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| Date | Match | Score |
|---|---|---|
| 21.02.2026 | Chelsea U18 - Southampton U18 | 3 : 0 |
| 12.04.2025 | Chelsea U18 - Southampton U18 | 4 : 3 |
| 26.10.2024 | Southampton U18 - Chelsea U18 | 2 : 1 |
| 07.05.2024 | Southampton U18 - Chelsea U18 | 1 : 2 |
| 19.12.2023 | Chelsea U18 - Southampton U18 | 3 : 2 |
| 18.03.2023 | Chelsea U18 - Southampton U18 | 5 : 2 |
| 27.08.2022 | Southampton U18 - Chelsea U18 | 2 : 2 |
| 07.05.2022 | Southampton U18 - Chelsea U18 | 5 : 2 |
| 13.04.2022 | Chelsea U18 - Southampton U18 | 0 : 3 |
| 27.03.2021 | Southampton U18 - Chelsea U18 | 1 : 3 |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Brighton U18 - Chelsea U18 | 1 - 5 | W |
| 05.09.2026 | Fulham U18 - Chelsea U18 | 4 - 3 | L |
| 29.08.2026 | Chelsea U18 - Reading U18 | 6 - 1 | W |
| 22.08.2026 | Birmingham City U18 - Chelsea U18 | 1 - 4 | W |
| 19.08.2026 | Chelsea U18 - Norwich City U18 | 2 - 3 | L |
| Date | Match | Score | Res |
|---|---|---|---|
| 12.09.2026 | Ipswich Town U18 - Southampton U18 | 1 - 4 | W |
| 05.09.2026 | Arsenal U18 - Southampton U18 | 1 - 0 | L |
| 29.08.2026 | Southampton U18 - Norwich City U18 | 7 - 4 | W |
| 22.08.2026 | Crystal Palace U18 - Southampton U18 | 1 - 4 | W |
| 15.08.2026 | Southampton U18 - Brentford U18 | 4 - 2 | W |