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Cherokee

1999 Jeep Cherokee for Sale

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Currently in stock: New CPO Used
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    • Used
    $5,595 157,854 mi.

    1999 Jeep Cherokee Sport 4WD

    Good Deal
    Stan's Auto Sales LLC
    (303) 569-8294
    4.8 (97 reviews)
    1462 mi. from 20147
    • Ext. Color: Gold
    • Int. Color: Other
    • Transmission: Manual
    • Drivetrain: 4x4/4-wheel drive
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    (303) 569-8294
    Ron was excellent help with my buying process.
    by Carlos Garcia from Westminster
    July 25, 2018
    Love working with Ron St. Peter excellent seller and bought multiple vehicles under this wonderful guy always provides the best help and always finds me something that will be a part of my life in the long run. No matter your situation, low credit high credit, good credit. Ron will do his best to get you in a vehicle you love. Thank you for everything Ron you are amazing. From Carlos Garcia.
    Strong vehicle that is simple to maintain
    by Ayres from Renton, WA
    May 30, 2018
    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.
    JUST ADDED
    See all 27 photos
    • Used
    $4,990 131,713 mi.

    1999 Jeep Cherokee Classic 4WD

    Good Deal
    Chicagoland Internet Auto
    (815) 671-4421
    4.6 (73 reviews)
    577 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Gray
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (815) 671-4421
    Found great cars for good price
    by Cecelia from Bourbonnais IL
    November 29, 2018
    Found the perfect car for me. Good price and nice, friendly and helpful people. A lot of choices and answered all the questions I had.
    Still on the road
    May 27, 2018
    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 12 photos
    • Used
    $3,999 173,290 mi.

    1999 Jeep Cherokee Sport

    Great Deal
    Rock Bottom Auto Sales
    (727) 233-8943
    4.5 (34 reviews)
    789 mi. from 20147
    • Ext. Color: White
    • Int. Color: Other
    • Transmission: Other / Unknown
    • Drivetrain: RWD
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    (727) 233-8943
    we needed a car in a hurry
    by jennifer from hudson florida
    June 15, 2018
    Andy and Steve was awesome. Andy was extremely helpful in finding my daughter a car that would be good for her and her kids. We ran into trouble with car right after buying by no cause of Rock Bottom but they was there to help us out anyway. Very thankful to you both!!
    Takes A Licking, And Keeps On Ticking
    by Estel from Springfield, MO
    May 15, 2018
    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.
    Used
    $4,990 180,330 mi.

    1999 Jeep Cherokee Sport

    Good Deal
    Marlin Motors
    (757) 337-4800
    4.5 (38 reviews)
    164 mi. from 20147
    • Ext. Color: Red
    • Int. Color: Other
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (757) 337-4800
    Established Owner/operated, neighborhood business
    by Kenny Sherwood from Norfolk, VA
    October 22, 2018
    In my travels, noticed car I was interested in, did my home work, looked them up on-line, I left inquiry, I got a response from the owner(Jeff) and spoke with him with a day. All the Staff was truly interested in helping me meet my needs. Salesman made all phases of the contract and numbers clear and easy to understand, there were no secrets in the paperwork. I understood everything right up front. They were very helpful and had relationships with financing. I had a glitch with credit union, Jeff (the owner) called me and got involved personally to help solve the problem. They took care of all issues, such as Tags , Tax and Title. All in all a very painless negotiation." I WALKED in and DROVE home" GREAT HOME GROWN SMALL BUSINESS
    Almost bulletproof.
    by Mythmon from Bourbonnais, iL.
    April 18, 2018
    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 31 photos
    • Used
    $7,995 173,856 mi.

    1999 Jeep Cherokee Classic

    Fair Price
    HOT CAR
    McAndrew Motors
    (817) 778-8985
    5 (10 reviews)
    1179 mi. from 20147
    • Ext. Color: Green
    • Int. Color: Beige
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (817) 778-8985
    Over and above my expectations
    by Bill from Arlington, TX
    July 9, 2018
    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!
    Best vehicle ever
    by Deucekarnack from Bel Air Maryland
    April 11, 2018
    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 32 photos
    • Used
    $2,900 246,520 mi.

    1999 Jeep Cherokee Classic 4WD

    Good Deal
    Champion Motorsports
    (708) 392-5101
    4.9 (170 reviews)
    568 mi. from 20147
    • Ext. Color: Other
    • Int. Color: Beige
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (708) 392-5101
    Champion Motorsports A+. Josh & Jim Fantastic A+
    by SteveK from Cosby, MO.
    September 18, 2018
    Josh the salesman was upfront and truthful about vehicle. Jim(owner) honored deal with handshake and stood by his word. This is very rare!! I will keep doing business with Champion Motorsports.. Quality vehicles.. Pleasure to work with an outstanding company..It is so refreshing to deal with an auto dealer like this when there are so many that you can not trust.. will be coming back for my next car.. Thank you for a wonderful experience!!!
    Most exciting/ fun vehicle I have owned, no limits
    by JeepLuver from Springfield, IL
    April 1, 2018
    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 29 photos
    • Used
    $3,500 212,772 mi.

    1999 Jeep Cherokee Sport

    Great Deal
    DriveMax Inc.
    (404) 935-6905
    4.5 (450 reviews)
    536 mi. from 20147
    • Ext. Color: Red
    • Int. Color: Beige
    • Transmission: Automatic
    • Drivetrain: RWD
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    (404) 935-6905
    Mini Cooper S coupe
    by I dont remember from Dallas Ga
    December 1, 2018
    Fair trade value for my trade in, quick close on the vehicle I selected. Employees were friendly and courteous. I will visit again next year for another car and also recommend as a source for used cars.
    Best wheels I've ever owned...
    by bmk67 from Chicago IL
    February 19, 2018
    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 20 photos
    • Used
    $6,500 209,786 mi.

    1999 Jeep Cherokee Sport

    Fair Price
    Belmonte Auto Imports
    (919) 747-3465
    3 (9 reviews)
    225 mi. from 20147
    • Ext. Color: White
    • Int. Color: Beige
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (919) 747-3465
    They put their customers first
    by Doris Shannon from Knightdale, NC
    May 29, 2018
    I purchased a Chevy Captiva from them and they put me first. They listened to what was truly needed and not just trying to “make a sale”. Belmonte remembers what the handshake deal means and no dirty tricks. I recommend them to everyone.
    Fun suv to own!
    February 13, 2018
    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 15 photos
    • Used
    $4,999 176,797 mi.

    1999 Jeep Cherokee Sport 4WD

    Fair Price
    Auto Bahn Motors
    (571) 252-7123
    2 (1 reviews)
    38 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Gray
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (571) 252-7123
    A beast of a 4.0 Litre I could drive anywhere
    by Nate O. from Boulder, Colorado
    January 30, 2018
    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 25 photos
    • Used
    $7,000 145,071 mi.

    1999 Jeep Cherokee Classic

    Fair Price
    Ronca Auto Group LLC
    (866) 960-5076
    488 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Other
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (866) 960-5076
    Awesome utility vehicle
    January 28, 2018
    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 11 photos
    • Used
    $6,995 142,765 mi.

    1999 Jeep Cherokee Sport

    Fair Price
    New To You Auto
    (262) 565-6495
    5 (16 reviews)
    621 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Gray
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (262) 565-6495
    I was kinda a hot head
    by robert from Oconomowoc, Wi
    October 5, 2017
    Long story short...bought a car from these guys and the check engine ligh came on... granted it was for my daughter. Was told to bring the car in... I was a bit angry that i bought this car two weeks ago and already a problem. Turns out our little angel has been fueling up while it was running and tripped the light... Thanks guys for getting me in and out with no questions. we be buying our other daughters car from you guy... Thanks Robbi.
    See all 5 photos
    • Used
    $5,500 166,000 mi.

    1999 Jeep Cherokee Classic 4WD

    louis (Private Seller)
    587 mi. from 20147
    • Ext. Color: Green
    • Int. Color: Black
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    See all 5 photos
    • Used
    $3,000 202,000 mi.

    1999 Jeep Cherokee Sport 4WD

    louis (Private Seller)
    587 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Blue
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    See all 5 photos
    • Used
    $5,000 168,000 mi.

    1999 Jeep Cherokee Classic 4WD

    louie (Private Seller)
    587 mi. from 20147
    • Ext. Color: Red
    • Int. Color: Gray
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    Used
    $5,000 169,504 mi.

    1999 Jeep Cherokee Classic

    Fair Price
    HOT CAR
    Sauers Buick GMC
    (219) 369-4659
    4.9 (77 reviews)
    515 mi. from 20147
    • Ext. Color: Red
    • Int. Color: Gray
    • Transmission: Automatic
    • Drivetrain: 4x4/4-wheel drive
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    (219) 369-4659
    Used vehicles purchase
    by Charlie from DealerRater.com
    September 13, 2018
    Dropped of my vehicle for service and a particular suv caught my attention very friendly sales people with a no pressure approach highly recommend saures and there staff i woiluld buy another vehicle in the near future from them again
    Used
    Not Priced 217,125 mi.

    1999 Jeep Cherokee Classic 4WD

    Fort Collins Dodge, Chrysler, Jeep, RAM
    (970) 460-1914
    3.9 (211 reviews)
    1459 mi. from 20147
    Authorized Jeep Dealer
    • Ext. Color: Black
    • Int. Color: Other
    • Transmission: Other / Unknown
    • Drivetrain: 4x4/4-wheel drive
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    (970) 460-1914
    Always great service.
    by Matt987 from DealerRater.com
    December 4, 2018
    Not only do they do the service work but they also take care of recalls. They have done this three times for me. Always great service .
    Used
    Not Priced 269,559 mi.

    1999 Jeep Cherokee

    Phil Long Hyundai of Motor City
    (719) 387-8537
    4.4 (184 reviews)
    1461 mi. from 20147
    • Ext. Color: Black
    • Int. Color: Other
    • Transmission: Other / Unknown
    • Drivetrain: 4x4/4-wheel drive
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    (719) 387-8537
    Hyundai at Motor City
    by Jeremy Bressler from Colorado Springs, CO
    November 30, 2018
    I know by taking my car to David I'm not going to get haggled. My car will get fixed right and he's honest about what needs to be done. He's not just trying to make a sale.
    * 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.
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