Sort

Used 1999 Jeep Cherokee for Sale

See all 21 photos
Used
$4,744 193,619 mi.

1999 Jeep Cherokee Classic

Fair Price
LOCAL HOME DELIVERY
VIRTUAL APPOINTMENTS
  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Ford of Columbia
() -
(931) 683-0450
4.6 (109 reviews)
575 mi. from 20147
Check Availability
Call
Ford of Columbia Review
Great service department
by Charlie from Columbia, TN
December 3, 2018
5 5 5 5 5 4.6 (109 reviews)
I was treated very good by the service department. Thought my repair would be costly but it wasn’t. The service rep was easy to work with. I would recommend them without hesitation.
1999 Jeep Cherokee Classic Review
Safe and Reliable.
by John from Los Angeles, CA
March 27, 2019
5
I've been driving this car for a while. I' m only getting rid of it because I have a new car. It's very reliable, spacious, safe and it drives great!
See all 5 photos
Used
$3,700 178,472 mi.

1999 Jeep Cherokee Classic 4WD

  • Ext. Color: Beige
  • Int. Color: Brown
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Bobby (Private Seller)
956 mi. from 20147
Check Availability
1999 Jeep Cherokee Classic 4WD Review
Strong vehicle that is simple to maintain
by Ayres from Renton, WA
May 30, 2018
4
Strong engine, simple design and easy upgrades. Most parts are accessible if anything needs to be repaired. Interior could always be custom fabricated since the layout allows it.
See all 15 photos
Used
$8,999 162,343 mi.

1999 Jeep Cherokee Classic

  • Ext. Color: Black
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Rich's Car Corner
() -
(206) 701-6953
3.5 (35 reviews)
2291 mi. from 20147
Check Availability
Call
Rich's Car Corner Review
Good service!
by Ale from Seattle
December 3, 2018
5 5 5 5 5 3.5 (35 reviews)
Great experience! There not the type of people that rush you into looking at a car. Very patient with you and I love the fact you can drive the test car all by yourself so you get an overall self experience. Definitely reccomend coming here!
1999 Jeep Cherokee Classic Review
Still on the road
May 27, 2018
5
Bought my little '99 in '06, with 59,000 miles on it. We're now over 175,000 and going strong! Usually drive it around town and get about 16 mpg. Frequently drive it over 300 miles to visit family and get about 21 mpg on those trips. No issues, just basic maintenance and little things like a window switch or a fan fuse. A couple of sensors have been replaced. Nothing major. I'll drive it 'til it's done.
See all 18 photos
Used
$9,995 95,447 mi.

1999 Jeep Cherokee Sport

  • Ext. Color: Purple
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Exem United
() -
(908) 315-5368
5 (150 reviews)
192 mi. from 20147
Check Availability
Call
Exem United Review
Fourth of July Elantra Adventure!
by CutestCarShopper from Princeton, NJ
November 6, 2018
5 5 5 5 5 5 (150 reviews)
My boyfriend and I visited Exem United on a beautiful Saturday afternoon. We already called about the Elantra the day before, and Andre was just as helpful over the phone as he was in person! (also he wore the cutest hat!!) Everyone greeted us with a smile, and they truly cared about us getting the vehicle and fulfilling all of our automotive needs-the customer service here is amazing! Because of the holiday weekend, the staff had a grill going too! All we could eat hot dogs while we waited. We left with a car and a full stomach and smiles on our faces! I would highly recommend!!:)
1999 Jeep Cherokee Sport Review
Takes A Licking, And Keeps On Ticking
by Estel from Springfield, MO
May 15, 2018
4
It is 2018, and I have owned my Jeep since 2002. The Jeep has 209000 miles on it now and I have never been into the engine or transmission. I change the oil regularly but I have never changed the transmission fluid. For the last 10 years I have mostly just used the Jeep for off road purposes. While things have broken in the Jeep, it has been due to extreme abuse. It is a fairly simple vehicle, it has power windows and locks, but everything else is manual. To this day the A/C is colder than any other vehicle I have ever ridden in, and the heater will melt your face. If the new Jeep Cherokee is as rugged as the old Jeeps then they will be a great vehicle. Back when the Jeep was my daily driver I drove it to Colorado from Missouri a few times and gone up in the 4x4 trails around Ouray and Crystal. If I could go back and do it all over again I would still buy it.
See all 22 photos
Used
$10,488 118,090 mi.

1999 Jeep Cherokee Classic

Fair Price
LOCAL HOME DELIVERY
VIRTUAL APPOINTMENTS
  • Ext. Color: Red
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
CW Clarke Auto Centers
() -
(856) 942-4832
3.9 (33 reviews)
138 mi. from 20147
Check Availability
Call
CW Clarke Auto Centers Review
Repeat customer
by Christopher Liwock from Gloucester City
November 6, 2018
5 5 5 5 5 3.9 (33 reviews)
Small dealership with a large selection. Honest(rare for dealers lol) but they are honest and work with their customers. From the time you enter the lot to the time you take ownership you will be walked through the entire process and made to feel nothing short of comfortable, relaxed and ensured you are being well taken care of. Definitely a customer for life. Thank you again. From Scott to the owner to the title clerk to every salesman there. Thank you.
1999 Jeep Cherokee Classic Review
Almost bulletproof.
by Mythmon from Bourbonnais, iL.
April 18, 2018
5
Had it 14 years and was never left stranded. Fiat needs to look at how a Jeep is supposed to be built and start over. If these were available new I would have a new one without reservations.
See all 2 photos
Used
$5,999 69,314 mi.

1999 Jeep Cherokee Sport

Good Deal
  • Ext. Color: Black
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Auto Expo of Huntington
() -
(631) 759-9026
3.5 (165 reviews)
249 mi. from 20147
Check Availability
Call
Auto Expo of Huntington Review
Love the website
by Nikkip from Long Island, NY
December 3, 2018
5 5 5 5 5 3.5 (165 reviews)
I found the website to be very helpful when browsing for a car. However, when i inqiired about the availablity and financing, online, no one ever got back to me. But overall I like the website and I'm planning on buying a car from this dealer.
1999 Jeep Cherokee Sport Review
Best vehicle ever
by Deucekarnack from Bel Air Maryland
April 11, 2018
5
I have that my jeep almost 20 years and still going. The best feature is driving through snow and has never been stuck and couldn't get out. 4L keeps the power to wheels and has incredible torque and power
See all 10 photos
Used
$23,900 5,000 mi.

1999 Jeep Cherokee Sport

Fair Price
  • Ext. Color: Blue
  • Int. Color: Black
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Robert (Private Seller)
145 mi. from 20147
Check Availability
1999 Jeep Cherokee Sport Review
Most exciting/ fun vehicle I have owned, no limits
by JeepLuver from Springfield, IL
April 1, 2018
5
This jeep is an all around blast! I've had so much fun with it, It is reliable and got me where ever I wanted to go, and getting stuck was never an option with the wench and mud tires.
See all 25 photos
Used
$4,995 179,620 mi.

1999 Jeep Cherokee Classic

Fair Price
  • Ext. Color: Red
  • Int. Color: Other
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Doug Justus Auto Center
() -
(865) 329-7553
3.9 (309 reviews)
418 mi. from 20147
Check Availability
Call
Doug Justus Auto Center Review
Doug Justus Auto Center
by Carolyn Hicks from Johnson City, Tennessee
November 6, 2018
5 5 5 5 5 3.9 (309 reviews)
I purchased a 2009 Lincoln MKX on May 6. We drove from Gray area to Knoxville 2x before we made our puchase. Both times we were able to look inside all vehicles, drive anything we were interested in, no pressure, very relaxing and pleasant experience. I drove my MKX home after a 30 minute process, with a full tank of gas, and lots of friendly smiles. The 30 day warranty applied to the MKX. 2 weeks later, the TPU case leaked terribly. Called and talked to claims, took the car to auto shop, got it repaired, and I myself have NEVER had such a great and easy car buying experience as I have at Doug Justus. A huge thanks to Hunter, Joseph, Jeff and the team for everything. Rick and Carolyn Hicks
1999 Jeep Cherokee Classic Review
Best wheels I've ever owned...
by bmk67 from Chicago IL
February 19, 2018
5
I've owned 3 of these covering 25 years (First one I gave to my mom and had another family member give me theirs, as they bought a brand new one, second one was totaled - hit while parked on the street, third one I gave to a co-worker that needed a car, as it was rusting out badly, and being in sales, I needed to get something else). It's a shame they don't make these any longer, as I would love to keep driving these forever. Absolutely love the rigid ride, and the look. Great vehicle. Best ever!!!!
See all 31 photos
Used
$12,900 150,996 mi.

1999 Jeep Cherokee Sport

Fair Price
HOT CAR
  • Ext. Color: Red
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
McAndrew Motors
() -
(817) 778-8985
3.2 (11 reviews)
1179 mi. from 20147
Check Availability
Call
McAndrew Motors Review
Over and above my expectations
by Bill from Arlington, TX
December 3, 2018
5 5 5 5 5 3.2 (11 reviews)
Steve M provided excellent service and made us feel at ease from the beginning to the end of our car buying experience. Would highly recommend McAndrew Motors! Well done!
1999 Jeep Cherokee Sport Review
Fun suv to own!
February 13, 2018
4
The older Jeep Cherokee models give a sporty feel without the expense of owning a Jeep Wranglers or similar. Also has a little more room for cargo.
See all 32 photos
Used
$5,999 230,120 mi.

1999 Jeep Cherokee Sport

LOCAL HOME DELIVERY
VIRTUAL APPOINTMENTS
  • Ext. Color: Green
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Premium Motors Inc.
() -
(630) 478-2560
4.6 (41 reviews)
584 mi. from 20147
Check Availability
Call
Premium Motors Inc. Review
Excellent customer service
by Karen Knoll from Sioux Falls SD
November 5, 2018
5 5 5 5 5 4.6 (41 reviews)
In the area to visit family and needed to replace our grandson's hazardous vehicle with something reliable and economical. After extensive online research we visited Premium and found the perfect car...a 2003 Chevy Impala with low mileage and in excellent condition. Andy and Laura made the process go smoothly and within a few hours everyone was happy! We recommend them most highly for their attention to detail and follow-up service when the Check Engine light came on... working with my grandson's school/work schedule...to repair the problem. Also, every one of their cars comes with a Carfax report and is meticulously detailed. We've already referred two other friends to this dealer!
1999 Jeep Cherokee Sport Review
A beast of a 4.0 Litre I could drive anywhere
by Nate O. from Boulder, Colorado
January 30, 2018
5
As the last year of the 4.0 litre V6 I loved my Jeep. I have driven it in the mountains of Arkansas, New Mexico, Colorado, and more. I loved the way it felt, sounded, and ran. The only reason I got rid of this Jeep is it had become more of a toy for me and I was not financially capable of having one at the time! Saddest day for both me and my wife was when we had to sell!!
See all 13 photos
Used
$5,500 194,000 mi.

1999 Jeep Cherokee Sport 4WD

  • Ext. Color: Blue
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX Report
Mikel (Private Seller)
1461 mi. from 20147
Check Availability
1999 Jeep Cherokee Sport 4WD Review
Awesome utility vehicle
January 28, 2018
5
I've owner 2 xj' now, great little vehicles. Easy to work on, cheap parts, cheap insurance. The Cherokee will get you where you need to go no matter the conditions. 2wd alone is not very effective but the moment you engage 4wd it unleashes a beast. Ideal SUV for the weekend outdoorsmen, packs up very nicely. Just an all America little SUV.
See all 5 photos
Used
$3,500 246,298 mi.

1999 Jeep Cherokee Classic 4WD

  • Ext. Color: Blue
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
BRANDON (Private Seller)
465 mi. from 20147
Check Availability
1999 Jeep Cherokee Classic 4WD Review
Awesome!! Just kept going!!
by Sunshine723 from CA
January 15, 2018
4
Awesome Jeep! Loved this Jeep! I had the 5 speed! It was my extra vehicle. Had great power and great gas mileage for being a Jeep!! I average 24-32 miles per gallon. I wish I never sold my Jeep, but I could have 2 cars at the time when gas prices went up. I had to use my Honda. But this model and make was the best of its Series in my opinion. When I sold it, it had 176k miles and had great pickup and was in top shape! A great 4-wheel drive off the road vehicle too! 5 Stars!!!
See all 27 photos
Used
$13,495 80,000 mi.

1999 Jeep Cherokee SE

Good Deal
HOT CAR
  • Ext. Color: White
  • Int. Color: Gray
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Delta Auto Sales Inc.
() -
(503) 476-3786
4.8 (11 reviews)
2314 mi. from 20147
Check Availability
Call
Delta Auto Sales Inc. Review
Customer service
by Whiteknight from Portland, Oregon 97211
November 6, 2018
5 5 5 5 5 4.8 (11 reviews)
MS Rebbeca Wilimason was very helpful and a pleasure to work with. She work real hard to get a disabled war veteran into a car that he really needed. Thanks for everything and have a nice 2017.
1999 Jeep Cherokee SE Review
A great go anywhere vehicle.
November 4, 2017
5
This jeep has been the one of the vehicles I have ever owned. It goes anywhere I need it to and moves the family.
See all 26 photos
Used
$4,500 -- mi.

1999 Jeep Cherokee

  • Ext. Color: White
  • Int. Color: Other
  • Transmission: Other / Unknown
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Rinaldi Chrysler Dodge Jeep Ram
() -
(570) 232-4411
2.7 (3 reviews)
138 mi. from 20147
Authorized Jeep Dealer
Check Availability
Call
1999 Jeep Cherokee Review
Very reliable ,winter was a breeze
by Apache from Holland
August 26, 2017
5
That jeep was the best suv I ever had, precision was great, comfortable very good looking. I have had other suv's but the jeep is in a class all by itselfm
See all 5 photos
Used
$4,000 256,373 mi.

1999 Jeep Cherokee Sport 4WD

  • Ext. Color: Red
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Andrew (Private Seller)
268 mi. from 20147
Check Availability
1999 Jeep Cherokee Sport 4WD Review
Great vehicle
by Mwkemp from Bonne Terre, MO
August 23, 2017
4
Suspension is stiff even after 150000 miles, great value, perfect power to size ratio. Plenty of storage room and toeing capabilities are on par.
PRICE DROP
Used
$6,999 $599 price drop! 115,147 mi.

1999 Jeep Cherokee

Fair Price
HOT CAR
LOCAL HOME DELIVERY
VIRTUAL APPOINTMENTS
  • Ext. Color: Blue
  • Int. Color: Other
  • Transmission: Other / Unknown
  • Drivetrain: 4x4/4-wheel drive
Save
  • Free CARFAX 1-Owner Report
Larry H. Miller Chrysler Dodge Jeep Ram 104th
() -
(888) 761-9114
4.3 (1037 reviews)
1460 mi. from 20147
Authorized Jeep Dealer
Check Availability
Call
Larry H. Miller Chrysler Dodge Jeep Ram 104th Review
Best Car Buying Experience I've Had in a Long Time
by RayB1967 from DealerRater.com
December 3, 2018
5 5 5 5 5 4.3 (1037 reviews)
I have to say I went in to the dealer thinking that NOTHING was going to go my way. Early in the process I reached out via the internet and received a call as I requested, doing business with text just doesn't work for me. Chris Meachum called and asked me all the right questions and suggested we "work the deal backwards" due to my credit situation that many divorced, single parents face. I agreed, set up an appointment to meet with Chris, but I still had serious doubts about what the outcome would be. Chris and the finance team ran my credit and recommended a vehicle I was actually interested in, the 18' Jeep Renegade. I was actually surprised as I thought with my challenging credit situation I would be stuck with pre-owned which wouldn't be bad but I prefer new with a warranty. The guys worked really hard to get my deal done and I was blown away at what they gave me for my trade (more than expected) and when I got to finance with Lucas Keenan I was even more surprised that my payment was $30.00 a month lower than I agreed to; I used this cheaper payment to purchase an extended warranty. I am extremely pleased with how I was taken care of and the level of effort put into earning my business; this was by far the best car buying experience I have had in a very long time. Great job guys, I look forward to doing business in the future Ray Burke
1999 Jeep Cherokee Review
Go any where
by Jeepjosh from Tulsa, OK
August 20, 2017
5
I have taken this vehicl le between Oklahoma and New Mexico around 100 times. I ran about 400000 miles onthe beast before the transmition failed.
See all 10 photos
Used
Not Priced 213,674 mi.

1999 Jeep Cherokee Sport

LOCAL HOME DELIVERY
VIRTUAL APPOINTMENTS
  • Ext. Color: Brown
  • Int. Color: Beige
  • Transmission: Automatic
  • Drivetrain: 4x4/4-wheel drive
Save
  • CARFAX Report
Econo Auto Sales Inc
() -
(720) 606-6186
4 (91 reviews)
1463 mi. from 20147
Check Availability
Call
Econo Auto Sales Inc Review
great expience look forward to buy a vehicle asap!
by Ben from boulder Co
December 3, 2018
5 5 5 5 5 4 (91 reviews)
i enjoyed my experience i had refereed a family friend to your business and they also approved. look forward to doing business soon as i will soon need a vehicle thanks a lot for your service.
1999 Jeep Cherokee Sport Review
Best car I've ever had!
by Noah10558 from Troy, NY
August 15, 2017
5
This car was handed down by my sister and I loved it so much and last November I got into a pretty bad accident and a Chevy Tahoe completely destroyed the front of my car and luckily me and my younger brother got out without a single scratch. The Jeep has never let me down and I miss it, I'm currently looking for a tj wrangler but all I have is $2000 and I'm really low on time.

Review Score

4.7 55 Reviews
98% of drivers recommend this car
Score Breakdown
  • Comfort
  • Value for the Money
  • Interior Design
  • Reliability
  • Performance
  • Exterior Styling
  • Seats: 5
  • Door Count: 2 - 4
  • Engine: 125-hp, 2.5-liter I-4 (regular gas)
  • Transmission: 5-speed manual w/OD
  • Drivetrain: 4x2
  • MPG: 19 - 23
Trim MPG Engine Starting Price
Cherokee Classic 4dr 4x2 16.0 - 22.0
190-hp, 4.0-liter I-6 (regular gas)
From $21,155
Cherokee Classic 4dr 4x4 16.0 - 21.0
190-hp, 4.0-liter I-6 (regular gas)
From $22,670
Cherokee SE 2dr 4x2 21.0 - 25.0
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
From $16,050
Cherokee SE 2dr 4x4 18.0 - 22.0
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
From $17,565
Cherokee SE 4dr 4x2 21.0 - 25.0
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
From $17,090
Cherokee SE 4dr 4x4 18.0 - 21.0
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
From $18,600
Cherokee Sport 2dr 4x2 18.0 - 24.0
190-hp, 4.0-liter I-6 (regular gas)
From $18,775
Cherokee Sport 2dr 4x4 17.0 - 22.0
190-hp, 4.0-liter I-6 (regular gas)
From $20,285
Cherokee Sport 4dr 4x2 18.0 - 24.0
190-hp, 4.0-liter I-6 (regular gas)
From $19,810
Cherokee Sport 4dr 4x4 17.0 - 22.0
190-hp, 4.0-liter I-6 (regular gas)
From $21,320
Cherokee Classic 4dr 4x2
MPG
16.0 - 22.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $21,155
Cherokee Classic 4dr 4x4
MPG
16.0 - 21.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $22,670
Cherokee SE 2dr 4x2
MPG
21.0 - 25.0
Engine
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $16,050
Cherokee SE 2dr 4x4
MPG
18.0 - 22.0
Engine
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $17,565
Cherokee SE 4dr 4x2
MPG
21.0 - 25.0
Engine
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $17,090
Cherokee SE 4dr 4x4
MPG
18.0 - 21.0
Engine
125-hp, 2.5-liter I-4 (regular gas)
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $18,600
Cherokee Sport 2dr 4x2
MPG
18.0 - 24.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $18,775
Cherokee Sport 2dr 4x4
MPG
17.0 - 22.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $20,285
Cherokee Sport 4dr 4x2
MPG
18.0 - 24.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $19,810
Cherokee Sport 4dr 4x4
MPG
17.0 - 22.0
Engine
190-hp, 4.0-liter I-6 (regular gas)
Starting Price
From $21,320
* Title, other fees, and incentives are not included in this calculation, which is an estimate only. Monthly payment estimates are for illustrative purposes only and do not represent a financing offer from the seller. Other taxes may apply.
The information on vehicles provided in this service is supplied by the seller or other third parties; Cars.com is not responsible for the accuracy of such information. Cars.com provides this service and materials without representations or warranties of any kind, either expressed or implied. See our terms of service for more details.
17 results
Save Search
  • Location
    • Search within
  • Shop from Home
  • New/Used
  • Year
    Min
     
    to
    Max
  • Model
  • Trim
  • Price
    Min
     
    to
    Max
  • Mileage
  • Deal Rating
  • Features
  • Body Style
  • Exterior Color
  • Interior Color
  • Drivetrain
  • Transmission
  • Cylinders
  • Photos
  • Fuel
  • Door Count
  • Dealer Ratings
  • Listing Date
  • Seller Type
  • Keywords
New Search

Save Your Search

Search saved!

You can manage your searches in your profile.

That's too many

You can only compare up to 4 cars at a time.

You've reached your limit

Sorry, you've saved the maximum amount of favorites for your account. Please unsave some if you wish to save others.