I have had type 1 diabetes for over 3 years. In those 3 years, I have been through the security in 8 different airports (3 in the US, 5 in Europe). I feel that I can confidently say that I am a professional at getting through airport security with diabetes medication and an insulin pump.
Traveling with diabetes, you are told that you should bring along a note from your doctor stating that it is necessary for you to have your medication in your carry-on. I did bring a note from my doctor the first time I left the country in 2011, but in all the times I have flown since then (yes, even internationally) I have never brought such a note. I’m not a good role model, although I have never been asked by security to see such a note.
I typically carry-on all of my insulin (I use glass vials) in an insulated lunch bag like this:
And even though I use an insulin pump, I bring a few bags of syringes. Yes, you can bring syringes on a plane.
Flying with an insulin pump makes the security process even more fun (sarcasm). I refuse to disconnect my pump and allow it to go through the x-ray machine, so I simply keep it connected and hold it in my hand as I walk up to the body scanning machine. They typically allow me to still go through the body scan machine, then ask me afterwards to handle my pump, and then they wipe my hands with a cloth, which is then checked in a machine for traces of explosives. Don’t worry, I’ve always been clean!
Having a pump still connected does mean that you will inevitably get the full groping, though. This doesn’t bother me at all. I love getting taken into one of those cubicles and felt up by a female officer (sarcasm again). They always ask to look at my infusion site as well. That’s life as a diabetic traveler, though.