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| 07.03.2026 | D1 | Lion City Sailors | 4-0 | Geylang International | |
| 18.01.2026 | D1 | Geylang International | 0-3 | Lion City Sailors | |
| 04.05.2025 | D1 | Lion City Sailors | 2-3 | Geylang International | |
| 27.03.2025 | Cup | Geylang International | 1-3 | Lion City Sailors | |
| 26.01.2025 | D1 | Geylang International | 1-2 | Lion City Sailors | |
| 30.08.2024 | D1 | Lion City Sailors | 2-2 | Geylang International |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 4 | 1 | 1 | 19 | 4 | 15 |
| away | 6 | 4 | 1 | 1 | 16 | 7 | 9 |
| total | 6 | 4 | 2 | 0 | 20 | 4 | 16 |
| Lion City Sailors win | 68.30% | 56 |
| draw | 14.63% | 12 |
| Lion City Sailors lose | 17.07% | 14 |
| GP | W | D | L | GF | GA | +/- | |
| home | 6 | 1 | 2 | 3 | 7 | 12 | -5 |
| away | 6 | 2 | 0 | 4 | 9 | 16 | -7 |
| total | 6 | 2 | 1 | 3 | 8 | 13 | -5 |
| Geylang Intl. win | 17.08% | 14 |
| draw | 14.63% | 12 |
| Geylang Intl. lose | 68.29% | 56 |
| 15.03.2026 | D1 | Balestier Khalsa | 0-3 | Lion City Sailors |  |
| 07.03.2026 | D1 | Lion City Sailors | 4-0 | Geylang International | |
| 28.02.2026 | D1 | Albirex Niigata (S) | 3-3 | Lion City Sailors |  |
| 22.02.2026 | D1 | Lion City Sailors | 1-1 | Tampines Rovers | |
| 15.02.2026 | D1 | Lion City Sailors | 7-0 | Tanjong Pagar Utd | |
| 08.02.2026 | D1 | Young Lions | 0-2 | Lion City Sailors | |
| 15.03.2026 | D1 | Geylang International | 1-0 | Albirex Niigata (S) | |
| 07.03.2026 | D1 | Lion City Sailors | 4-0 | Geylang International |  |
| 26.02.2026 | D1 | Geylang International | 1-1 | Young Lions | |
| 20.02.2026 | D1 | Balestier Khalsa | 5-2 | Geylang International | |
| 15.02.2026 | D1 | Geylang International | 1-2 | Hougang United | |
| 06.02.2026 | D1 | Tanjong Pagar Utd | 1-3 | Geylang International | |
| over 2.5 | 71.43% | 20 |
| under 2.5 | 28.57% | 8 |
| over 2.5 | 66.67% | 12 |
| under 2.5 | 33.33% | 6 |
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