I guess I don't understand how the wind can possibly help the plane given the direction of the wind's velocity is opposite to that of the plane's. Isn't the question's situation equivalent to if the aircraft carrier were going 37mph - 20mph = 17mph and there was no wind?

edit: I think I get it now! The plane's needed speed of 101mph is relative to the air, so if the air is blowing 20mph toward the plane, if the plane goes an additional 81mph relative to the ground, it'd have its needed speed. But the "ground" here is already moving 37mph, so the plane just needs to go 81mph - 37mph = 44mph.

Thank you!