Naruto vs Pain. It's the same idea and same techniques as we saw in Naruto vs Neji, but taken to a much higher level with much more forethought. In the Neji fight we saw that Naruto had a brain. In the Pain fight, we saw what we could do with it.
The Shikamaru vs Hidan fight is a close second. That plan doesn't make sense to me, because they must have planned to get some of Kakuzu's blood first, and there's no way they could have known that they would have been able to do that. Kakashi got lucky getting that blood the first time, and if that hadn't happened they would have been in trouble. Plus, Shikamaru needed to be really good at dodging and planting the stolen blood, and there's no guarantee he would be able to do that convincingly. The Shikamaru vs Hidan fight involved some planning and cunning, but also a lot of luck and plot no jutsu.