The play-off semi-finals are played in one match each, contested by the teams who finished in 2nd and 3rd place in the First Division League table, the winners of the Senior Challenge Shield and the champions of the FA Cup.

The winners of the semi-finals go through to the finals, with the winner of the final gaining participation for the 2014 AFC Cup group stage.

The teams with final position between 2nd and 5th inclusively guaranteed places in the play-off.

Qualified teams: The winners of the Senior Challenge Shield guaranteed a place in the play-off.

Winners: Note: Since Kitchee won the FA Cup champions, the 4th place in the league (i.e. Southern) is guaranteed a place in the play-offs, as Kitchee have qualified to the play-off.