| Gillingham FC v Reading FC 31/12/1955 | View match | |
| Queens Park Rangers FC v Gillingham FC 07/01/1956 | View match | |
| Millwall FC v Gillingham FC 14/01/1956 | View match | |
| Brighton & Hove Albion FC v Gillingham FC 21/01/1956 | £19.99 | |
| Gillingham FC v Crystal Palace FC 28/01/1956 | View match | |
| Norwich City FC v Gillingham FC 11/02/1956 | View match | |
| Gillingham FC v Shrewsbury Town FC 18/02/1956 | View match | |
| Ipswich Town FC v Gillingham FC 25/02/1956 | View match | |
| Gillingham FC v Walsall FC 03/03/1956 | View match | |
| Torquay United FC v Gillingham FC 10/03/1956 | View match | |
| Gillingham FC v Newport County 17/03/1956 | View match | |
| Swindon Town FC v Gillingham FC 24/03/1956 | View match |