First of all, take everything in your carryon and not checked.
I sort my medicines into three groups. Those I take before or at breakfast, those I take with or after dinner, and those just before bed. The morning pills are a large quantity, so I put each day's pills in a sparate plastic sandwich bag for each day. The latter two groups are small, so I am able to put them in compartmented pill containers with day markings, keeping the dinner and bedtime in separate boxes.
I take my insulin syringes in one or more packages of ten to be sufficient for my needs plus a few spares. I take more than enough individual wrapped alcohol swabs to cover my needs, again plus some spares.
I put all of these, plus the insulin bottles, in a zipper bag.
I do not carry the bottles for all the pills. I do carry, however, in my wallet a detailed list of all the medications I take.
I also carry my BSL testing supplies and meter is a small case.
I have never had any problems in carrying anything on.