What's the least suspicious way to get OTC meds through airport security?

I'm gonna chime in: Last time I checked for an international flight, they said you're not allowed to carry unmarked pills. It has to be in the original packaging including that leaflet. If you don't do that, you might be in for an interesting day.

And if you're travelling abroad: Check if that OTC medication is also OTC in the destination country.

Leave them in the original container.

They're not looking for your ten pills, even if they were a controlled substance. It's best to bring them in the original packaging, but they have reference guides to check the stamp and color of the pills if they question it, but they probably won't even look twice at them. If you had a full gallon ziplock full of pills, they would check them out.

In their blisters.

That said, airport security aren't cops, they care about bombs, not about drug, most likely, it's too much work for them to care about some pills. Custom might be more of an issue

If you don't have space for the retail bottle, take a photos of the bottle so that the drug name, usage instructions, and expiry are visible. (a photo of the pills themselves is good too) Print these photos out and keep them in the bag with the pills.

This is a good idea for more than just security.

If you're going on an international flight find a way to bring the original bottle so customs doesn't find an issue with it. For just airport security though you could maybe transfer them to a smaller bottle of some kind they almost certainly won't dig through your bag to find them.

If you're going to an airport that only uses metal detectors not those fancy body scanners you can just put them in your pocket.

TSA don't get paid enough to care. A million people travel with drugs every day. As long as TSA don't believe your stuff can be used to hurt others, they probably won't bother.

A pill organizer, if the original containers are too large (or too numerous) to be practical. I've only flown domestic USA, but security has never bothered me about it.

If it's a simple otc med, maybe just grab a small bottle once you get to destination.

I've been carrying around multiple little baggies of pills in my backpack for years and over 20+ flights, several international, they've never asked.

Some are separated but loose in the bag (ibuprofen, cetirizine, diphenhydramine, from a bottle), and some were trimmed to minimum size from a blister pack and placed in the bag.

They focus a lot more closely on my headphones, charging cables, battery packs, etc.

So whatever is most convenient for you, in my opinion.

EDIT: they didn't flag my epinephrine auto injectors (see: needles) either the three or four times I forgot to put them in the bin separately. Granted, those were domestic US flights.

Least suspicious would probably be in whatever package they come in. When I travel with my family, we do usually bring most meds in a zip lock bag and we've had zero issues so far though. Anyway it doesn't typically matter, assuming the meds are not restricted in the country you're going to. I wouldn't expect many OTC meds would be.

When I flew in May I put all of my pills in one bottle. I had my allergy meds, anti-diarrhea pills, and ibuprofen. Nothing was said about it going through security.

Get one of those daily pill thingumies and put 2 pills per day m-f and ur golden