Used Jeep Grand Cherokee for sale near Oconomowoc, WI under $40,000

I started here as a service customer, since then, I have bought 2 vehicles from the Lynch group. Both buying experiences were nothing short of amazing. Such a knowledgeable, low pressure buying process both times, I’ll never go anywhere else, Mopar or no car!

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.

This Car Dealership is a Wheel-y Good Time -- and So's Their Salesman Brandon! I recently had the pleasure of working with Brandon at the car dealership and let me tell you, this guy is the real deal! He's got more car knowledge in his pinky finger than most people have in their entire brain. Plus, he's got the charm and friendliness of a golden retriever. If you're in the market for a new ride, skip the other guys and hit up Brandon at this dealership. He'll treat you like a dear friend (and maybe even sneak in some car jokes).

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.

Impeccable Serice Jeremy Simonson, Brandon Gilsch were incredible. They handles my issue with the utmost professionalism and speed. They took the time to investigate and take care of my issue.

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

Lynch and their entire team is amazing. It is very clear that some people here (and on other sites) are more worried about trolling other people / people’s businesses than they are worried about themselves. If you actually understand that dealers have to make a little money to stay in business, then all is well. If you are one of the miserable “whiny” customers out there then just work on it yourself or buy it on-line!

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.

When I got there, I was told that the asking price for the car had been increased by $2500 because of some work they had done with the safety systems. I could obtain no more detailed explanation. I ended up buying it based on the originally posted price. I was a bit disturbed, but I know it wasn't the idea of the salesman, but more the idea of the sales manager who knew I was very interested in the car. But the salesman was wonderful, as was the financing guy. (I ended up not getting the extended maintenance or their financing, but he never pushed a thing.) It's too far away for service but I'd go back there for a car1

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 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.

Josef was a pleasure to work with! Easy and efficient!

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.

Kudos to my salesman Howard Robinson on customer service and follow up. Great person to work with and a great resource for information on my Pacifica

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.

Bought a Jeep from Zach Kundinger he was excellent to work with from the beginning of the whole process to the time I got to drive out of the lot and even after the sale I strongly suggest you check out Zach if your looking for a vehicle.

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.

Bob Groover is amazing, he is an authority on ram trucks and I truly appreciate his expertise. Ewald is a great dealership, and I plan to come back!

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.

Had an awesome experience with sales representative Roy Visor. He was very helpful and knowledgeable towards my needs. Although I did not find exactly what I was looking for at the time, Roy was very patient with me. I look forward to doing business with Roy.

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.

We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.

This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.

I have bought many ,many cars in my lifetime but Patrick Smith is the best salesman I have ever worked with.Everyone there is very friendly and courteous?

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.

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).

Bought the vehicle with 30,000 miles. Turned over 100,000 this week after four years. ZERO unplanned visits to the dealership. Just normal oil, filters, wipers. Since we tow a 3500-pound boat, decided to replace the brakes at 80,000 miles, turns out there was still plenty of material left. Infotainment screen developed minor delamination this spring. Was still working fine but decided to replace it anyway. Easy replacement job for $350 with YouTube help. Lowest maintenance vehicle we have ever owned.

I recently went in for an oil. Changed. Taylor was my service agent. She has been wonderful in the past and she did not disappoint. Today. She noticed that the rear wiper was missing from the car, something which I had neglected to mention. It had come off during a visit to a car wash. She was able to get a replacement and at a very good price as well. Taylor is my go-to person whenever I need any servicing at Wilde!!

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!

I received phenomenal customer service from this dealership I flew all the way from Michigan and was mad at the airport by Jairo. He was awesome!!! I felt very comfortable with this whole sale beginning to end. I wire transferred funds before I even seen the vehicle. I was worried to do so but I knew how hard it was to find the vehicle they were selling so I took them at their word and it was a great decision. Keep in mind you are buying a vehicle that won’t be perfect. You’re getting a older used vehicle. As long as you go into your sale with REALISTIC expectations you will be very happy with this dealership! Jairo actually went to another dealership to buy a part for the Wrangler I bought from them because he knew I was driving it a long distance home. Everything worked very well on the Jeep and it was in very good shape for being 15 years old! Jairo also offered to mail me the print out copy of the Carfax and seriously made the whole experience awesome! Thanks guys. If I am looking for another vehicle or know someone who is I’ll make sure to recommend you!

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 stopped by New 2 You auto sales by chance looking for a Jeep Cherokee. And lo and behold they had one. The salesperson Chance came out and greeted us and asked us if we needed any help. We told him we were interested in the Jeep and he said he would go grab the keys. He handed us the keys and said if we wanted to take it for a test drive just let him know. He did not pressure us or try to pull any shade over our eyes. He even suggested that we take it to our mechanic just to ease our minds. Our mechanic found some minor defects. I told Chance about them and he them taken care of right away. All in all I am very pleased with my new Jeep and will recommend New 2 You to anybody who is looking for a good deal on a car.

This is the first keep I have owned. So far I am not disappointed. Performance and comfort is good. Perfect for my pup and I.

Purchased brand new after totalling out my Santa Fe XL. This has by far been one of the best vehicles I've owned. For as large as it is, its incredibly fuel efficient yet has plenty of power to tow my parents fish/ski boat. My only complaints are the factory Michelin's were trash in Minnesota and the interior "Cargo" area is significantly smaller than my previous Santa Fe's, but thats more of a personal opinion versus any design flaw. Ironically quite a few of my coworkers have JGC's as well and almost all of them have over 200k on them, I'm still at 65k. Not sure why they have a bad reputation in the auto world, but I'm certainly glad pleased with my choice, even 6 years later!