He made a number of appearances throughout the game and was selected as a substitute when Imokilly faced Glen Rovers in the final on 20 October 2019.
O'Regan was introduced as a 53rd-minute substitute and claimed a winners' medal after scoring a point in the 2-17 to 1-16 victory.
He remained a member of the extended panel throughout the campaign which saw Cork claim the Munster Championship after a 3-13 to 1-12 defeat of Waterford in the final.
On 6 August 2017, O'Regan made the team's match-day panel when he was selected amongst the substitutes for the All-Ireland final against Dublin.
[4] He was again selected at full-forward when Cork faced Tipperary for a second time in the All-Ireland final on 24 August 2019, however, he ended the game on the losing side after a 5-17 to 1-18 defeat.