| 4.12.20162016-12-4 16:00:00 | 16:00 | FA Cup | 2. R | Port Vale - Hartlepool United | 4:0 (3:0) |
| 9.11.20162016-11-9 20:30:00 | 20:30 | EFL Trophy Northern Group F | 3. R | Hartlepool United - Rochdale | 1:2 (0:1) |
| 6.11.20162016-11-6 15:00:00 | 15:00 | FA Cup | 1. R | Hartlepool United - Stamford AFC | 3:0 (0:0) |
| 4.10.20162016-10-4 20:30:00 | 20:30 | EFL Trophy Northern Group F | 2. R | Hartlepool United - Sunderland Academy | 0:1 (0:0) |
| 31.8.20162016-8-31 20:45:00 | 20:45 | EFL Trophy Northern Group F | 1. R | Notts County - Hartlepool United | 2:1 (2:1) |
| 9.8.20162016-8-9 20:45:00 | 20:45 | EFL Cup | 1. R | Preston North End - Hartlepool United | 1:0 (0:0) |
| 6.12.20162016-12-6 20:45:00 | 20:45 | FA Trophy Qualification | 4. R | Witton Albion - Boston United | -:- |
| 1.10.20162016-10-1 16:00:00 | 16:00 | FA Cup Qualification | 3. R | Kettering Town FC - Boston United | 2:0 |
| 17.9.20162016-9-17 16:00:00 | 16:00 | FA Cup Qualification | 2. R | Kirby Muxloe - Boston United | 1:2 |
| 28.11.20152015-11-28 16:00:00 | 16:00 | FA Trophy Qualification | 3. R | Solihull Moors - Boston United | 1:0 |
| 26.9.20152015-9-26 16:00:00 | 16:00 | FA Cup Qualification | 2. R | Gainsborough - Boston United | 2:0 |
| 16.12.20142014-12-16 20:45:00 | 20:45 | FA Trophy | 1. R | Boston United - North Ferriby United | 0:2 |
| 13.12.20142014-12-13 16:00:00 | 16:00 | FA Trophy | 1. R | North Ferriby United - Boston United | 1:1 |