price range and category, like the Crosstrek, but looking at Jeep's other vehicles like the Gladiator or Wrangler, it fits right in. Everything does feel high quality. I'm very picky about road noises and rattling panels or vibrations while driving, and I haven't had anything at all yet with this vehicle even when driving on rough roads or hitting bumps. The only reason why I gave this car a lower interior rating is just because of the excessive use of plastic. The exterior is very unique. At first I absolutely hated the blocky look of the renegade, but with all the iconic Jeep stying mixed in and the upgraded look of the trailhawk front bumper, I have grown to really love the way this little SUV looks. The blocky shape gives it extremely good headroom and gives it extra cargo space in the rear. The trailhawk model has armor on the underside to prevent damage by anything you're climbing over when going off road. There are some gaps in the armor that you can fill with available aftermarket parts. I will say that I think the cardboard box aerodynamics are the main reason why the gas mileage is so poor even with such a small engine. With about 55/45 split between in-town and highway driving respectively, on roads with large elevation changes, I do still get 24 mpg combined which is decent. The road handling is also great, the Renegade is a very light car, and even with being a little top heavy it zooms around corners almost like a small sports car. The 1.3l engine is surprisingly torque-y, it took me a little while to get used to being gentle on the throttle, the first few gears are very deep and the tiny turboed engine makes 210 foot pounds of torque so it will launch very quickly until it gets to 3rd/4th gear. The absolute worst and best thing about this car is it's transmission and the way it's programmed. In regular driving, it seems like the transmission has to stop and think about what gear to go to, so swapping gears is a little slow and not as smooth as other cars. At the same time, the transmission is the main reason why this car does extremely, unexpectedly well off road and in poor driving conditions. It will always keep power to wheels that have traction, and so gives impressive control. I have driven this up a mountain trail in the middle of a Montana winter and it felt like a leisurely drive, even purposely drove into tall snow drifts to give myself a challenge and plowed over them without any issue. When I got to the peak in my stock renegade trailhawk the only other vehicle on the peak was a modified, lifted Tacoma with large off road tires that had chains wrapped around them. I'm extremely impressed with how well this compact SUV really does off road. Overall I'm extremely happy with my renegade, and hope to have it for the next decade as a light trail/off road adventure car and daily driver.

Service was excellent they were very transparent very very good treatment would highly recommend this dealership. No pressure to buy. If you want good service without the pressure this is the place to go. Thank you very much I really appreciate the service I was given.

Drove almost 2 hours to get to the dealership welcome by great people test drive vehicle they gave me a very good deal I will recomend this place to friends and family.

This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Was surprised how fast the service was. Wish the buying experience was just as fast. But they were professional and detailed on everything.

My wife and I bought a 23' Jeep Compass Limited with 15K miles. We were looking for something small but also a vehicle that could offer 4x4. My initial impression of it at the dealership was that it has an awesome exterior paint color (granite crystal) and black wheels to compliment it. The car drives great on the highway and city. It's a very comfortable ride and the car can turn on a dime! I am currently averaging 30 mpg while commuting to work each day. I have noticed the car will sometimes have difficulty up shifting. As long as I apply more gas it eventually gets over it. Not a big deal for me as my last vehicle would do the same thing. The rear view camera is nice on the Compass, however it is completely useless at night. Overall we are very happy with our purchase.

My experience with Lawrence & Ryan at Greenway Auto/GMC was very good. They were very helpful and made my car buying easy. I would recommend Greenway to anyone looking for a new vehicle..

A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.

Dealership is state of the art facility with an exceptional sales and service team. Seth was very professional and pleasure to work with on all 3 of my purchases this year. Genesis makes a quality product and I'm recommending to all family and friends.

Interior is wonderful, love everything about this vehicle. Drives great, looks great, and was very affordable. I just feel very safe in this vehicle and I love it.

Phenomenal service and quality car buying experience from start to finish. I was sent to the dealership as a referral and GM Michael Chino reached out to connect with me right away. He was professional and sharp in his engagement. He made sure I was with the right team members and set a time for me to review vehicle options. Jay Hudson and Seth Greene partnered with me at the dealership to learn about Genesis and to find the right vehicle for my family's needs. Jay created an energetic and positive environment and Seth was exemplary in guiding me through the buying process. Each team member did their part and we were able to make a deal that was right for everyone. Quality job by all involved and the dealership itself was well kept and immaculate.

2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Just bought a new Challenger Scat Pak from Rex at Tyson Motors in Shorewood. Rex was great to work with throughout the purchase process. His product knowledge is excellent without being pushy. If you want a Dodge product, call Rex!

I purchased it used in 2022, it had 76k and now has 96 in 2025. It's 4wd with the 5.7 Hemi in the Overland trim. It hasn't given me any trouble.

I would 100% recommend this dealership to anyone buying a car! It was my first time purchasing a vehicle and it went so smoothly thanks to the team at CDJR!

I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.

The staff is all great! Wonderful experience! They always are great to us and give us outstanding deals. We would recommend this dealership to everyone.

This has been an amazing vehicle! Super comfortable and will buy again. Loved all of the tech and comfort features to make each trip the best. I have owned a lot of cars and this one has the most intuitive features by far.

I got a great attention on all my needs they got service on all my cars 3 in total and treat my just like a family member

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

I cannot say enough good thing for their sales mgr Larry and sales associates Matt. I bought 2026 RAM Laramie and they made it very easy for me. Love the after sales service.

I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

This vehicle will always be available. I’ve had 3 other vehicles that came and gone, and the Jeep is still here with 140k. I guess I’m a Jeep Geek