How long should it take to be "pinned" once you have your promotion orders in hand to the rank of Sgt?

You say your PSG, 1SG and CDR are "all tracking", well if they were truly tracking, you would not have had to ask this question because you would have been pinned on 1 June 2015. You would have also seen the change in pay by 15 June 2015 at the latest. Giving you "tasks as such" is not tracking. They are failing you and need to be involved in getting you pinned and to have your LES reflect the change in rank and back pay issued ASAP. I would ask your PSG the question of when you are getting pinned and your Operations SGT about getting your LES fixed.

Take your orders to your S1 and have them send it to DFAS or you do it yourself depending on your status. As far as getting pinned. You can wear it as soon as you get your orders. I would ask your commander to pin you at first formation tomorrow. Otherwise just put it on if you don't care for the ceremony.
If you want your family there, then I would plan ahead.

You e got the orders which means you're getting paid which is the first thing to remember.
Promotion to SGT is a big deal and it has been my experience that chains of commands like to make a big deal out of it, which may explain the delay. As long as they are tracking you have nothing to worry about, no reason to go hirer in my mind just keep on it. Maybe let them know you might have friends or family that would like to come to the event.