| Quarter-Final | Semi-Final | Final | Winner |
|---|
 | Wanderers 1st XV (81) |
| | | |
#43 Sat 08-Feb-14 14:00 (Dempsey)
Loser transfers to Plate |
| Wanderers 1st XV (32) |
| | |
 | Bedok Kings 2nd XV (0) |
| | | |
| | | |
| #49 Sat 15-Feb-14 18:00 (CCAB) |
| Wanderers 1st XV (16) |
| |
| | | |
| Bedok Kings 1st XV (25) |
| | | |
#46 Sat 08-Feb-14 17:00 (SCC Padang)
Loser transfers to Plate |
| Bedok Kings 1st XV (5) |
| | |
 | SCC Tankards (10) |
| | | |
| | | |
| | #53 Sat 22-Feb-14 18:00 (CCAB) |
| Wanderers 1st XV |
|
| | | |
| SCC 1st XV (42) |
| | | |
#44 Sat 08-Feb-14 15:00 (SCC Padang)
Loser transfers to Plate |
| SCC 1st XV (17) |
| | |
 | St Andrew's Alumni 1st XV (8) |
| | | |
| | | |
| #50 Sat 15-Feb-14 17:00 (SCC Padang) |
 | Bucks 1st XV (13) |
| |
| | | |
| Bucks 1st XV (61) |
| | | |
#45 Sat 08-Feb-14 16:30 (Dempsey)
Loser transfers to Plate |
| Bucks 1st XV (28) |
| | |
 | Oldham Blues (12) |
| | | |
