 |
 |
| 1. Round | ||||||
|---|---|---|---|---|---|---|
| 18/09/2014 | 12:30 | Woodlands Wellington | - | Hougang United | 0:3 (0:2) | |
| 19/09/2014 | 12:30 | Geylang International | - | Tanjong Pagar United | 1:1 (1:1) | |
| 01/10/2014 | 12:30 | Young Lions | - | Harimau Muda B | 0:1 (0:0) | |
| 2. Round | ||||||
| 03/10/2014 | 12:30 | Geylang International | - | Woodlands Wellington | 2:1 (2:0) | |
| 04/10/2014 | 12:30 | Hougang United | - | Harimau Muda B | 0:1 (0:0) | |
| 12:30 | Tanjong Pagar United | - | Young Lions | 3:1 (2:0) | ||
| 3. Round | ||||||
| 15/10/2014 | 12:30 | Tanjong Pagar United | - | Woodlands Wellington | 1:0 (0:0) | |
| 13:45 | Harimau Muda B | - | Geylang International | 1:2 (1:1) | ||
| 18/10/2014 | 13:00 | Young Lions | - | Hougang United | 2:0 (1:0) | |
| 4. Round | ||||||
| 21/10/2014 | 12:30 | Geylang International | - | Hougang United | 0:4 (0:1) | |
| 12:30 | Woodlands Wellington | - | Young Lions | 1:2 (0:0) | ||
| 23/10/2014 | 13:45 | Harimau Muda B | - | Tanjong Pagar United | 0:5 (0:3) | |
| 5. Round | ||||||
| 25/10/2014 | 12:30 | Young Lions | - | Geylang International | 1:1 (0:1) | |
| 29/10/2014 | 11:30 | Hougang United | - | Tanjong Pagar United | 4:2 (2:0) | |
| 30/10/2014 | 11:30 | Woodlands Wellington | - | Harimau Muda B | 3:2 (1:1) | |
