IIRC windchill affects wet things, effectively it’s the difference between a wet bulb temperature and dry bulb temperature.
The reason they record such low ‘windchill’ temperatures in the artic is that the air is in fact incredibly dry, in humid conditions the windchill is much lower as water isn’t evoporating, however it’s rare to get high humidity and high winds at the same time.
Temperatures are nominaly taken in the shade, it may actualy be 50C inside the garmin case, but that’s because it’s a sealed black box in the sun! Whilst riding it should be accurate due to the airflow over it reducing the effect of radiation from the sun.