Used Jeep Grand Cherokee for sale near Highland, IN under $40,000

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

Webb Chevy is the only place I will service my vehicle at, they are the best on the Southside!

2017 GC Limited 4WD. Bought it 3 years ago with 53k miles and now approaching 108k miles. When we bought it, we went to fill the tank for the first time and the gas pump kept shutting off. Turns out there was a known issue with the fuel filler neck assembly. The selling dealer replaced it under warranty and we literally didn't have another issue until 100k miles. At 100k miles took it in for new spark plugs, which is normal maintenance, and found the radiator leaking. The new radiator was not cheap. Have not had any other issues, just replaced the factory original brakes, they made it almost to 108k! We live in Minnesota and this vehicle is an absolute beast in the snow. Put it in snow mode and it is very stable and feels unstoppable. It is a comfortable long distance cruiser and gets decent mileage on the highway, between 24-27mpg. The UConnect system is very easy to use, and the nav is pretty good, but the whole system operates quite slowly. That's a minor complaint I think. Overall we are pretty happy with our WK2.

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.

Excellent experience great people would by a vehicle from them and enjoy the experience talking to them

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.

Ovdio gracias si muy bien 100 percent awesome job 3 car there 5 m0re ovi

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.

The salesman was professional, patient and very helpful in me finding my vehicle. He was not pushy but very understanding especially regarding pricing , and making sure my monthly car payment was not stressful for me ,

Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.

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.

Real curtious and knowledgeable staff I would tell my friends and family about this car lot

Bought my 2017 Overland 2WD preowned with 74k miles. It’s now Feb of 2024 my Jeep’s got 135k on the odometer and I’ve never once had an issue. I occasionally get car fever, start looking at cars online, but the second I jump behind the wheel of my Grand Cherokee I smile and decide to keep it for a little longer. I still love the look, it’s super comfortable, has plenty of power, all the bells and whistles I want (and beyond), and I love the fact not every single thing is touch screen as most modern vehicles. I love I can turn up the volume, operate the AC and many features with good ‘ole KNOBS without taking my eyes off the road.

The prices are outstanding undergoing 2 physically.Get with them I'm living in Milwaukee.Have somebody drive me down there

bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.

Overall my experience was and is very positive! The finance manager and office staff were fantastic. So far they are working with me with my purchase. =)

My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !

It's been a long time overdue, so here it is. 1st deal was beginning of 2020 on a new 2019 Renegade limited. Salesman was Jerry Guess. All went very well as I was ridding myself of the Ford escape I learned I should not have bought. 2nd deal was in earlier 2021, again with Jerry Guess with help from Tom Bialata. This time 2 new 2020 Renegade limiteds, 1 2021 Renegade Trailhawk and 2020 Ram Procity van. Yes 4 brand new cars all with trades, not our first 4 vehicle deal but definitely the best. I learned how an honest salesman is still out there. We, (my wife, daughter, son in law and myself) were very satisfied with the complete process including trade values given. 3rd deal my son in law traded in the Ram Procity van for a used Colorado truck. Again, Jerry Guess and Tom Bialata were involved. All very well handled. 4th deal my younger daughter traded in her car bought when we bought 4 vehicles at another dealership. She bought a used 2021 Mazda SUV with 4000 miles on it. Again Jerry Guess was the salesperson. Apparently Jerry has earned our family's trust. Thank you Jerry and Tom. All of us are very happy with our experience. Sidenote, service department has been fair to work with. After 7 purchases in under 2 years I believe we have a lot of experience and input for any and all buyers out there. Come see Jerry and Tom for a great car buying experience.

We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.

Great service. The service department was courteous and friendly. My car was serviced and ready to go in a reasonable amount of time. I was very satisfied.

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.

Triple M motors was incredibly helpful. I was able to get rid of my broken down piece of junk and trade it in for a newer model. Danny provided me with very useful information that made my decision easy.

One of the best vehicles I have ever owned! Dependable, lots of features, stylish, fun to drive on and off road. A vehicle you can enjoy and be proud of!

Second car I purchased from castle gmc our sales person was Nubia /great experience every time helpful and always greats us as family highly recommend castle gmc Nubia and Brandon will take very good care of you . 👍🏻

This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.

The service met what i needed. I was able to ensure that the price of the repairs that were needed were affordable and correct. I just wish some of the future repairs that are needed are more affordable and could be more explained by the customer service representative like the previous rep that I had at the previous visit. Overall, the facility was very clean and i was able to meet with one of the car/service representative. I was able to meet with a car dealer who was very friendly and ensure that I had his contact information, in the event I plan or may want to purchase a new vehicle in the near future, which i plan too.

I've owned 3 Jeep products (2 Cherokees, and 1 Wrangler) and bought Cherokees 3 for my kids. Now they bought their own. Reliable, durable, and affordable. I love my 2017 Altitude. Looks great. The only thing I had to replace was a water pump at 80,000 miles.

All good, salesman was very good, very quick process, and being local, will be very convenient

The 2019 Grand Cherokee Limited was the Jeep I had my eye on for a while. I've owned a 2012 Laredo X, and a 2018 Limited Anniversary/Heritage Edition. I was specifically looking for Limited trim without the 20" rims, although, I love the look of the Altitude versions, I just didn't really care/want to deal with less side-wall, nicer-looking rims. I avoided the Overland and Trailhawk because of the air-suspension. Overall the interior is fine, it's comfortable and familiar for me, since I've owned them before, but that's also the only issue/complaint I would have. The interior is updated from the 2012, however, basically it's a very light update, U-Connect, Gauges, Shifter, and possibly a few other items here and there. But essentially, the dashboard is the same dashboard I've seen since 2012. While owning the previous (2) I never experienced any mechanical issues that left me stranded. One had a weird issue with blowing lights in the tailgate, but it would just randomly decide to burn out, replace one it would blow another. No other major issues. The 2019 leather on the steering wheel feels smooth and buttery like they always have. The suspension feels great, still solid and tight. Brakes are strong and grippy, pedal feel is nice and firm. So far I'm super satisfied with this Jeep, I got the perfect combination of all the features I wanted, Memory Seats, Sunroof, power trunk, heated-seats and wheel. Not sure if I'd be willing to sell this one and get a newer model, but, I'd possibly get another WK2.

Jim and James father and son very professional duo I want to thank you both so much for working with me and being so present in your jobs. Thank you both so much.

Love my GC 80th Anniversary Edition. A little over 15K miles and she’s been in the shop 2 times now with a squeaking coming from the engine. Tensioner rod and idle sensor were replaced first, they had it for almost a month. alternator was just replaced, they had it for a week. Picked her up last night, drove her this morning and it’s still squeaking! Very frustrated but hoping to get her fixed!

This is the best car we've ever had! Before my wife passed away, we bought this car (pre-owned), she fell in love with it and insisted on driving everywhere! Since she passed in Sept, 2021, I've been driving it and I LOVE IT TOO! I have some issues with programming/memory, but the dealer assures me they can fix this problem

Go see Joe, he is the best salesman!! cares about his customers he is kind and knows his stuff. If I ever bought a car again I would go back to see Joe. They gave me an IOU for things that needed to be fixed two little things and when I went in Joe was right there ready to help

Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles

Jose Ponce the porter/ salesman from orland Park is the best. He was so helpful in my sales process

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).