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the best way i have found to engage the 4x4 mode is to be rolling at about 5 to 10 mph because this takes the the tension off the transfer case and the shifting link that runs to the transfer case this makes for an easy transition from 2 wheel drive to 4 wheel drive this will make your shift link last longer and extend the life of your transfer case if u don't do this and shift to 4 wheel while sitting still u might notice that its a little more stiffer to do this stiffness will cause your shift link to get sloppy and cause problems later in life such as not being able to shift to 4 low or even to neural or even in real bad cases full time i wouldn't recommend shifting at fast speeds cause the transfer case gears spin at very high rpm or revolutions per minute if something happens to bind up because of lack of maintenance this could result in some serious damage to the cases to take it out just push the lever to 2 wheel and be shore to back up in reverse about 20 feet or so u should here a soft click noise that's how u know its disengaged i hope this helps and in joy your Cherokee and safe wheeling

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Q: How do you engage 4 wheel drive on 1988 jeep Cherokee?
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