| Cheltenham Town FC v Gillingham FC 16/11/2021 | View match | |
| Crewe Alexandra FC v Gillingham FC 20/11/2021 | View match | |
| Gillingham FC v Cheltenham Town FC 23/11/2021 | £7.50 | |
| Gillingham FC v Portsmouth FC 27/11/2021 | £7.50 | |
| Rotherham United FC v Gillingham FC 07/12/2021 | View match | |
| Fleetwood Town FC v Gillingham FC 11/12/2021 | View match | |
| MK Dons (Milton Keynes Dons) v Gillingham FC 01/01/2022 | View match | |
| Gillingham FC v Ipswich Town FC 08/01/2022 | £7.50 | |
| Gillingham FC v Burton Albion FC 15/01/2022 | £7.50 | |
| Wigan Athletic FC v Gillingham FC 22/01/2022 | View match | |
| Gillingham FC v Shrewsbury Town FC 25/01/2022 | £7.50 | |
| Gillingham FC v Oxford United FC 29/01/2022 | £7.50 |