Is it OK to check in a box that is not plain on the outside (e.g. there are printed pictures, etc. on the box)

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Yes, it's fine, I've shipped this baby as checked luggage multiple times:

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They'll just stick the baggage label on the side.

My main concern was damage from baggage handling, getting wet, etc. Tape it shut carefully, and a plastic bag on the inside would not hurt. Ask for a fragile sticker at check-in, and they'll probably make you sign a disclaimer saying it's not the airline's problem if it breaks.

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