Used Jeep cars for sale near North Prairie, WI under $20,000

I bought my 2022 Wagoneer this week and could not have been happier with the entire experience. Joe, Brian, Chris, Krissy, and the finance team we’re all phenomenal. I have a lot of vehicle purchases under my belt and this team has without a doubt been the best. They have earned our business for years to come. Thanks to everyone on the team for making us feel like more than just a sale.

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 started looking for different car. No pressure. Let us look at our pace and we're available to answer questions as needed. Good experience.

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.

Ronnie is that dude!! He helped me pick out a new truck, took the time to find a great interest rate and even stayed after the store closed. I 1000% recommend Ronnie!

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.

The Lot was clean and presentable, there was plenty of info displayed on each vehicle. We weren’t pressured to buy anything, Gary was very helpful and gave us the space to make my own decision. Once I decided, they made sure the total price was in my price range, and made the final paperwork a breeze to get through. Even though it was a As Is sale, they made sure I had options for after if I had any concerns. Thank you Gary for making it an easy decision and a quick process.

Bought one for my son for college. Had 108K, now as 190K. Can't complaint. Safe, reliable and very comfortable. Did have to replace the oil cooler assembly, but that's a given on a 3.6. Other than that, tires, brake pads, the usual. It's been a winner.

Spencer made our leasing experience seamless - everything we needed - with efficiency and great communication. Thanks!

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.

We bought a Toyota Sequoia and noticed a couple of things that were a little off like the mirror the motor was out. They also did an inspection and found the back window did not go down so they ordered all the parts right away. Customer service is excellent! We worked with Jairo and is always willing to answer our questions at anytime taking our worries away. I work in sales and can see the Hussle they put in.

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.

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!!

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.

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!

I bought a 2010 Nissian Frontier 4 wd. Truck is in very good shape. Day after I bought truck raditor started leaking. Took truck back Tom replaced raditor no cost to me very honest great experience will buy again from here.

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 had an awesome experience at this dealership. Everyone I dealt with was very friendly and helpful. There was no need to haggle over pricing, they were upfront and fair in not only the cost of the vehicle I purchased but the trade in I had was priced more then fair. I live in Milwaukee and it was well worth the trip to Waukesha!!!

The dealer and sales people everyone was amazing. G was awesome! He stayed late and worked with me through everything! I could not have asked for a better experience with everything that happened this day.

We purchased a 2025 Explorer and the entire process was painless. A big Thank You to Alan and the entire staff at the dealership.

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

I just bought my first car form this dealership, and I have nothing but great things to say about this dealership! I was looking for a car at their Madison location, and they were not able to sell me the car. So I went down to this dealership, and they were able to sell me the car at a fair price for both parties! The saleswoman, Robyn, was amazing to work with! She was straightforward and amiable and was so helpful in walking me through every step in buying a vehicle. Robyn was never pushy, and I felt that my decisions were always respected throughout this whole process. This is something I really appreciated as a first-time car-owner. She was communicative, and overall, a pleasure to work with! Overall, I truly enjoyed working with this dealership. From management, to finance, to their sales representatives I had an excellent experience, and I would definitely buy another car from this dealership again in the future!

I love my little JEEP compass! It’s runs well and is perfect for me and my needs! Holds all the baseball gear and more in the trunk!

My wife and I found the slightly-used Nissan Leaf at Cars.com and were sure that's what we wanted. But we didn't want to drive to Waukesha from West Bend, so we went to the WB Nissan dealership, also part of the Russ Darrow empire, and people communicated and cooperated and the next day the Leaf showed up in West Bend, we took it for a spin, and we're now its happy owners. So a big Kudos for the friendly and helpful sharing of resources. Beats defending your turf(s) anytime.

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.

KARSON ROBINSON DID AN AMAZING JOBE HELPING MY FIND THE EXACT CAR I WAS LOOKING FOR, HE WAS VERY FRIENDLY AND COMPASSIONATE.

Great SUV...BOUGHT in 2017...good on gas penalty of zip with V6 engine. The start stop stop working last year and found out why.I needed a new battery as went dead this year...now start stop feature works 100 percent. Have low milage 30000 miles or 50000 kms here in Canada. .

Really Great people to work with. Mr. Lee McGee did everything he could do to help me with my Purchase. Highly Recommend.

I drive a lot my car is a 2014 and it has currently 277,400 miles and still ticking. I’ve had very few maintenance issues overall the basic wear and tear as expected! I didn’t expect it would last as long as it has but I am being pleasantly surprised. It is great on gas compared to most SUVs and overall a comfortable car !

I have a 2018 Cherokee latitude plus. More than 140k miles. Very nice SUV. I think most of this bad reviews are not fair. I will buy a new one in the near future.

I live 1000 miles away, but their price is so competitive that I may make the trip there yet. I inquired at several local and regional dealers and without exception, Russ Darrow was the most responsive. Robert Garcia didn't try to avoid my very specific questions on cost and definitely made a great impression on me.

I like this car a lot. I gave up a lot of interior space when I traded in my Journey for the Cherokee and the ride is not quite as smooth along with less gas milage but every other way it is far superior. Love the 4x4 and how it handles in snow. The interior design is very nice as is the exterior design. More sleek. It is still a nice comfortable ride, especially on the highway. It is much more reliable than my last car. The seat and steering wheel warmers are an extremely nice touch. Yea, I like the Jeep Cherokee very much.

My salesperson Kevin Klemz was a great salesperson. Understood what I wanted and was patient while I completed the deal.

Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.

While I purchased a used car from Bolts my customer experience was timely, professional and no nonsense. I indicated I wanted one price quoted and the # was final...they presented the car with all the service history and during their service review identified and fixed all upcoming problems that might occur. Colin the fiance mgr. was pleasant and efficient. I would recommend this dealership as I felt valued and appreciated as a customer...Thks to you all

  I have the Trailhawk trim, the serious off-road version.  Finally, a car that I can confidently drive in and out of rough construction sites, and not be afraid that I'll break it or get it stuck.   It is possessed by a powerful spirit of wanderlust, and frequently demands that I take it on drives just to see places it hasn't yet been, preferably places that normal cars cannot go.   If Don Quixote de La Mancha lived in our time, he would surely drive a vehicle like this one; a vehicle truly fit for a modern Knight Errant.   I didn't know until a few days after I bought it, and I don't think the dealership knew either, but this one has about a 2" aftermarket lift, and slightly larger tires than stock.

Friendly service and a great selection of new and pre owned vehicles to look at.

Purchased new in 2015. Have only done 1 repair in 129k, which was fixing oil leak at oil filter housing. Solid car, great in rain and snow. Thoroughly enjoy this car