It is of course possible but difficultly and costs will probably explode ruining the cost benefit ratio. Fly by ten times or try landing once? Or fly by once and spend the remaining money exploring something else - there is so much else. And entering an orbit seems still vastly simpler than landing on the surface.
Yeah, but Saturn is at approx. 1/4 of the distance to Pluto and it used a different process to intersect to Saturn's orbit, taking more time to get there
Same arguments apply to Saturn, but "we" managed to get Cassini in orbit. It's a matter of scale, not principle.