Information coming soon.
| Date | Home | Time/Results | Away | League | Venue | Article | Attendance | Captain |
|---|---|---|---|---|---|---|---|---|
| Billingham Town | Guisborough Town U18 | Durham County FA U18s Saturday League | Preview | - | - | |||
| Stockton Town Youth | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | |||
| Newcastle Benfield | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | |||
| Polton AFC | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | |||
| Guisborough Town U18 | Durham United FC | Durham County FA U18s Saturday League | Recap | - | - | |||
| Guisborough Town U18 | Norton & Stockton Ancients Youth | Durham County FA U18s Saturday League | Recap | - | - | |||
| New Hartley | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | |||
| Spennymoor Town Youth | 12 - 0 | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | ||
| Darlington RA | 6 - 0 | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | ||
| Guisborough Town U18 | Redcar Athletic | Durham County FA U18s Saturday League | Recap | - | - | |||
| Norton & Stockton Ancients Youth | 5 - 1 | Guisborough Town U18 | Durham County FA U18s Saturday League | Recap | - | - | ||
| Guisborough Town U18 | 0 - 6 | New Hartley | Durham County FA U18s Saturday League | Recap | - | - | ||
| Guisborough Town U18 | 0 - 8 | Morpeth Town | FA Youth Cup | Recap | - | - | ||
| Guisborough Town U18 | 2 - 3 | Hebburn Town Juniors | Durham County FA U18s Saturday League | Recap | - | - |
