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| Date | Match | Score |
|---|---|---|
| 16.03.2025 | Middlesbrough U21 - Southampton U21 | 1 : 0 |
| 27.01.2023 | Middlesbrough U21 - Southampton U21 | 2 : 2 |
| 30.10.2022 | Southampton U21 - Middlesbrough U21 | 8 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 26.10.2026 | Crystal Palace U21 - Southampton U21 | 2 - 5 | W |
| 20.10.2026 | Southampton U21 - Juventus U21 | 1 - 1 | D |
| 13.10.2026 | Boston United - Southampton U21 | 5 - 6 | W |
| 09.10.2026 | Southampton U21 - Queens Park Rangers U21 | 5 - 1 | W |
| 18.09.2026 | Wolves U21 - Southampton U21 | 0 - 2 | W |
| Date | Match | Score | Res |
|---|---|---|---|
| 25.10.2026 | Middlesbrough U21 - Tottenham Hotspur U21 | 1 - 2 | L |
| 20.10.2026 | Boreham Wood - Middlesbrough U21 | 7 - 1 | L |
| 16.10.2026 | Everton U21 - Middlesbrough U21 | 2 - 1 | L |
| 30.09.2026 | Middlesbrough U21 - Juventus U21 | 1 - 0 | W |
| 23.09.2026 | Middlesbrough U21 - Genk U21 | 1 - 1 | D |