/ Dictionary / Index H headwind: Meaning and Definition of Find definitions for: head•wind Pronunciation: (hed'wind"), [key] — n. a wind opposed to the course of a moving object, esp. an aircraft or other vehicle (opposed to tailwind). Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. See also: headwind (Thesaurus) headway headword Related Content Daily Word Quiz: careening Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language