... I tend to select my aircraft based on the map in play.
For AKDesert, I usually bring something fast with a big fuel tank that works well at high altitudes, like a 109G10 with drop tanks, 190A8, P-51B, or even a C.205. The distances from the bases, and the altitude of the terrain, pretty much limit the effectiveness of the early and mid-war planes.
For Mindanao, I use the Ki-61 as a counter to all of the navy planes, with some P-38, P-51B, FM2, and Corsair work thrown in for kicks. I'll also use the P-40E and some of the midwar stuff since the bases are fairly close and at sea level.
For Trinity, its long-distance time again, so its P-51B, Corsair, and Yak9U, and 190A8, with FM2 and F4U1D for navy work.
For Big Isles, its P-51B, Ki-61, 109F, and Spitfire V for interceptions, and Corsair from the boats for attack missions.