Used Jeep Grand Cherokee for sale near Monona, WI under $1,000,000

I have bought 4 vehicles from Russ Darrow, three from this dealership. You can’t beat them anywhere else! They are fair and truly listen to your needs.

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 went to Kalscheur to look at a Certified Pre-Owned JEEP. Jeff Koenig was very helpful from the start to the end of the process. From appraising my trade-in to getting me in to my new car, Jeff was honest and straightforward from the start. Kalscheur made buying a car, which for me can be stressful, as straightforward and simple as it can be. If you are looking for a new or used vehicle, I highly recommend Kalscheur.

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

Helpful staff, and they didn’t waste time or dilly dally. Gave a good and fair offer on trade in vehicle. Also we’re able to move a vehicle from one dealership to one closer to my location.

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 found the vehicle I wanted on the internet. I emailed Metro Ford on a Friday night. David Burns replied early Saturday morning. I called to make sure the vehicle was still there because I live 1 1/2 hours away. He put the vehicle on hold for me. By Saturday afternoon I had my vehicle. Thank you David Burns.

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.

I have been looking to buy a good used vehicle, and settled on Kayser Dodge in Sauk. Mike Bennet was my sales man, he was honest and very polite. And easy to work with. Thank You!

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 !

My wife and I were looking to upgrade to a comfortable reliable sedan, we narrowed our focus to a MAZDA6. Did a search on car gurus and found a listing for Mazda6 with this dealer. Jay and John were both very nice and helpful. Visits are by appointment only, so we gave Jay a call, set up an appointment to look at the car and hopefully purchase it same day, my wife and I live 2 hrs away from the dealer so I asked some detailed questions about the car over the phone, Jay provided an accurate verbal description of the car so there would be no surprises once we got there. Jay informed me of some minor cosmetic interior/exterior blemishes and that the tires were getting to be well worn. Once we arrived, we met John who had the car ready for us to test drive. John was very friendly and relaxed and also provided helpful information about the car when asked. In person the car matched the description Jay gave over the phone which was reassuring. My wife and I took it for a test drive by ourselves and everything was as we had hoped so we decided to purchase it. 10/10 experience (excluding the 2 hour drive)

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.

Starting the process for looking for a new to us van and CarMax was one of our stops. They had one we were really interested in, but between trade-in value and non-negotiable pricing (which we knew in advance) we realized it wouldn't fit our price range. Ryan was responsive, but not oppressive.

Because it a great car because the car has 118k miles on it and its only 15,371 dollars and its used and works very well

Nicky was a great sales person and really helped me leasing my new Escape. Everything went real smooth and now I am one happy fellow. I will go to metro Ford in the future and for sure use Nicky as my sales person!! Thanks for a great experience of shopping Metro Ford!

The 2012 Gran Cherokee Overland has been my car for over 12 years. I’ve enjoyed every minute of driving it. Have made several road trips with it and never a complaint. It’s plush with features and luxury items. Love the looks, love the ride, love the comfort and love the low cost of ownership. Jeep lives up to its name and fame.

We had a terrific experience purchasing a vehicle from Kaysler Chrysler in Sauk City. I dealt with James over the phone and he was very courteous and not pushy at all. He was not going to be available the day we were going to the dealership to test drive the vehicle so he put me in touch with Dante who was just as pleasant and good to deal with. Steve in the financial department was just as good as the salesman. Overall great experience and would recommend this dealership to anyone looking to purchase a new vehicle!

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.

I worked with Keagen Strabley on a car purchase from out of state. He sent pictures/videos and talked/text to get the deal done. He even arranged delivery because I was traveling and couldn’t get to the store. Great communication and super excited about my car!

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.

Armand did a bang-up job. Truck was delivered as viewed on-line. No surprises when signing paperwork remotely. There was a floor mat missing when delivered. I sent an email to Armand and I had the missing mat in days. 5 STAR approval!

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.

Dennis was very knowledgeable and was a great help. I highly recommend shopping with him. There were a few hiccups outside of the sale, but everyone at Van Horn helped make sure things were resolved.

New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.

We had a great experience buying a car from Jeff Koenig. The process was really straightforward, quick (important to us), and easy. I'd highly recommend buying from a smaller dealer like this. From the time we walked in, everyone was courteous and helpful in a way that felt much more genuine.

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.

Helpful and friendly staff (sales and service center). Made me feel at home and not pressured to buy something I didn't need or want.They even came and picked me up at my apartment in the car I wanted to buy and took me back to the dealership to make the transaction.

This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!

I highly recommend Kalscheur Dodge Chrysler RAM! Jeff is a very honest and upfront salesman. He was thorough in the details and went the extra mile to make my buying experience great.

My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.

I must say I wasn't expecting to buy a new car during this crazy time, but when the Chrysler financial deal came along I called Kalscheur's, Dean was extremely helpful in finding me the right vehicle and I really must say no two dealers are alike, in today's economy you never know if you are getting a good deal. I did not feel that way with Kalscheur's, in fact I feel like I got a great deal on my new 2020 Durango. If you are looking for a dealer you can trust, this is the only place you need to visit. Thank you again for taking care of me, we'll be back again !

Besides the hefty amount of recalls in the first year, overall has been the best Jeep I’ve owned. Super comfortable, very reliable in weather conditions. Can sit in it for 6+ hours a day without my back hurting (I have a rod in my back). Traded a hellcat for more comfort. It was worth it. Probably best adult decision I’ve made. Does pretty well on gas. (3.6L) I get about 584 range, sometimes 598 depending on how traffic is. However the interior could have been constructed of better materials. (Steering wheel stitching came lose but covered under warranty). Had it since end of March 23 with 25k miles already. No huge issues, never had to worry about screen issues (like what I’ve heard about 21-22 models). I would recommend this vehicle to anyone who is looking for an upgrade from previous body style GC, bigger suv with legroom, and enjoyable drive. I test drove a RAV4, CR-V. Ended up buying a 23 Jeep. Most vehicles in the market don’t have the technology the Jeep has. Toyota is a few years behind (& the road noise is unbearable), CR-V doesn’t have enough pep in its step ( Also the interior gives off impoverished/ barely any enjoyable features and buttons. Jeep is perfect. I love how a lot of options are in the screen but also below the screen. Not too cluttered.

Awesome Dealership! Dean made our experience fantastic. The 22 Ram we ordered is perfect, the quality far exceeded what we were expecting. Highly recommend Dean!

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.

They were able to get me an appointment very quickly. Their Service Department staff are very friendly and knowledgeable. Everything was explained to me very clearly and the billing was exactly what they said it would be.

I travel alot and rent a lot of cars so i review for possible purchasers. I give the grand cherokee a 8 out of 10. Truck feels very confident and rides well. Id consider purchasing one if it wasnt for one thing…. This car is WAY to heavy for a natrually aspirated V6! The 3.6 is very sluggish and cannot get out of its own way. They need to put a twin turbo in it. Otherwise i would have rated it a 10. Other than slow get up and go… its a winner.

Amazing customer service from this dealer. Highly recommend. The dealer showed a high expertise and helped a lot with all the paper work and bureaucracy

Second lease on a Grand Cherokee. Different than my 2021 in many ways. The all wheel drive makes the steering more sensitive. Tricky parking brake and much smaller layout of gauges in dash. No Sirius satilitte radio. Seats are harder. Overall better than the 2021.

Robert delivered great service and I appreciated that they were able to transfer the vehicle to the Stoughton location for easier pick up.