Used Jeep Cherokee for sale near Chesterton, IN under $20,000

Eric Pickett help my daughter get her first brand new 2025 Chevy Trax. He worked with her budget and she drove away grinning ear to ear.

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.

We just bought our Bronco HLE this week from AutoPark Ford Laporte. Wow, what a team! Tim( sales consultant) and Dave( Finance Manager) were exceptional from the start! I asked a ton of questions and received answers on all of them. They had a very rare Bronco Heritage Limited edition and charged me MSRP, almost the whole country was charging 5-25k over MSRP. They received 3 other calls but gave me time to make my decision and do my research and never for one second made me feel pressured or played any “sales games”. I have spoken with many dealers and this was by far the best dealership I have ever bought a car from. Dave is finance was awesome, he was so fair with pricing and worked hard to find the best rate and gave me breaks on pricing for the add ons to ensure my families bronco stayed on great condition long after I left the lot. The customer first approach was evident from the first contact to the follow up on my 5/6 calls to Tim after to learn the complexities of all the new tech on the Bronco! What a great team Brent ( manager) has assembled! If you are looking for a hassle free, customer centric experience at the best pricing - you better call this team! The Gallaghers

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 had a conversation with Pitor and it was positive. He suggested that I wait until a few days before my trip to Chicago and check which vehicles were available at that time.

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

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 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.

Excellent experience at DriveTime everybody was top-notch it also I sales guy Brian Johnson thanks very much yes I would recommend this place to anybody but like I said top-notch people go there enjoy

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.

Kevin and supporting cast were very responsive and good at communication. We traveled 2.5 hours to buy a car As Described from them.

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.

I had one of the best experiences with this dealership, I recommend it 100% . I drove one hour and half , but it’s was worth the trip

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 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.

Cheyenne Fontanez is the best! This process started back in March of 2025 when I was gone for the winter and she stayed in contact with me until we got a deal done on 10/8! It was a seamless process and I couldn’t be happier!

Love the interior and exterior , has all the features I need and will use ! Very sexy car :) I love the fact I can take my fur babies to beach now . They love to ride.

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

  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.

Great customer service by Charles Brakebill and the entire Zeigler team. It sounds like they all work together very well and I was happy to see that. I bought a used Chevy but I'm happy to be part of the Subaru family.

Would recommend this vehicle. Overall very good value and has proven very reliable. Sorry to hear it is being discontinued Jeep had a winner and what I thought was a great tweeter between the Compass and Grand Cherokee.

Was ok . just couldnt find what was in my budget . needed something for around 1500 cash without a lot of major issues. Since my credit needs help getting cleared up and the fact im not working i wouldnt be able to afford payments

Was at dealership shopping and this new Jeep Cherokee Lattitude came in on transport. Wanted it the minute I saw it. Jeep dealership had ordered it custom with every option I wanted. Blackout package, V6 a true dual exhaust, sport, power everthing, 4x4 etc. The 4x4 is excellent and never failed me! Its been flawless, aftermarket tuning has turned it into a screaming black speed machine. 112,000 miles so far. No issues with anything! Would buy another if they still made this Cherokee Latitude Special! One very satisfied customer!!!

Overall very capable vehicle. 3.2L with 4wd/factory trailer tow. Silly things show up like the service 4wd light that comes/goes and radio/controller that resets after replacement. Solid car with a good pedigree.

A big shout out to Terry and Bob for helping me purchase my mini Cooper outstanding job. Terry is the best excellent service. I recommend all to stop by and purchase your next vehicle.

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. .

I was in and out with new truck within 2 hours. I love my new truck

I have just bought this used Cherokee. 70,000 miles I Like it a lot so far. Except I am having a little trouble with my blind spots. Not used to being so low compared to my Ranger Truck. I have a good upgrade. Pretty good milage. Everybody says I got a good deal and so far so good. Drives very nice.

We purchased the same night a wrangler sport JLU 3.6 manual trans and this Cherokee Limited with the same engine and the 9-speed automatic. And oh boy, these cars were completely different despite having the same 3.6 Pentastar engine. Launching the Wrangler was never an issue. Launching the Cherokee and even more reaccelerating was truly painful and required a lot of preparation. Sometimes, the transmission would take few seconds before downshifting making the throttle response slow at best. Other than that, the car proved to be reliable and was extremely silent and very well equipped. I would recommend that car as a commuter for someone who is not seeking any driving fun. For families who enjoy long trips, there are better and more responsive options out there.

The interior is spacious, comfortable, and full off options. The exterior is sleek and attractive. Handles well. Good gas mileage. Haven't had any issues with it yet. Also love that it has a full sized spare tire and not a donut or the kits that the jeeps come with now.

As a person who has bought many cars from many dealers in many states, I can tell you this experience was quite the opposite! I saw a few reviews and decided to stop in. Brandin met us in the lot; he was very polite and he sure TALKED THE TALK what a sales guy! :) I mentioned I had several cars to look at from a few different dealers...he kept my attention and he WALKED THE WALK! Not only did he do what he said he could he BEAT MY BUDGET pricing and came in 20.00 under my comfortable payment & all in 3-hours I will buy from them again

It was very good. Everyone was friendly and professional. The whole buying process was quick and easy. We had bought vehicles there before and will go back again