The best way to send the money order is definitly in store. Its the easiest, fastest, no questions asked, way. Money Gram does do money orders online, and it is possible, but they will probably require more information about you to identify who you are. Also, when trying to send they will request how you know the person. It would have to be YOUR friend, cousin, brother, etc. I would assume if everyone sent their money orders online it would probably put the receivers name in jeopardy. Hope this was helpful.