Used Jeep cars for sale near New Chicago, IN under $899,990

I want to thank Joe Collins for the wonderful service I received today. From the time I arrived I was welcomed with a smile and knowledgeable service. Joe and the technicians that serviced my Caravan today I want to say Thank you. Someone asked me why I bring my vehicle here for service this is why! I would recommend Castle Chrysler Dodge Ram of Chesterton. I have been a customer now for over 5yrs. and they have always been top notch. You have earned a 5star from me. That's why I'll always return. Happy Holidays to the entire staff and especially to Joe Collins for all your kindness 🥰

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!

Excellent experience with Mandy, she went above and beyond to help not only me, but my husband purchased two brand new vehicles

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 💯

Good customer service, very polite, nice vehicle. A very clean establishment. I would recommend this company. I hope nothing does not change my mind.

driving now 1 1/2 years. still love it. 59,000 mi. rec. chang rear end oil. mine had broken bits of gear. much better now. leaks from windsheld area, gotta work on that. overall still jeep'n--- please stop putting ducks on my jeep

Great service. Quick and helpful. Robert kept me updated every step of the way on my repair. Great to work with. I would recommend everyday.

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!

I was in and out in less than an Hour. Everyone was very pleasant, the paperwork was explained in detail. They allowed me to leave my other vehicle there until someone took me to pick it up. From the time I entered ti the time I left I felt very comfortable.

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.

My sales consultant Travis was excellent he has great customer service and explained everything clearly. He made me feel very comfortable from his hand shake to his smile. He did a great job. Thanks Travis.

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.

Alexandra help us solved our problem, We had to sell Grandmas Car without a title in short time in town. They gave us what we wanted without a title in a few hours at CarMax. This was an unimageable process that Alexandra help us through....Alexandra was Calm with Great Compassion. We Appreciate Alexandra and CarMax Thanks again..

Owning a Jeep is more than just having a car — it’s a lifestyle. The rugged capability, the open-road freedom, and that unmistakable Jeep spirit make every drive an adventure. Whether it’s tackling trails or cruising through town, my Jeep delivers power, comfort, and pure fun every time. Once a Jeeper, always a Jeeper!

5 stars – Honest, efficient, and the reason I came back This was my second time working with Josh Hendrix, and I specifically came back because of how straightforward he is. We were buying a car for my daughter, and I appreciated that Josh didn’t push, didn’t upsell, and didn’t waste our time. He gave us a fair offer from the start and made the process easy. After dealing with salespeople at other dealerships who overtalk or dodge questions, Josh is someone I trust. If you’re buying a car, especially for family, he’s the one to work with.

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.

I’ve owned this for 2.5 years, I bought it because it was as jeep and allowed me to drive it in electric mode. Few problems. I drive it almost exclusively in electric mode. Yes, there are times when electric is unavailable but that is due to not putting gas in for a long time. Once I even put in 2-3 gals. good to go.

Great experience, Friendly Service and Sales team. This is the second vehicle I purchased from this Dealership. My salesperson was awesome throughout the entire process. Thank you Brittany K.

There is a lot of new technology working together in this car so i recommend a extended service plan. That being said this hybrid Wrangler has more power, quieter (got hard top insulation), and smoother riding (I have a Sahara High Altitute) than the Rubicon ICE previously owned. So far at 19k miles no mechanical issues.

Interior is absolutely beautiful. Still a big enough vehicle that it doesn’t feel like a regular sized car but not a huge suv. Still a gas guzzler though.

Wonderful buying experience! Rich was friendly and very knowledgeable. Finance process was a breeze. Highly recommend this dealership for your next vehicle.

i recently had a 2023 for explorer it was a good truck never a problem but not a comfortable as the jeep grand Cherokee l front seating is amazing no issues at all i did my research and made sure i bought one with the German transmission its a good idea to check that only thing i can say on the down side seam to be a little under powered but i can live with it decent milage 20 around town.

Working with Castle Jeep was simply awesome. I have never had a better experience at a dealership. Josh and Tony did such a great job working with me. I don’t have enough good things to say about them.

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.

Now in my 6th year with my 2017 and still like it. My complaints are simple. Needs larger fuel tank, better gas mileage considering its size and engine, would prefer manual transmission, and get rid of the xxxx engine shut off function. Love the size, comfortable, still seems solid. My only repair was replacement of the satnav unit that crapped out.

About two weeks, I was in need of another used pre-owned vehicle. I like Fords. So I stopped in at Ford of Homewood on a Saturday. I was met by a very nice and knowledgeable sales representative named Juan. I discussed my needs, wants,and financial limits with him. After looking at several vehicles, we found a vehicle that met my needs and price. Paperwork was drawn up down payment made and that evening I was the new owner of a great 2015 Ford Escape. Barbara in the the finance department was most in helping me on the financial end of this purchase. Thank you Ford of Homewood. Enjoying my new vehicle.

I love my Cherokee overall. This is my 3rd one. Sadly I've noticed the quality slipping. Jeep no longer provides a spare tire - WHAT? The floor mats are now of lesser quality and no longer have the Jeep emblem embroidered on them. The transmission is still a little iffy but not as bad as my '15. The tail lights fill with condensation but the dealership tells me it is normal to do so - WHAT? Additionally you're never gonna be able to find a V6 anymore. I had to go down a year to a '22 in order to get one. They are pushing EVs and Hybrids. All this being said I'm still Jeep girl and still love my Cherokee.

Very pleasant experience at team Honda everyone is friendly and easy to work with. An enjoyable experience

  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.

Simple process ... I will be shopping here for my next car too It was effortless and they have great cars It was a good one

We bought it in 2023 just off lease as a CPO. It’s been a great vehicle. We love it would buy another one in a minute.

Patrick was excellent to work with and made the process very easy and user friendly

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.

Very friendly and efficient place. They made a stressful process so easy. I am happy that I decided to go with Chicago Motor Credit.

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.

Wide selection and no haggle are a plus over other dealerships. I like being able to see how many different makes and models. CarMax is the only place I will shop

I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.