The first quarter-final will take place on 6-7 May, as Azerbaijan Baku Fires host Mexico Guerreros.
All 10 weight categories will compete across two nights, and if there is a draw after every bout has been completed, a Tie-Breaker Bout in the Light flyweight (49 kg) division will determine the winner.
Azerbaijan finished second in the Group B table with 10 wins from 14 matches, while Mexico overtook Ukraine Otamans in the last week of the group stages to qualify third in Group A with the same record as the Baku Fires.
Cuba are undefeated in Season V of WSB with a perfect 14-0 record and have qualified directly through to the last four as a result of finishing top of Group A.
The second quarter-final will take place on 10-11 May where Russian Boxing Team host Italia Thunder across two legs, and the Tie-Breaker Bout will take place at Light welterweight (64 kg) if required.
Russian Boxing Team placed second in Group A with 10 wins out of 14 matches, while Italia Thunder won exactly half of their matches in the Regular Season to finish third in Group B.
Astana Arlans Kazakhstan await the winners of this match in the semi-finals on 22-23 May, and the Kazakh Franchise are in excellent form this season with just one defeat from 14 fixtures.
That two-legged match will run exactly the same as in each of the other playoffs, with the tiebreak in this contest a Heavyweight (91 kg) bout.
The winners of both semi-finals will meet in the WSB Season V Final, across 10 bouts held over two nights with the Tie-Breaker Bout at Bantamweight (56 kg).