Results
| City Cup - Round 1 | |||||||||
|---|---|---|---|---|---|---|---|---|---|
| Sun | 26 Jul 1959 | Balmain | 30 | Eastern Suburbs | 13 | C. Pearce | Leichhardt | 2,667 | |
| Sun | 26 Jul 1959 | North Sydney | 18 | Souths | 10 | C. Brown | Sports Ground | 8,939 | |
| Sun | 26 Jul 1959 | Parramatta | 12 | Canterbury | 20 | D. Lawler | Cumberland | 1,830 | |
| City Cup - Round 2 | |||||||||
| Sun | 02 Aug 1959 | Balmain | 29 | Canterbury | 12 | D. Lawler | Leichhardt | 4,690 | |
| Sun | 02 Aug 1959 | North Sydney | 26 | Newtown | 17 | C. Brown | Sports Ground | 8,468 | |
| City Cup - Round 3 | |||||||||
| Sun | 09 Aug 1959 | North Sydney | 14 | Balmain | 13 | C. Brown | Sports Ground | 9,631 | |
| City Cup - Round 4 | |||||||||
| Sun | 23 Aug 1959 | North Sydney | 22 | Western Suburbs | 15 | D. Lawler | Sports Ground | 9,734 | |
| City Cup - Semi Final | |||||||||
| Sat | 29 Aug 1959 | North Sydney | 15 | Manly | 11 | D. Lawler | SCG | 11,005 | |
| City Cup - Final | |||||||||
| Sat | 05 Sep 1959 | St George | 26 | North Sydney | 22 | C. Pearce | SCG | 13,948 | |