Hi Jennifer,
I fly a couple times a year. I just flew last week and I have become pretty good at getting through security now. I put all my meds in one carry-on bag. Then at the security checkpoint, I take out all my liquid meds (inhaled liquids, etc) and place them in the tray out in the open. This way they will not have to search your bag. Also, make sure your original RX labels are included in the packaging as well. If the whole box won't fit in my carry-on bag then I just rip off the label and put it with the med. You must also take out any neb machines as well. Sometimes you have to even go into a separate security line if you have these items.
Hope that helps!