head to head
Neither is meaningfully harder - they pose close to the same test. The widest gap is execution, and it is a single point.

Execution · Practiced Mastery
Flight school score-attack where smooth control of quirky aircraft earns medals.

Execution · Pure Mechanics
A skateboarding sandbox where tricks come from analog stick flicks rather than button combos.
Pilotwings 64 leans Execution (Practiced Mastery); Skate 2 leans Execution (Pure Mechanics).
Skate 2 leans a little harder on execution, though the gap is small.
Pilotwings 64
Precise stick control of gyrocopter and jetpack
Skate 2
Flick-it stick controls map tricks to genuine manual dexterity
Same score on reads - which means the number cannot separate them. The difference is in what each one asks of you.
Pilotwings 64
No opposition, only score targets
Skate 2
Solo sandbox, no adaptive opposition
Same score on variance - which means the number cannot separate them. The difference is in what each one asks of you.
Pilotwings 64
Courses fully fixed
Skate 2
Static city, deterministic physics
Pilotwings 64 leans a little harder on optimization, though the gap is small.
Pilotwings 64
Optimal lines and landings reward study
Skate 2
Spot selection and line planning improve scores
A matching score does not mean a matching test. Two games can both sit at 10 on execution and demand completely different things of you - which is why the reasoning above matters more than the number beside it.