Used Jeep cars for sale near Milton, WI under $30,000

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.

So far above and beyond what I could have expected or even hoped! Before I was able to drive my new purchase home, Legacy Auto wanted to, as is their practice, go through every inch of the car replacing everything that seemed in need of being replaced, regardless of whether an actual safety issue or not as might come out of a cursory safety inspection. I wasn't surprised yet I was a little disappointed that it would take a while for their shop to get my car in for the inspection and corrections, primarily because my insurance company could not cover my rental car for as long as it would take but, Legacy Auto provided a loaner so I at least had a car to drive away with and use until mine was ready. That though turned out the be the least of the professionalism in the service they provided as the cost out of their pocket that they put in for parts alone for issues they dealt with, far beyond any safety concerns, was 10% of the agreed-to price in the first place! They put in 10% of the price of the car AFTER I had already paid for it. In any other dealership I have experience with the best I could have expected is a legally required safety inspection and a detailing of the body and interior. I had to drive about 45 minutes to reach Legacy Auto but the time and effort was more than worth it!

ISSUE WITH SUNROOF CLOSING, NEW ONE PUT IN SAME PROBLEM. IN COLD WEATHER SEVERAL DOORS WOULD NOT LOCK AT ALL. AT FIRST I THOUGHT THEY WERE FROZEN THE DEALERSHIP IS STILL NOT SURE WHY THIS HAPPENED. I WAS UNABLE TO DRIVE IT WHEN THIS OCCURRED. JUST HAD THE IGNITION REPLACED - CAR WOULD NOT SHUT OFF. I REALLY LOVED THIS CAR THE SUNROOF IS HUGE, MY FIRST NEW CAR, IT IS A LITTLE SMALL IN THE BACK SEAT FOR PASSENGERS BUT NICE, I LOVE HAVING A HATCH AND NO TRUNK TO MOVE THINGS IF I WANT. I HAVE ALWAYS WANTED A JEEP AND I ABSOLUTELY LOVE THE 4 WHEEL DRIVE AND OPEN FEEL OF THIS CAR. IT DOES VERY WELL ON THE HIGHWAY. THE REAL ISSUE I AM HAVING IS WITH CASTLE JEEP/ RAM IN NAPERVILLE,ILLINOIS COVRING THESE ISSUES WITH MY 100,000 MI WARRANTY.

The entire team at this dealership are true professionals. They all seem to care about making your car buying experience a memorable one. Andre, Tracy and Sales manager did an amazing job in getting me the best deal possible and out on the road in an hour. This is very rare in a Dealership and they managed to pull it off. A Five Star Dealership

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.

After having an oil and filter change, we noticed a swishing sound. My husband pulled the air cleaner and discovered that some 'tabs' were not place properly. He fixed the problem and the swishing sound diminished. Not a big deal, but it would be nice if it wasn't there.

Owning my 2020 Jeep Renegade Limited has been an absolute joy. This SUV strikes the perfect balance between style, comfort, and capability. From the moment I got behind the wheel, I was impressed by its smooth ride, responsive handling, and surprisingly spacious interior. The premium features—like the leather-trimmed seats, intuitive Uconnect infotainment system, and advanced safety technology—make every drive comfortable and convenient. Whether I’m commuting in the city or taking a weekend getaway, the Renegade Limited handles it all with ease. What really stands out is its versatility. The 4x4 capability gives me confidence in any weather condition, and the fuel efficiency is great for an SUV of its size. Plus, the unique design turns heads wherever I go—Jeep really nailed the balance between rugged and modern. If you're looking for a compact SUV that delivers reliability, technology, and a sense of adventure, the 2020 Jeep Renegade Limited is a fantastic choice. I couldn’t be happier with mine!

Everybody was great especially the salesman! The business manager also got me in and out quickly which was nice! I got the exact truck I wanted for a price I thought was reasonable!

I special ordered my 2021 4 dr Sahara in Feb of 2022 and received it 4/1. I have previously owned 4 JK models over the yrs. The 2021 I just love. the interior appts, the dash layout with the nav. I got the upgraded leather seats and paint color white with One Touch Skyview top. Got the 3.6 with E torque for powerplant. They improved on the brakes vs JK. Much stronger!

Friendly and accommodating. Our salesman was Jeff Schultz and he was helpful and answered our questions. The car had been cleaned up great and what needed fixing was done. Our first purchase of a used car and it was 5 star!!

Mike at Bronco Motors Original made the car buying process simple and easy. Being a first time buyer not having much of an idea, Mike did a great job making sure everything I needed to do was clear and precise. I appreciate everything done by him and the experience was quick and simple. The jeep runs so well, it has plenty of space to transport everything I need and is overall an awesome first car. Great experience overall. Thanks again Mike!

The Cool Car Guys treated me like family with a no pressure buying experience! Drew the owner was awesome to deal with and helped me get into the vehicle I wanted!

I have had my 22 High Altitude for about 4 months now and the only issue(s) I find are the following: MPG is not as advertised, it's not that great. It's around 24 average, I am about 50/50 city/highway driving - It's fine. It DOES ride like a Jeep - so it's not as "luxurious" as your higher end cars, but YOU BOUGHT A JEEP - The last snow storm we had in Cleveland was about 10" in 2 hours - No problem, even with 235/45/19 tires - Would be way better with not so wide tires. It's slow. Who cares? Are you driving in the F1? Nah - It's plenty. Interior is baller. Infotainment is great, comfortable. Heated steering wheel is a plus. IDK - I read these reviews and everyone is so picky - It's a nice ride. If you find you like it, give it a shot.

Good Guys, Good Truck, Good deal. 5 stars! I came in from Brookfield and everything was as described. thanks for everything!

Overall, pretty decent car. As professional reviews will note, the transmission is a little finicky, but nothing over the top. Learn to work with it, it works with you. Bought this car used last year with 68k and I drive a lot, so I've already put 30k on it. Handling wise, this works great, even in the snow (FWD, not 4x4). Good cargo room, and room for the kiddo's carseat. Now, this is a Jeep, and hasn't been without issue. The front struts have been replaced, probably as part of my driving style and the rough roads in my area. Part of the bumper got pulled off a while back, not a big deal. Mechanically, decently sound, the car has thrown a few check engine lights but for non-issues. It had an issue a while back where it would turn off or restart on its own when stopping (not to be confused with the auto-stop, which is annoying but can be turned off, this car would just flat out turn off), but that fixed itself. Developed an engine tick that does appear in Jeeps, but that has also righted itself. As such, no major maintenance has needed to be done besides my struts. So all in all, it works. If you're in a situation like mine, yeah, buy the 2019.

The difference between Skyline and larger dealerships is like night and day. After getting the run around with Madison Dealers I was lucky to find Skyline and Martin. I arrived and drove 2 cars, picked 1,a 2008 Acura TSX went into the shop and paperwork for taxes, registrations etc. was done at no cost. I gave Martin a check and drove home. Now 4 months later I have had zero issues with the Acura TSX and am extremely happy to have found Skyline. I recommend Skyline to anyone who wants a good, reasonably priced car, while dealing with an honest man.

I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.

My fiance and I were looking for a car because we have a newborn girl on the way, they were super friendly and went above and beyond with helping us with obtaining our car, Justin went through a lot to help us and we both really appreciate it, I 10/10 would recommend this place if you are looking for a car!

I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive

I was looking for something good but reasonable and found it at the Used Car Factory. I found a great newer model Jeep at a very reasonable price. Jay was very helpfull and accomodating and made our overall experience a great one. If you need a used car, you have to check this place out!

Had a rear end collision with it a few days ago. Handled it well. Car that hit me, as I was standing still a traffic light must have been going 40-50 mph. My car took the brunt of the crash, sparing me I am sure. If totaled, will look at same manufacturer.

Autoland Outlets service is second to none. I have bought 2 trucks from them and had great experiences. There is no high pressure sales, and there vehicles are all high quality. I can't recommend them enough.

Great used 2015 jeep. Great exterior and interior design. Rides great with no issues. Will buy again in future if need to. Jeep a great brand

My Wrangler has the 2.0T engine and gets an average of 23 mpg. No issues mechanically at 52,000 miles; it drives like a Jeep-which makes sense. The interior is stylish and comfortable; AC and heat work just fine for Upstate SC climate. The soft top is easy to flip up and total removal isn't that much more trouble. Radio is great, media mode has a slight lag but stays connected once paired each time you use it-it doesn't automatically connect Bluetooth. The only knock I would have is that the USB or USB-C causes the entire radio to short out periodically. I love my Jeep!

We have purchased 4 Mercedes-Benz and absolutely love the sales team (Tony!) and the service team (Jody, Cathi, Sam). I've been to other dealers and service places, and Zimbrick European is light years better! You never have to worry or second guess what they are saying. They also keep you super informed on how you car is doing with super detailed reports. I love the text communication and payment options-makes picking car up so convenient. We had an older car with high miles that developed issues, and they helped us out going above and beyond to minimize the stress...and eventually taking that one on trade for a new one! I don't trust anyone with our cars, except the folks here!

The car was purchased in August 2021. I average less than 9,000 miles a year. I have had one service since the car was purchased. I am very pleased with this SUV. It hits all the points that we need, seating for 7, towing my small boat 3200.lbs, motor cycles and off road vehicle, enough power for my needs from the 3.6L V6 and a comfortable ride. I enjoy all the safety features, Blind Spot and Cross-Path Detection. Pedestrian/ Cyclist Emergency Braking, GPS Navigation, Headlamp and Rear Load-Leveling Systems and the Full Size Spare Tire etc, ensure a safe and pleasant trip. The Trailer 7 and 4 pin Harness comes in handy for you don't have to look for a adapter. The Dual-Pane Panoramic Sunroof is a pleasure have and use. The 9 Speaker with Subwoofer 506 Watt Amplifier sends enjoyable music throughout the cabin. There are three areas of concern, that at this price should have been addressed. There is not enough padding in the bottom seats of the drivers and passengers seats. During a long trip, it becomes uncomfortable. Another concern is with the wind noise that starts at 40-45 MPH and increases to 65-70. In addition the front interior dash padding feels cheap. They could have done a better job at this price to address these issues, especially the wind noise from the door gasket. My previous vehicle a VW Atlas did a better job at a much lower cost.

I’ve had my ‘15 latitude, for a year. T-bones a car, last week, and they crumple like a beer can… In other words: had my wife get a ‘16 75th edition TODAY!! Yes, ramen diet, for a few years, + her “special edition” doesn’t have heated seats, or a heated wheel 😖 My latitude does!! I wouldn’t look at different 💯

Late review, We bought a Jeep Cherokee Latitude from this dealership this summer. The Salesman Adam, and Service manager were outstanding! Test drive vehicle (unfortunately on a rainy day) didnt hear or discover any issues. Took car home and next day discovered very noisy road noise and undefined noise from front of vehicle. Working with the team to discover the problem althought time consuming was a far more pleasant situation than expected. The entire time the team worked on the issue provided constant interaction, communication and updates. Just wanted to assure the team that I was completely happy and AMAZED that the situation was taken care of professionally. Thank You Gary Gregory

I have been looking at new Jeeps for awhile was needing a new vehicle was driving a 2005 dodge grand caravan sxt drove it everywhere kid's learned how to drive in it. But I'm a jeep guy have a 1979Jeepcj7 since brand new drive it daily. Seen the jeep cherokee trailhawk at my local dealership talked to them about it took it for a test drive and fell in love with it. Had to take it home. Very comfortable all the buttons are in the right places. Display screen is very simple to navigate easy-to-use app's phone linked right up no need to look at it. Mics are in right places above head everyone I call or calls me has no problem hearing me. Has alot of safety features to get use to but not hard. I have had other cherokee in the past but love this one. If you are interested in a Jeep check out the Cherokee line like I said I'am a Jeep guy test drive and you will see what I mean.

Great gas mileage an very comfortable car. Love the different gears to shift to for us snow. Very reliable only thing for service oil changes

My husband and I bought 4 cars from Marcin and Skyline Automotive. Marcin is honest and easy to work with-great communication and allows you to look at inventory at your leisure. We would highly recommend buying a used car at Skyline and will be back again.

Positive reviews, good vehicle choice. Awd suspension and a drive mode change selector. (Styling Vehicle) Good performance, fuel mileage is efficient. Comfortable seats heated, cargo area is spacious. Very nice quality interior design and the leather. Touchscreen stereo with navigation and other apps. Reliability, Good vehicle value!!

Great cars, even better people. Highly recommend for anyone interested in buying or selling a vehicle.

I bought my 2019 Cherokee new in July 2019. I have had it for 4 and a half years now and I have had no problems at all. I have over 61k miles on it. I do worry about the warranty being up that something might happen but it has not given me any issues so I shouldn't really be letting it bother me. This is the longest I have had a vehicle. I usually keep a car and trade it in around 3 years but I have loved driving this car so much that I have no desire in letting it go. I hate that Jeep is no longer producing more of these.

I have bought two cars from Legacy within the last year, & if at all possible, I will continue to make all my vehicle purchases through them. Buying a vehicle can be a stressful process, & both my experiences with them have been quite the opposite! No pressure, extremely knowledgeable, helpful, & the best customer service! The owner Jay, & the rest of Legacy’s staff are top notch! I highly recommend checking them out if you are in the market to buy a vehicle! Thank you Legacy Auto Sales!

Vehicle is beautiful, but has cracks on the rims and heated seat features do not work or the spotlights Oil change was not done, this is why I wanted to go through a dealer than a private party, for maintenance