Biggest battle, hmmm, there were a series of battles between myself (Macedon) versus the Romans in southern Italy.
We must both have been planning on driving each other out of the penninsula, as I had amassed about 4 full armies, and I believe the Romans had about 7 or 8. However, these were my veterans from many other campaigns, whereas the Romans had green recruits. Also, their leadership was rather lacking in the first two battles, whereas I stationed one of my best commanders there. Anyway, the moron Romans used their usual style (at least usual in this particular game) of charging across the battlefield, full blast, and straight into the rows of razor sharp sarissa's. I destroyed their ranged units (who had ignorantly strayed too far ahead of their main line), and had my cavalry fall back. As usual the Romans charge headlong into the front of my phalanx. There was no chance for them to surround us, they didn't have enough men (I spread my phalanxes fairly wide), and while the Romans were hard pressed to surround my phalanxes, I sent my Companion Cavalry out to annihilate their Equites (which they did quite easily) and then proceeded to engage their general, whom they killed shortly after the initial charge.
After the initial flanking threat was dealt with, I had my Hypaspitai Swordsmen swing out around the flanks of my main battle line and hit the already relatively shakey Roman legions. By this time enough of them were dead, that I was able to shorten my battle line and start sending the phalanxes on the wings to close on their flanks. The Hypaspitai Swordsmen effectively encircled the Romans. It was airtight.
Close to 2,500 Romans entered the field that day, about 30 something left. I think I lost about 200-300 men.