Used Jeep Grand Cherokee SUVs for sale near La Crosse, WI

Taylor was a terrific salesperson! Knowledgeable, patient, listened to concerns, answered questions and helped with negotiations. Absolutely first rate. Result was the purchase of a vehicle that is right for me, and fair prices on that vehicle and the trade in. Thanks Taylor!

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.

Barry at Dahl was so great to work with! He was knowledgeable about all aspects of the vehicles we were looking at (engine, performance, safety, amenities, etc.). He spent a lot of time with us making sure he was putting us in the right vehicles that match our lifestyle and desired options. At no time did we feel rushed or pushed to make a quick decision. Overall a great experience and would highly recommend Barry and Dahl!!

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.

Your service department is outstanding. Mike Dahl is fantastic and takes great care of us every time we visit. I strongly recommend this service department. If you ask for Mike, you can't go wrong.

I initially leased my Grand Cherokee Limited but ended up buying it outright at lease end. It has been an awesome vehicle for the 6 years I've had it. I have only had two minor things that have needed work, one was AC needed more coolant and leaking rear strut which must be a fairly common issue as my mom's Durango has had the same problem. Super comfortable ride and plenty of room. My only beef is the halogen factory lights are horrendous but swapping the bulbs out for LED made a big difference for under $200. I normally don't keep a vehicle for longer than 2 years, but after 6 I love this vehicle just as much today as did the day I ordered it!

Just had an oil change done, but they got me in right away and was done quickly.

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 dealt with Randy Martin and he was very friendly and helpful he made you feel rite at home. Everyone at Pischke were very helpful and they explained everything. I would buy another vehicle from Pischke Motors

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

great service, very professional, good check points for condition of vehicle

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!

Was in for normal service this time. Had purchased the vehicle there several years ago and always service it there.

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.

Great straight forward experience. No pressure, easy to deal with. Excellent correspondence and no surprises. Kind of like the dealerships you used to be able to work with. Will be back

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.

Our Audi buying experience was exceptional. Brandon was our sales person. He was very professional, friendly, and was a pleasure to work with in our buying experience. The entire staff was great and made the entire purchase go smoothly.

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.

Saw the car online. Set up a test drive appointment. When I arrived the car was ready and Sales Consultant met me on arrival. The vehicle was very clean and exactly what was advertised. The finance manager, Ethan was very knowledgeable and professional. We couldn't come together on a trade in price. He offered to detail my car so that I can sell it privately at no charge. The car was listed as a great deal on Car Gurus. Left the Coulle Auto dealership feeling good on the purchase that I made.

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 !

There are a lot of places that buy/sell/work on cars. Ben, Bill and the folks at Sleepy Hollow are the sort of people that make the difference. The service department handled my repair and insurance claim seemlessly, and they gave me a very fair price for my vehicle- knowing I had my eye on purchasing another elsewhere. It’s worth going out of your way to do business here- perks of a big dealer with a family atmosphere. I’ll be taking my vehicle here in the future.

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.

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.

My sales person Jon is one of the nicest people I've ever met he really takes his time to find and meet the needs of the customer it's a third vehicle he has sold me and I will continue to go back to him each and every few years for a newer

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.

Great staff at Sleepy Hollow Chrysler. They made the buying process very quick and efficient. Love my new Ram!

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.

Just purchased our second jeep from Pischke's and the customer service was excellent. They were so nice in helping us choose the exact right vehicle for us and they took the time to answer all of our questions.

What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.

Just bought a vehicle from Derek- best experience I’ve ever had! He was so friendly, the process was quick and easy and the vehicle was made perfect for me. Would buy here again!

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).

Jesse Brown and Monica Lewis are amazing. My new (used) car is a big step up in technology from my old car. Jesse was so good about explaining everything, sometimes more than once till i got it!! Monica took care of all the financing. She explained everything and got me a great rate!! These two people are beyond wonderful at their jobs. Would go there again in heartbeat when i need another car. i was very nervous when i first walked in the door, but that disappeared as i worked with these two amazing individuals!!! Thank you Jesse and Monica. Still loving my car!!

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.

Dealt with a few members of their staff. All very professional and responded very quickly. I ended up finding my truck at a local dealer, but would highly recommend Winona Chrysler to anyone in the market.

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!

We bought a jeep Cherokee a few years ago and bring it in for regular maintenance. Nice people excellent service!

Always great service , helpful and personable staff

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.