Originates from sailing, where 'leeway' means drifting off-course. Used metaphorically in other contexts now. After being sick, he had to make up leeway in his studies.
Pro Tip 2/3
Not Literal
Used figuratively to describe recovering in any situation, not just physically moving faster. When she returned from vacation, she had to make up leeway at work.
Pro Tip 3/3
Positive Connotation
Implies a proactive effort to improve a situation, often seen as a positive action. He's making up leeway in the polls before the election.