| 2020-09-10 19:45:36September 10, 2020 | Cogenhoe United U18  | 2*(5) - 2 (4) |  St Ives Town U18 | 19:45:3619:45 | The FA Youth Cup | N/A | Match Report |
| 2020-09-16 19:45:29September 16, 2020 | St Ives Town U18 | 4 - 0 |  March Town United U18 | 19:45:2919:45 | Thurlow Nunn Youth League West Division | N/A | Match Report |
| 2020-10-01 19:45:21October 1, 2020 | Peterborough Sports U18  | 4 - 2 | St Ives Town U18 | 19:45:2119:45 | Thurlow Nunn Youth League West Division | N/A | Match Report |
| 2020-10-15 19:45:04October 15, 2020 | Deeping Rangers U18  | 1 - 2 | St Ives Town U18 | 19:45:0419:45 | Thurlow Nunn Youth League West Division | N/A | Match Report |