Calapai began his professional career within the youth ranks of Calcio Catania, before eventually earning call-ups to the first team towards the end of the 2011-12 Serie A campaign, under former coach, Vincenzo Montella. He made his Serie A debut on 13 May 2012, as a 79th minute substitute in a 0-2 home loss to Udinese.
On 12 July 2012, Calapai was sent out on loan to the Lega Pro Prima Divisione with S.S. Barletta Calcio. He was a first team regular for the club, making 28 appearances and scoring 1 goal during the 2012-13 statistical season. He returned to Catania on 30 June 2013.