Disclaimer: I don't know what scapular winging is, and if you think you have an actual physical issue that prevents this movement, check with a medical expert.
This movement involves two main contractions. Of course neither is isolated, but at different parts of the move, different muscles are the primary mover.
The first primary contraction is from your hip flexors, and this is how you get your legs to about parallel.
From there your abdominals must contract to pull your hips up to achieve the remaining range of motion. For many (myself included) this is the most challenging part of the movement. So it could be your sticking point, or maybe you were just missing this cue. A possible progression could be legsleg raises on the floor, but lifting your hips off the floor to simulate the fuller range of motion.