Buying a 1999 Jeep Cherokee

Jeep Series: What You Should Know Before Buying a 1999 Jeep Cherokee

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Overview: Some of the basics you should look for when researching the market for a 1999 Jeep Cherokee 

While we’re almost certain that you’re going to want to buy that 1999 Jeep Cherokee it (because it’s an awesome vehicle), we know there are a lot of things to look for before you make that purchase. Let’s do our best to summarize some of the main points you need to know to make your Jeep hunt easier.



What engine is in a 1999 Jeep Cherokee? Either a 2.5 L 4-cylinder or 4.0 L 6-cylinder

  • MPH

How many miles per gallon does a 1999 Jeep Cherokee get? Up to 21 city / 25 highway


How much can a 1999 Jeep Cherokee tow? 2,000 to 5,000 lbs


What size tires does a 1999 Jeep Cherokee have?

    • Rim Size 15-Inch

    • Tire Sizes 225-75-15

    • Jeep Cherokee Options 225-70-15 215-75-15 ClassicLimitedSESportSport (Police Pkg.)


How much horsepower does a 1999 Jeep Cherokee have? 125 to 190 hp


The lifespan of the Grand Cherokee depends on its model year or engine type, plus how you use and how well you maintain it. That said, according to most users, the Grand Cherokee has an average maximum lifespan of 20 years. Of course, we’re talking specifically about the 1999 model, so things might look a bit different considering it’s passed 20 years old at present.

However, even a used unit that is less than 20 years old doesn’t mean it’s always safe to purchase. It’s important that you take into consideration the mileage, as well as one of the main factors that affect its performance and longevity, which is maintenance.

Read the Off Roading Pro’s insight here.

Let’s learn how many miles you can get out of the Grand Cherokee and determine what years to avoid (though you’re focused on the 1999, it’s still nice to know what years you might want to pass on for any future purchases).


  • Quick List: 2011, 2014, 2015

 The Jeep Grand Cherokee debuted in 1993 and immediately established itself as a popular midsize SUV. The fourth generation, which debuted in 2011, was redesigned numerous times throughout the year. While popular, the latter presented new issues for the Grand Cherokee.

 However, the 1999 Grand Cherokee can perform well at 150,000 miles.

 While Jeep drivers say that a Jeep Grand Cherokee can provide you up to 300,000 miles of use (and even more depending on the model), professionals suggest that it is best to purchase a Grand Cherokee that has less than 300,000 mileage.

 As brought out previously, it really all boils down to whether the units have been maintained well or not, as well as what repairs have been done.

 Regardless of model, it’s a good general rule to follow by avoiding model years with a lot of customer complaints, mechanical difficulties, and expensive upkeep, just like any other product you buy.

 Grand Cherokee model years 2011, 2014, and 2015 are the most likely to have mechanical flaws and, therefore, some of the worst to buy.

 Read more about the models to avoid here.

Average Score: 4.7 ★ out of 5

Even 20+ years later and this classic model is still turning heads for Jeep lovers and off-roaders alike! We took the internet to find some of the reviews about why people like the 1999 Grand Cherokee, focusing on it’s reliability, and we found some great responses that might help in your decision-making:

“There’s a reason you still see these old model Jeep Cherokee’s on the road. I’ve owned mine for 20 years […] got 210,000 miles on my Jeep and am super hopeful that I can get another several years out of her. Still runs well.” — Josh S.

“I have had this vehicle as of 1999, brand new. Without a doubt, the best vehicle I ever owned. The motor close to 300,000 miles and still going strong.” — Paul A.

“These Cherokee’s are built to last!” — Kevin L.

“186,000 and running great! Turns on a dime. Great visibility. Great storage flexibility.” — Rod O.

You can read more honest reviews on the 1999 Grand Cherokee here. (Trust us, you won’t regret it.)


As many critics have shared, the 1999 Jeep Cherokee is a vehicle that shines in almost every category with the exception of features and comfort. 

Its build quality, fun, and reliability all boast a whopping 9.4 out of 10 while its value comes in close second to a 9.2. Performance is an 8.8 while exterior and styling are an 8.3. Getting a 7.2 in both features and comfort isn’t too shabby considering this unit is meant, first and foremost, not for comfort (we’re off-roading, darn it!).

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