Hughes lifted the trophy two years in succession, a feat later matched by Ryan Giggs and Wes Brown, while Lee Martin is also a two-time winner.
Gary Walsh is the only goalkeeper to get the award and Bojan Djordjic was the first overseas recipient.
Angel Gomes became the youngest-ever winner in 2017, while Harry Amass is the latest holder.
The last 12 claimants have all played at least one game for United's first team, with Kobbie Mainoo, Alejandro Garnacho and Amass in the current squad.