Provided are a measurement system, a measurement method, and a measurement program capable of measuring an amount of a drug solution that fills a needle-shaped recess of a mold or an amount of a drug after the filled drug solution is dried in a non-destructive manner with high accuracy before a micro-needle array is separated from the mold. According to a preferred aspect, a measurement system that measures an amount of a drug solution that fills each needle-shaped recess of a mold in which a plurality of needle-shaped recesses are formed and which includes a first surface and a second surface, the needle-shaped recess being an inverted type of a micro-needle, or an amount of a drug after the filled drug solution is dried, includes: a first detection unit that detects position information regarding each needle-shaped recess of the mold in a state where the drug solution does not fill the needle-shaped recess； a first measurement unit that measures the shape of the needle-shaped recess on the basis of a detection result of the first detection unit； a second detection unit that detects position information regarding the drug solution that fills the needle-shaped recess or the drug after the filled drug solution is dried； a second measurement unit that measures the shape of the drug solution or the drug on the basis of a detection result of the second detection unit； and a calculation unit that that calculates the volume of the drug solution that fills the needle-shaped recess or the drug after the filled drug solution is dried on the basis of the shape of the needle-shaped recess measured by the first measurement unit and the shape of the drug solution or the drug measured by the second measurement unit.
