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

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.

I have bought a lot vehicles in my life but this was one of the best experiences I’ve ever had the entire staff was great

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!

After my others I rank this one as my favorite. I like the looks, handling , power and size. Just right for me. Lots of cargo space.

Svet was amazing omg he helped me soooo much he was nice patient and he got me what was affordable for my daughter and I this man is definitely an angel and he’s very professional he’s the best there is

Love my 2022 Jeep Grand Cherokee L. Has plenty of room and lots of technology. Plenty of power and is doing great on gas mileage based on its size. Definitely recommend the vehicle!

Excellent experience great people would by a vehicle from them and enjoy the experience talking to them

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.

I had a really good experience with Guaranteed Motor Cars. The whole process was smooth, no pressure, and they were upfront about everything. The staff was helpful and made sure I left confident in my purchase. Definitely 100% recommend them if you’re looking for a solid car buying experience.

Our 22 Wagoneer Series II is awesome. So quiet and the ride quality is like there's a layer of cream cheese between the road and the tires. Totally reliable, nothing but oil/filter changes. Super roomy and comfy interior.

Best buying experience ever. After shopping other dealers all week. Going around getting the run around. I contacted Continetal via their website. I sent them text message containing pictures of my trade, trade amounts offered by other dealers, and my offer to buy their truck. Two text messages later Mustafa and I agreed to a price. One phone call to seal the deal that took two minutes, and finally 1 hour at dealership. I was in the car business for 4 years know a good deal when I see one. Thier numbers are spot on. Not only fair but priced like friends and family. Nothing was promised or said that they could not do. I have bought well over 100 cars in my 48 years and have had few people as considerate and honest as Leo and Mustafa! I can't say enough good things about them. Best deal in 200 miles and painless to deal with. I know every trick in the book and advertising falsehood...they didnt hide the rebate to keep as their profit and gave me special financing. Cannot express how refreshing it is to deal with people like they are. It usually takes 2 days, 100 texts, and 6 phone calls to make the deal they made in minutes. I am even getting a Hat next Tuesday! Thanks guys.

I love my 2019 Jeep Wrangler. It looks and drives great and is a good value for the money. Try it…You might like it!! The Jeep Wrangler Sport S is like no other…with the exception of another style of Jeep Wrangler!!

I recently bought a car at Golf Mil Ford and had an excellent experience with Mike G. He helped us from start to finish and was very helpful in every perspective. I highly recommend Mike.

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.

The general manager, Anthony was very polite. Help me out find the right car and was very patient

The Jeep Renegade proves that you don’t need a massive SUV to enjoy real capability. It is great for everyday practicality, making it a great choice for drivers who want something different—something with personality, performance, and purpose. Whether you're commuting during the week or hitting the trails on the weekend, the Renegade is more than ready to go wherever life takes you.

I was in the market for a used rubicon wrangler, Sherman dodge had the vehicle I wanted. Upon my arrival I was greeted by Jesse W and from the time I arrived to the time I left in my new vehicle he was very attentive to my every need! I felt like I left with an amazing deal!

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.

This was by far the best car buying experience EVER! Victor was professional , prompt and made sure our transaction ran smooth from start to finish ! Victor took extra time to show us all the cool features our new Toyota Corolla has. The finance guy made sure we got the best rate and helped us find the best deal for an extended warranty. Can not say enough good things about this dealership and the entire team at West Chicago auto mall

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!

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..

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.

Didn't buy anything but they were on their game. Willing to do anything. Will keep them in mind in the future.

Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.

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.

Excellent service. I have no complaints. I always bring my car in for yearly service.

It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance

AMAZING PLACE!!! I bought a 2021 Kia and I had it shipped to my house in Texas, extremely smooth process and it was a lot better than I expected it. Thank you Midway !! I will be back in the future!!!

I have a 05 inline 6 cyc. Jeep Wrangler best vehicle I have ever owned. Will go anywhere just not too good on gas. I love to drive it.

Whenever my vehicle needs service I take it here. The service managers are really good to work with and I really appreciate them sending videos to my phone so I can see exactly what the technician is seeing. Pricing could be better and I think the 3% service charge on credit cards is nickel and diming customers otherwise they would get 5 stars.

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.

Had a problem with the service department on Saturday when price at payment time was more then discussed. Left dealer pissed off and called when I got home with a cooler head. Nothing was accomplished so I wrote a review that was seen by upper management. Saturday afternoon a gentleman named Mark called to discuss the issue with me. After talking in order to keep me happy and being a returning customer he first had offered his apology for the misunderstanding then refunded the entire service charge price to me. This showed me they're a stand-up dealership. The icing on the cake was the owner Dave called me on Sunday to apologize and assure me he was behind the total refund. Sherman in Skokie a place ypu can feel your needs will be addressed no matter what they are. I will be back in the future. Thanks again Mark and David!

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.

Sebastian was amazing and so friendly to talk to, we visited a few other dealerships and came across this one , we met a few nice people while there but me and my husband wanted to see the whole lot ourselves , I guess you can say old fashion since we can look online to look into the vehicle instead. While looking at the pre-owned vehicle we came across Sebastian, he was so nice and welcoming and it being it 1st time buying a vehicle we looked into what we were looking for and he gave us some advice into what to look out for as well as what vehicles are long lasting and showed us our options. My husband was very happy with his honestly as well as his tending to us especially with my daughter with his help we were able to find a great family car that meet all go our needs with more additional features and our price range. My husband and I couldn’t be ever more happier with our new vehicle.

Great little SUV, nice options as good as a more expensive luxury car. Smooth ride and very comfortable. I'd recommend this Jeep to anyone wanting a smaller SUV

I haven't seen a car yet but the sales person I spoke with was cordial and accommodating

Purchased my 2007 Grand Cherokee Laredo with 87,200 miles and am proud to say this Jeep is the best vehicle I’ve ever owned. At 192,500 miles and it still runs beautifully and has withstood New England weather.