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| Date | Match | Score |
|---|---|---|
| 13.02.2026 | Portimonense U23 - União Leiria U23 | 2 : 1 |
| 08.11.2025 | União Leiria U23 - Portimonense U23 | 1 : 3 |
| 21.08.2025 | Portimonense U23 - União Leiria U23 | 0 : 1 |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Portimonense U23 - Felgueiras U23 | 0 - 2 | L |
| 01.09.2026 | Moreirense U23 - Portimonense U23 | 0 - 0 | D |
| 25.08.2026 | Portimonense U23 - Farense U23 | 1 - 2 | L |
| 18.08.2026 | Torreense U23 - Portimonense U23 | 1 - 1 | D |
| 11.08.2026 | Portimonense U23 - Penafiel U23 | 2 - 2 | D |
| Date | Match | Score | Res |
|---|---|---|---|
| 08.09.2026 | Estrela U23 - União Leiria U23 | 2 - 0 | L |
| 01.09.2026 | União Leiria U23 - Marítimo U23 | 2 - 0 | W |
| 25.08.2026 | Leixões U23 - União Leiria U23 | 1 - 2 | W |
| 17.08.2026 | União Leiria U23 - Santa Clara U23 | 0 - 0 | D |
| 11.08.2026 | Sporting CP U23 - União Leiria U23 | 1 - 1 | D |