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My friend kept saying it was impossible for a plane to fly backwards, looks like my dad was right after all...
He has both indicated airspeed and a GPS in his 177 RG-II Cardinal 👍
Your friend is correct. With the exception of planes which can can use devices other than wings to generate lift (i.e. Harrier, Osprey), it is impossible for a plane to fly backwards. It must always be travelling forwards in relation to the medium it moves in, which is air. Otherwise it will stall.
However, it's progress over ground will never match its progress through air unless there is no wind at all.
So, if aeroplane is facing north, and its velocity is 100mph:
If there is no wind:
Plane will cover ground at a rate of 100 miles northwards per hour
If there is a 30mph wind blowing to the west:
Plane will cover ground at a rate of 100 miles northwards, and 30 miles westward, in 1 hour. It's ground velocity will be 104mph, bearing slightly west of north. The plane will still be pointing north, but travelling slightly north west.
If there is a 30mph wind blowing to the north:
Plane will cover ground at a rate of 130 miles northwards per hour.
If there is a 30mph wind blowing south:
Plane will cover ground at a rate of 70 miles northwards per hour.
If there is a 120mph wind blowing south:
Plane will cover ground at a rate of 20 miles southwards per hour (travelling in other words, travelling backwards relative to an observer standing on the ground).
In all these cases, the plane is moving northwards, through air, at 100mph. It's just that the air is moving around too.
Think of it like this. Put a bathtub on a trolley. Fill it with water. Put a toy motorised boat in the bathtub, at the south end, and make it travel northwards through the water. While it is crossing the tub, pull the trolley in the opposite direction, faster than the boat is moving fowards. The boat, as far as it's concerned, covers the length of the bath in exactly the time it expected to take if the bath was standing still. It's progress in the bath was forwards. Relative to the ground, however, it moved backwards.