Definition
"Against the wind" means moving or facing in a direction that opposes the current of air. It describes a situation where you are pushing or struggling to move forward in the face of a wind. Think of it as trying to ride a bike into a strong breeze. It suggests resistance and effort. It is the opposite of moving "with the wind", where the wind aids your progress. It can also be used metaphorically to mean opposing a prevailing force or opinion.