Yes, I have carried a Sig P-220 in a Galco shoulder rig or a belt holster; but, I really find the .380 Sig P232 with Hornday Critical Defense ammo a lot easier to carry...I have Laser Grips on both guns. I think the .380 with that ammo will get the job done, but I know all the con's on that round...I think this ammo has changed the performance of the round significantly.
I carry the sig 229 sometimes when I cant Carry my 1911, I use the crossbreed super tuck, a little pricey buy for being a such a bulky gun on a small framed guy like me you cant tell at all. And the quality is amazing look into them.