| Wednesday 22nd April 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Ventnor CC 4th XI |
| Wednesday 6th May 2026 at 18:00 | The Green | |
| Bembridge CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | National ECB U15 Cup - Isle of Wight | |
| Wednesday 13th May 2026 at 18:00 | IOW Community Club | |
| Cowes CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 27th May 2026 at 18:00 | Shanklin & Godshill Cricket Club | |
| Shanklin & Godshill CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 10th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Arreton CC Buzzards |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 17th June 2026 at 18:00 | Ryde Cricket Club | |
| Ryde CC Rattlers | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 24th June 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Bembridge CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 8th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Shanklin & Godshill CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 15th July 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Ryde CC Rattlers |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 22nd July 2026 at 18:00 | Newclose County Cricket Ground | |
| Newport CC, Isle of Wight Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 29th July 2026 at 18:00 | The Green | |
| Bembridge CC Under 15 | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 5th August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Cowes CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 12th August 2026 at 18:00 | Arreton CC | |
| Arreton CC Buzzards | v | Ventnor CC Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League | |
| Wednesday 19th August 2026 at 18:00 | Steephill | |
| Ventnor CC Under 15 | v | Newport CC, Isle of Wight Under 15 |
| Isle of Wight Junior Competitions | Isle of Wight U15 League |