Pugh was originally signed to fill in the left wing for Jérémy Hélan who was set to leave Hillsborough, however upon Hélan's return to the club, Pugh dropped back to the left back position. Pugh made his debut for the "Owls" in a 2–1 away victory at Charlton Athletic on 26 January, and manager Dave Jones said that he was impressed with Pugh's debut. Pugh scored his first goal for Wednesday directly from a free kick in a 3–1 home victory over Brighton & Hove Albion on 2 February.