As far as Reloading...
Like Art said, round for round it will be less expensive, but to make up for the cost of loading equipment, it will take quite a few shots to do that. But since you are going to be loading for 9mm anyway, the only cost you will be trying to make up is the cost of the dies.($35-$45)
Advise on the 9mm...It will be cheaper to start out buying the Winchester White Box ammo to start out with. Then save the brass and load them. For the 20 cents a shot with the Winchester, then free brass knocks you down to about 12 cents per shot or less dependent upon bullet choice.