Sp. Covilhã 2 x 2 SL Benfica Taça de Portugal Sun, 05/03/1959 - 00:00
SL Benfica 2 x 0 Sp. Covilhã Taça de Portugal Sun, 05/10/1959 - 00:00
SL Benfica 2 x 0 Sp. Covilhã Taça de Portugal Sun, 05/10/1959 - 00:00
Belenenses 3 x 1 SL Benfica Taça de Portugal Wed, 07/01/1959 - 00:00
SL Benfica 3 x 0 Belenenses Taça de Portugal Sun, 07/05/1959 - 00:00