The headache mitigating apparatus includes at least a transverse strap configured to wrap around a user's head in the manner of a hat band and at least one strap configured to extend under the user's occipital bone and rest along the user's upper neck as well as extending over the head strap at a forward end thereof. The apparatus can include bladders in the transverse and occipital straps, respectively. The bladders can be filled simultaneously or separately with a pneumatic hand pump such as those found on sphygmomanometers or may include an inflation apparatus which is operable via a push button, in a manner similar to that in which self-inflating items inflate. At least one strap may also accommodate a gel pack for heating or cooling. One or both straps may include buckles or hook and loop closures configured to be adjusted to secure the apparatus to the user's head.
