Hi, we fly so much sometimes I think we could have purchased our own plane by now. Even though Anna no longer uses TOBI and Pulmozyme, Rachel does. We do not keep the original boxes which have the prescription label stuck to them, but I do cut off the label. We pack both Pulmozyme and TOBI in their own ziploc baggies with the corresponding prescription in each bag. The size of the cooler depends on how long the trip is. I like to use the insulated lunch bag cooler if all the refrigerated meds will fit with an icepak also in a ziploc baggie. Otherwise we will use a small playmate type cooler with an icepak or two. I/we pack all meds for carry-on, never ever ever do we check them. Rachel's neb.compressor is small and has it's own little bag that fits her inhalers and nebulizers and so it all fits into a backpack with the lunchpak cooler and cpt device (used to be a mechanical percussor, now it's the Frequencer)as well as her daily meds container and enzymes. When going through security, we must remove the Frequencer but never did we need to remove the percussor, we also removed the machine but never removed the lunchpak cooler with the liquid meds. Just never have and have never been asked to. The only time the girls have ever had any trouble was on a return flight from Burbank and Rachel was carrying the little eclipse balls for IV meds. They all had their prescription labels attached and the stupid letter (because it was sooooo much medicine) was back at my sisters house! They were only delayed a minute when they were asked what it all was and they were let through no real problem. We flew to Australia last Christmas and had to take along both Pulmo and TOBI and didn't have any problem. When I carry liquid prescription oral meds. I put it in it's own seperate baggie, away from my carry-on liquids bag. Anna never takes out her insulin pens. To be honest, just never thought about it and no ones ever stopped her. We've had more problems with Anna's darn bowling ball than with security for anything we've had to take on board for medical needs.
Have a great trip wherever you go!