Used Jeep cars for sale near New Chicago, IN under $19,989

This is car number 8 with Midway Dodge. This is the only place we shop. We always receive great service from everyone here. Thank you for the great service especially Money Carlos

Bought this 2022 Compass Trail Hawk new for my wife. Earlier this year (2025) we landed a sweetheart deal on a new 2024 Wrangler Sport S. Guess who inherited the Compass ? I stepped down from a Grand Cherokee but I have no regrets. It has had a few electrical teething issues but all have been resolved and have not come back. The handling and fuel economy are much better than the Grand Cherokee. There are only 2 downsides..........the size of the gas tank (13.5 gal vs 24.5) and the cargo space behind the 2nd row seats. I have easily adapted to both ! I want to give a shout-out to our local dealership, Tri-City CDJR. Start to finish, an excellent place to purchase and maintain our Jeeps. BRAVO ZULU !

we bought 4 different vehicles in total from them, Frank and Jennifer are the best.

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.

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.

What an amazing time I had buying my first car! I believed that my time with Michael Darge was going to be hectic, but it ended up being the most relaxed and educational period of my life. Michael made this transaction enjoyable and stress free in addition to being nice and willing to teach me everything there was to know about this new car. Michael being a Marine Corps Veteran and coming from a family of veterans, Michael and the Garber Chevy staff treated me with the utmost respect. I strongly advise anyone looking to purchase a vehicle to visit Michael Darge. Thank you so much once again!

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!

I am a repeat customer at Oak Law Toyota. My recent trade in and new auto purchase went smoothly, seamlessly and quickly, Nikko is great salesperson; seek him out if you are interested buying or leasing a Toyota. He is empathetic, courteous, knowledgeable, organized and honest.

Now have 110,000 miles on vehicle and had to pay out 1800 on some mechanical parts. For the most part my 2014 Jeep Patriot has been pretty good. Great in snow.

Mark and his team worked with the leasing company and was able to get my van back to me in good working order

I,ve had several Jeeps and Subarus and Chevys and my Compass Latitude 4x4 is as good as any for around the city and my freeway trips. Better than the Subaru for the highway and offroad. I feel safe. posted this as i feel some people are harsh and wrong about Jeeps. Do the required oil and transmission services as requested.

Everything went perfectly. The car ran smoothly, and I was very happy with the process. It was quick, easy, and completely hassle-free. Overall, a flawless experience. Highly satisfied..

None better, our wrangler has been the most reliable, dependable, and durable vehicle we’ve possessed in nearly 25 years. Beep, beep...we love JEEP Cherokee, Patriot and Wrangler

Excellent customer service! We've been a customer for several years and they never disappoint

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.

My wife and I really appreciated the attention and concern from Joe the salesman who took an interest in finding the right vehicle to meet my needs and concerns about driving over 120 miles 5 days a week to get to and from work in South Bend. I wouldn?t buy a Ford from any other dealer!!! I?ve never been disappointed with the repair and maintenance we?ve receive at Currie Ford.

My dream car since a teenager was a grand Cherokee and when I finally got one in 2021, I’ve loved it the same ever since. They are bold in appearance and look like a strong vehicle. It has always run beautifully and I have had no issues thus far since 2021 and now it’s 2024. Very comfortable interior and attractive to the eye. Love love love my car.

Jim and James father and son very professional duo I want to thank you both so much for working with me and being so present in your jobs. Thank you both so much.

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

I just bought my 4th Hyundai. It is a 2025 Hybrid Tucson and I couldn't be happier. Mayweather Shorter is my sales specialst and the most awesome. Even though it was a long process from beginning to end, everything went smoothly. Mayweather explained how to work all the bells and whistles and what every button was. Thank you so much Family Hyundai. Mrs. B. Wicks

Very nice ride for the type of vehicle it is Nice and roomy on the inside. Leather seats are very easy to care for. Very low maintenance.

My wife and I live in Texas. So obviously there are thousands of dealerships from here to Chicago but after talking to DJ, we decided to take the drive out here. We had such a great experience with DJ. If you are looking for a stress free car buying experience go see DJ at Midway Dodge

There's nothing like a 2 door Jeep Wrangler when it comes to climbing rocks, crawling through mud, and making those tight turns. My other jeep was a soft top which can be noisy on the highway, but this hard top is quiet. I also love that roll cage/soundbar. I can still take the roof and doors off, put it in 4WD and have a blast.

Their excellent service and support truly made me feel confident and well taken care of throughout the entire process. From the moment i arrived, everything was handled with professionalism and genuine care. It’s rare to find a place where you feel both valued and understood as a customer, but that’s exactly the experience i had here. Once again, thank you, Zee—your outstanding service truly stood out.

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’ve had the opportunity to purchase multiple fleet vehicles from Team Toyota and have received top notch service each time.

They care overall is great. Fred is fixing any of the little things that we knew about it prior to me taking it!!! Fred added on so much and is putting new tires on and fixing any of the little things!!!!!

I had a very good experience with caleb alvardo with purchasing my 2024 honda rideline

This is my 3rd Jeep and everyday driver. My husband bought her for me because he knew I wanted another Wrangler again. We live in Colorado, and go off-roading in the mountains; she amazes me every time! She handles in-town and highway driving great, too. I have customized her (bulbar, angry eyes grille, lift kit, etc..), which is all part of the fun!

Enis was great. Helped our family out with a nice car. Couldn’t be more happy!

Test drive with my daughter’s and we both loved it. Drives like a Jeep and with 63k miles was nice and tight. Looked the same as the 2017 on the lot. No frills great little base model.

Zee was incredibly kind, patient, and informative. It was clear that Zee genuinely cared about providing great service and making sure I felt comfortable and well-informed every step of the way. On top of that, the car was clean and well-maintained, which really added to the overall positive experience. I truly appreciated the professionalism, attention to detail, and friendly attitude. I would definitely recommend Zee’s services to a family member or a friend without hesitation.

Off the lot, amazing! I call it Dino.. because it’s eco green and it has an antenna! I have purchased a few vehicles off the lot. Dino is cool. Well I did like my Chevy S10- bench seat, was the best I ever bought off the lot! Jeep Patriot 2015 an amazing vehicle as well!

We bought this car for our daughter. Elvis could not have been any better. He was so patient with us and I would recommend anyone looking for a vehicle to go see Elvis. He was a rock star. I was in the car business for 30 years and he exceeded our expectations of how we wanted to be treated. Five Star Dealership and sales person.

Very good experience with Mason. Quick communication, price was good with little haggling, paperwork was quick and I was on the road.

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!

I contacted the dealership online on a SUNDAY (when they're closed) and Mia emailed me that same day. I went in that Monday, did a test drive with TIM (awesome guy) and left with my purchase. I did a trade-in, but forgot a few personals left in my old car. Contacted them once again, Mia said to come get the things I had left behind, so I went in and MAVERICK (another awesome guy) had took care of me as far as that. Real genuine people and I am very pleased with my Toyota Highlander.

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.