To dream of a headache represents a problem or nuisance that you don’t like having to put up with all the time. A distracting problem, annoyance, or burden that you feel forced to think about. A real problem. Something or someone that is “giving you a headache.” Feeling that a problem too much work. Endless frustration or annoyance.
Example: A woman once dreamed of having a headache. In waking life she had a constant sinus infection that wouldn’t go away.