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Used
Jeep cars
for sale
near
Highland, IN
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
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Used
2018 Jeep Wrangler JK Unlimited Sport






Used
2023 Jeep Grand Cherokee 4xe 4DR 4WD






Used
2019 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Webb Chevy is the only place I will service my vehicle
Webb Chevy is the only place I will service my vehicle at, they are the best on the Southside!
The 2019 Grand Cherokee Limited was the Jeep I had my eye
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.






Vehicle information
Features
Reviews
2024 refresh Willy’s edition 2 door soft top , love the
2024 refresh Willy’s edition 2 door soft top , love the refresh, most notably the radio 12.3” upgrade, I’ve owned 5 wranglers in the past starting with the 1988 model , prior to the 2024 I had a 2 door 2011 . Well built , great driving on an off road , amazed at the little turbo motor, smooth, great acceleration and gas mileage, around 20/21 in winter and 23/24 in summer , which I think is great considering the size , shape and 33” tires etc. overall super happy with my jeep , for me the refreshed Willy’s edition is the sweet spot in the line up






Used
2023 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Natural upgrade choice
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.






Used
2020 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Snow commuter
I've been driving for 43 years now and have owned an array of different vehicles, however I've never been financially fortunate to purchase a luxury model - until now! I was looking for a mid size vehicle that would check many boxes for my snowy Michigan commutes, along with distant travel comfort to and from my cabin and some towing capacity. I have only had this for roughly 1500 miles and wow.. My first impression was luxury. So many base options included in a mid sized and mid priced SUV that pleasantly surprised me. Secondly was the ride quality. Both smooth and quiet and handling. I've read other reviews discussing power inadequacy, but not at all. Plenty of passing and get tup to speed power. Next was the snow. I have Michelin defender tires and wow - what have I been missing? The snow 4x4 duaratac features combined with these tires make this a beast in the snow, slush and rain. It definitely gives me a much more safety reassurance while driving in these conditions. I have not tried the towing yet and have not had any "reliable" issues to report, but we are very fortunate with our pick and one very capable snow commuter.






Used
2022 Jeep Grand Cherokee Trailhawk
Vehicle information
Features
Reviews
Whenever my vehicle needs service I take it here.
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.
My opinion of 2022 Jeep Grand Cherokee
This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.






Used
2022 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
The sales staff is incredibly helpful but there’s one guy
The sales staff is incredibly helpful but there’s one guy who stood out to me he was tall had curly hair & a beard. I don’t remember his name but I heard someone calling him Izzy. He was very respectful and you could tell he has a strong work ethic, that guy definitely deserves a promotion. I always see him working so hard at the dealership.
2022 Grand Cherokee Overland. great car.
2022 Grand Cherokee Overland. Beautiful inside and out. Love the extras that the Overland package provide. Beats EPA milage estimates easily. ride comfort is very good, even in the rear seats.






Used
2021 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Brandon and the Manager were very helpful in helping me
Brandon and the Manager were very helpful in helping me finding the right car for me.
I just love everything about my 2021 80th anniversary
I just love everything about my 2021 80th anniversary edition G/C! I purchased new but now has 81000km. So much enjoy all the style comfort with no issues. So much more reliable and better looking than the new body style that was released later in 2021.






Used
2024 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
"Jakub Sales delivers exceptional service, exceeding
"Jakub Sales delivers exceptional service, exceeding expectations with top-notch quality and professionalism. Highly recommended!"
Have owned Jeeps for 35 years.
Have owned Jeeps for 35 years. This is the most comfortable ever. Altitude 4x2 L, V6, avg. 19-24 MPG. Tow up to 8,000. 6 passenger with 2 fold downs in back. Paid 34k with 18k miles






Used
2020 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
2020 NISSAN ROGUE
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
Make the Two Hands on Wheel feature stand a lone.
I HATE is the warning 'Place Two Hands On Wheel' as it goes off even when I have both hands on the wheel - No matter where I place my hands on the wheel it goes off. Since it is connected to the Lane Departure feature in order to not have to hear a constant warning alarm for Two Hands on Wheel I have to turn off the Lane Departure feature (which I love).






Used
2023 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Excellent Service!
WOW! Nick P and the staff went above and beyond to help me lease the vehicle I wanted! Everything was ready to go and it was such an easy process!! I drove 7 hours to pick up the new vehicle they had for me and I would drive it again to work with them!
Great overall
bought a new 2022 GC Summit. I wanted the hemi, only found it in Summit pkg at the time. Overall love the vehicle interior is as nice as anything out there. Real wood, lots of leather and nice materials overall on interior. Kicking stereo. Had a 2016 Overland with hemi. Wanted one more new hemi before quit making them. Easy 20-22 mpg at 70 mph. Plenty of power, very quiet and smooth. Biggest complaint all the plastic trim on the outside. First time i shut the door sounded like a rattle or something, not as solid as the 2016, when i shut the door it sounded solid. Nothing i could find wrong just pieces seeming to make a noise. Overall love it. Looks great, rides great, descent mileage, and very nice interior. Did i mention messaging seats are real sweet. Also plenty of towing power which i needed. Excellent in the snow as well.






Used
2019 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
Awesome Dealership with Great Employees
Purchased a car here, the dealership was nice all the employees were nice and helpful, "shouts" out to Moises Alvarez he made my car purchase simply with his expertise and ability to explain every question and concern I had with no hesitation, no aggressiveness or pushy salesmanship I would definitely recommend this dealership to anyone!
We love our new Jeep
This is the 3rd Jeep product we have owned over the years, first was a Grand Cherokee Laredo, then most recently a 2012 Jeep Liberty Sport. We just purchased the 2019 Jeep Grand Cherokee Ltd in Febrary 2023. This Jeep is the most luxuary we've ever had in a vehicle, it has everything but the cooling seats which would be nice as we live in FL. This will be a dinghy towed vehicle behind our Class A motorhome. We also towed the Liberty Sport.






Jeep Certified
2023 Jeep Grand Cherokee Overland
Vehicle information
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Reviews
Go See Joe
Go see Joe, he is the best salesman!! cares about his customers he is kind and knows his stuff. If I ever bought a car again I would go back to see Joe. They gave me an IOU for things that needed to be fixed two little things and when I went in Joe was right there ready to help
‘23 Grand Cherokee Summit
New Jeep GC owner…about a month in. Bought a ‘23 Grand Cherokee Summit after admiring the looks of it. Was nervous to purchase because I usually drive foreign. I also own a ‘22 Audi and have to say that the quality of my Jeep is comparable. I am pleasantly surprised by the drive as well as the quality of the finishes. The ride is quiet and smooth. The 6 cylinder has plenty of pep and has no trouble getting down the highway. It even has a bit of a growl when you step down on it. I legit smile every time I drive my Jeep.






Jeep Certified
2024 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
I would highly recommend John Lipe and Robert Booth.
I would highly recommend John Lipe and Robert Booth. Fair pricing, friendly people and great service.
This is my 2nd Jeep Grand Cherokee (previous one was a
This is my 2nd Jeep Grand Cherokee (previous one was a 2016), and I absolutely love it. Gives a very smooth ride. The vehicle feels very sturdy and solid, which to me is another plus. Disappointed that it didn't come with a cargo cover though!






Used
2020 Jeep Grand Cherokee Altitude
Vehicle information
Features
Reviews
When you need a car ask for Adrian!
When you need a car ask for Adrian! He was very kind and informative. I liked that he was transparent throughout the whole process
My Jeep saved me!
Bought my first Jeep Grand Cherokee in January of 2022. I was in a wreck where another vehicle hit me and threw me off the road into a ditch. I went airborne and came down hard. It was a miracle I did not flip. All of my driver-side airbags deployed (front and back) and I walked away with minor injuries. This vehicle kept me safe and I will have another one to replace the totaled Jeep from my wreck.






Used
2021 Jeep Grand Cherokee 80th Anniversary 4X4
Vehicle information
Features
Reviews
Jimmy was incredibly helpful throughout my Volkswagen
Jimmy was incredibly helpful throughout my Volkswagen buying experience. He patiently answered all my questions and made sure I felt confident every step of the way. His knowledge about the cars and genuine advice made the process smooth and stress-free. I couldn’t have asked for a better person to guide me—thanks, Jimmy!
Perfect New England Vehicle !
My Grand Cherokee Laredo E just turned 50,000 miles a few days ago. Other than routine maintenance, the only money that I have invested in it was for 4 tires last month. Extremely comfortable, capable and reliable. While not delivering Prius-like gas mileage, given the performance it provides in all types of weather.............NO COMPLAINTS !






Used
2024 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
Great Experience.
Great people to buy a car from. Easy and enjoyable process.
My husband and I love our Grand Jeep Cherokee we
My husband and I love our Grand Jeep Cherokee we purchased from Chrysler, Dodge, Jeep of Winter Haven. We love everything about this vehicle. Matt is our Salesman, and he did everything he could to get us in a Jeep we would like. I highly recommend this company.






Used
2020 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I initially checked to see if the SUV I found on cars.
I initially checked to see if the SUV I found on cars.com was still available to look at. After sending the email, via cars.com, I got a text back within a few minutes saying the SUV was available and a salesperson would check with me to set up an appointment. I spoke with Jamie shortly thereafter and met with her at the dealership. The SUV was washed and ready for me to see and test drive. The rest of the purchase experience was fantastic!! For me, number one of the top three car buying experiences ever. I’m now retired and have bought a lot of cars. No high pressure, just great customer service. Keep up the great work Jamie and Bettenhausen!
Most advanced car I’ve owned
This car has everything we need and more. 4x4, looks, performance, can be towed behind an RV. Includes sun roof, rear camera, safety braking, more. Rides great.






Used
2022 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Best Group of Guys Ovidio very professional Excellent
Best Group of Guys Ovidio very professional Excellent environment good selection easy and very hospitable
2022 Summit Reserve Comfort m, Performace and Luxu
This is third Jeep I have leased and best yet. Summit Reserve Trim is amazing. Great performance and many comfort features. Performance from the v8 Hemi is amazing.






Used
2022 Jeep Grand Cherokee Limited X
Vehicle information
Features
Reviews
I want to thank Joe Collins for the wonderful service I
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 🥰
Great,Redesign.
Great,sport utility so far plan too keep it for a very long time.It's,the trailhawk trim the off road performance is amazing and get's great mileage.






Used
2021 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
This dealership is amazing!
This dealership is amazing! No high pressure sales tactics, no last minute add-ons to the price. Great follow up after purchase to ensure we were completely satisfied with our purchase. Service went above and beyond expectations.
GREAT SUV - GOES ANYWHERE
We are very happy with our '21 GC Limited. It is well appointed, with many options, drives nice, comfortable and still sits higher, unlike a lot of other "car" SUV's. We use this as our only vehicle, and flat tow behind our motorhome. Jeeps are the best vehicles made to flat tow!! We have climbed dirt trails in the West and cruised coastal waterways. Love it.
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,655.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Renegade with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 2787 great deals out of 14594 listings starting at $10.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Dolton, IL with 371 great deals out of 1768 listings starting at $1,300.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep by price
- Jeep for sale under $7,000 in Highland, IN
- Jeep for sale under $8,000 in Highland, IN
- Jeep for sale under $9,000 in Highland, IN
- Jeep for sale under $10,000 in Highland, IN
- Jeep for sale under $15,000 in Highland, IN
- Jeep for sale under $20,000 in Highland, IN
- Jeep for sale under $25,000 in Highland, IN
- Jeep for sale under $30,000 in Highland, IN
- Jeep for sale under $40,000 in Highland, IN
- Jeep for sale under $50,000 in Highland, IN
- Jeep for sale under $100,000 in Highland, IN
Used Jeep by city
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Used Jeep in Griffith, IN
239 Great Deals out of 1072 listings starting at $1,300
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Used Jeep in Munster, IN
266 Great Deals out of 1235 listings starting at $1,300
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Used Jeep in Dyer, IN
252 Great Deals out of 1156 listings starting at $1,300
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Used Jeep in Schererville, IN
201 Great Deals out of 960 listings starting at $1,300
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Used Jeep in Lansing, IL
304 Great Deals out of 1410 listings starting at $1,300
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Used Jeep in Hammond, IN
289 Great Deals out of 1373 listings starting at $1,300
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Used Jeep in Lynwood, IL
288 Great Deals out of 1333 listings starting at $1,300
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Used Jeep in Gary, IN
229 Great Deals out of 1036 listings starting at $1,300
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Used Jeep in Calumet City, IL
315 Great Deals out of 1472 listings starting at $1,300
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Used Jeep in Ford Heights, IL
297 Great Deals out of 1350 listings starting at $1,300
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Used Jeep in East Chicago, IN
304 Great Deals out of 1458 listings starting at $1,300
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Used Jeep in Sauk Village, IL
290 Great Deals out of 1315 listings starting at $1,300
Used Jeep in Highland, IN by model
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Jeep Grand Cherokee in Highland, IN
67 Great Deals out of 283 listings starting at $1,300
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Jeep Compass in Highland, IN
37 Great Deals out of 196 listings starting at $2,600
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Jeep Cherokee in Highland, IN
29 Great Deals out of 149 listings starting at $3,970
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Jeep Wrangler Unlimited in Highland, IN
16 Great Deals out of 128 listings starting at $9,450
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Jeep Grand Cherokee L in Highland, IN
25 Great Deals out of 106 listings starting at $21,995
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Jeep Renegade in Highland, IN
13 Great Deals out of 72 listings starting at $7,998
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Jeep Wrangler in Highland, IN
13 Great Deals out of 60 listings starting at $5,950
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Jeep Gladiator in Highland, IN
10 Great Deals out of 41 listings starting at $20,400
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Jeep Grand Cherokee 4xe in Highland, IN
15 Great Deals out of 29 listings starting at $25,500
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Jeep Wrangler Unlimited 4xe in Highland, IN
8 Great Deals out of 23 listings starting at $28,590
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Jeep Patriot in Highland, IN
4 Great Deals out of 20 listings starting at $3,500
Used Jeep by body style
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