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Should. In mine my warrior fits with room to spare, my friends 400ex has to be picked up over the wheel wells. My friend has an 01 ranger though and their a bit shorter. They still fit though.
 

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Probably, but u will have to lift it over the wheel wells.
 

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I've got a 1998 Supercab Ranger with a regular bed. The only challenge, as others have said, is getting the front end over the fenderwells. My back tires are just clearing the ramps and tend to shoot the ramps off of the tailgate! Once it's in there, it can only move about 2-3 inches with the paddle tires on.
Heck, I put my son's LT80 in first, stand it up against the cab and then load my 'shee with the back end on the tailgate and the tires on top of the fenderwells! I think I need a bigger truck........
 
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