Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
Used
Jeep Cherokee Trailhawk
for sale
near
Midlothian, IL
- 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.
**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
2020 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
We've worked with Tony before & he is very
We've worked with Tony before & he is very knowledgeable & knows just what we like.
2020 Jeep Cherokee Limited
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.






Used
2020 Jeep Cherokee Trailhawk






Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Mr Marcel Potvin To me CarMax is number one in car
I could not get a decent car any were CarMax put me back into the drivers seat i will recommend CarMax to anyone Andrea and his team in Tinley Park are truly number one in car sales . Marcel Potvin.
Great car!
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.






Used
2021 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Not what was expecting
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
Jeep cherokee trailhawk
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.
Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Great experience here.
Great experience here. I called, said what I wanted. They got me exactly what I asked for next day. I wanted to buy American, what’s more American than Ford. Big thanks to my guide thru the process Stan Gibson. Great experience, will recommend to others.
Great Crossover
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.

Used
2015 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Kelvin did a very great job…very Professional…went over
Kelvin did a very great job…very Professional…went over all details…100% great job…I will be referring someone else to him!!!
Purchased new in 2015.
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
Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
2021 Challenger
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
Sorry to see it go.
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.
Jeep Certified
2022 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
Process was incredibly simple and Blayne (salesman) and
Process was incredibly simple and Blayne (salesman) and the finance group were awesome. I was coming from out of state and they were able to accommodate me and I drove my truck home within 45 minutes of getting there. I can’t recommend them enough!
Still A Jeep Girl...BUT
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.

Used
2017 Jeep Cherokee Trailhawk
Vehicle information
Features
Reviews
he was good and helpful with the choosing of our
he was good and helpful with the choosing of our car understandable coolio and epic? knowledgeable of the suff and cars he had on the lot
I have a red 2017 Jeep Cherokee that I bought used, and I
I have a red 2017 Jeep Cherokee that I bought used, and I love it. I live in the blue ridge mountains of Virginia and this car has been able to deal with everything i've thrown at it. Deep snow, muddy trails, icy roads... You name it. I have the V6 and I can hook up a heavy uHaul trailer and go up and down all the mountains with it. My wife even hit a deer in this car... It obviously had to go to the repair shop, but my wife was safe. The only thing that bothers me a little is that you can't slam on the brakes and throw it in reverse... You need to stop completely, take two seconds and then put it in reverse.
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.






Used
2018 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2022 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2022 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2021 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2021 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2016 Jeep Cherokee Trailhawk
Vehicle information
Features






Used
2019 Jeep Cherokee Trailhawk
Vehicle information
Features
-
Prev - 1
- 2
-
Next
*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.
Jeep Cherokee Trailhawk by city
-
Jeep Cherokee Trailhawk in Midlothian, IL
7 Great Deals out of 29 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Robbins, IL
7 Great Deals out of 30 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Crestwood, IL
7 Great Deals out of 29 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Posen, IL
7 Great Deals out of 30 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Oak Forest, IL
7 Great Deals out of 29 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Markham, IL
6 Great Deals out of 29 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Dixmoor, IL
7 Great Deals out of 30 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Alsip, IL
7 Great Deals out of 30 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Blue Island, IL
7 Great Deals out of 30 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Harvey, IL
6 Great Deals out of 28 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Hazel Crest, IL
6 Great Deals out of 29 listings starting at $8,797
-
Jeep Cherokee Trailhawk in Merrionette Park, IL
7 Great Deals out of 30 listings starting at $8,797
Jeep Cherokee by trim
-
Jeep Cherokee Limited
17 Great Deals out of 69 listings starting at $7,450
-
Jeep Cherokee Latitude
13 Great Deals out of 48 listings starting at $3,970
-
Jeep Cherokee Latitude Plus
7 Great Deals out of 29 listings starting at $9,995
-
Jeep Cherokee Trailhawk
7 Great Deals out of 29 listings starting at $8,797
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
Certified cars are manufacturer warrantied and typically go through a rigorous multi-point inspection.
This car is likely to sell soon based on the price, features, and condition.
${award_blurb}
${award_two_blurb}