| 8.11.20162016-11-8 20:45:00 | 20:45 | EFL Trophy Southern Group A | 3. R | Portsmouth - Bristol Rovers | 1:0 (0:0) |
| 5.11.20162016-11-5 16:00:00 | 16:00 | FA Cup | 1. R | Portsmouth - Wycombe Wanderers | 1:2 (0:1) |
| 4.10.20162016-10-4 20:45:00 | 20:45 | EFL Trophy Southern Group A | 2. R | Portsmouth - Reading Academy | 5:6 (0:1) |
| 30.8.20162016-8-30 20:45:00 | 20:45 | EFL Trophy Southern Group A | 1. R | Yeovil Town - Portsmouth | 4:3 (4:2) |
| 9.8.20162016-8-9 20:45:00 | 20:45 | EFL Cup | 1. R | Coventry City - Portsmouth | 3:2 (0:1) |
| 30.1.20162016-1-30 16:00:00 | 16:00 | FA Cup | 4. R | Portsmouth - AFC Bournemouth | 1:2 (1:0) |
| 10.12.20162016-12-10 21:30:00 | 21:30 | Primeira Liga | 13. R | Boavista - Vitoria de Guimaraes | -:- |
| 4.12.20162016-12-4 21:20:00 | 21:20 | Primeira Liga | 12. R | Vitoria de Guimaraes - Chaves | 1:1 (1:0) |
| 27.11.20162016-11-27 21:15:00 | 21:15 | Primeira Liga | 11. R | Tondela - Vitoria de Guimaraes | 2:1 (0:0) |
| 20.11.20162016-11-20 20:20:00 | 20:20 | Cup | 4. R | Boavista - Vitoria de Guimaraes | 1:2 (0:1) |
| 4.11.20162016-11-4 21:30:00 | 21:30 | Primeira Liga | 10. R | Vitoria de Guimaraes - Nacional | 2:1 (0:0) |
| 30.10.20162016-10-30 19:00:00 | 19:00 | Primeira Liga | 9. R | Rio Ave - Vitoria de Guimaraes | 0:3 (0:1) |
| 23.10.20162016-10-23 19:00:00 | 19:00 | Primeira Liga | 8. R | Estoril - Vitoria de Guimaraes | 0:2 (0:1) |