Head to Head
| England League 2 | 2025/10/11 14:00 | Gillingham v Cheltenham | D | 1-1 |
| England League 2 | 2025/04/18 14:00 | Cheltenham v Gillingham | D | 1-1 |
| England League 2 | 2024/12/20 19:45 | Gillingham v Cheltenham | D | 2-2 |
| England League 1 | 2022/04/15 14:00 | Cheltenham v Gillingham | D | 2-2 |
| England League 1 | 2021/11/23 19:45 | Gillingham v Cheltenham | W | 0-2 |
| England FA Cup | 2021/11/16 19:45 | Cheltenham v Gillingham | W | 1-0 |
| England FA Cup | 2021/11/06 14:00 | Gillingham v Cheltenham | D | 1-1 |
| England EFL Cup | 2021/08/24 18:45 | Gillingham v Cheltenham | W | 5-6 |
Home History
| England League 2 | 2025/11/15 15:00 | Tranmere v Cheltenham | L | 3-2 |
| England League 2 | 2025/11/10 20:00 | Cheltenham v Notts County | L | 1-2 |
| England FA Cup | 2025/11/01 15:00 | Cheltenham v Bradford | W | 1-0 |
| England EFL Trophy | 2025/10/28 19:00 | Cheltenham v Tottenham U21 | W | 5-3 |
| England League 2 | 2025/10/25 11:30 | Cheltenham v Walsall | W | 1-0 |
| England League 2 | 2025/10/18 14:00 | Newport County v Cheltenham | W | 0-2 |
| England League 2 | 2025/10/11 14:00 | Gillingham v Cheltenham | D | 1-1 |
| England EFL Trophy | 2025/10/07 18:00 | Cheltenham v Bristol Rovers | L | 0-1 |
Away History
| England League 2 | 2025/11/15 17:30 | Gillingham v Crawley Town | D | 2-2 |
| England EFL Trophy | 2025/11/11 19:00 | Gillingham v Wycombe | L | 0-3 |
| England League 2 | 2025/11/08 15:00 | Bristol Rovers v Gillingham | W | 0-1 |
| England FA Cup | 2025/11/01 15:00 | Newport County v Gillingham | L | 6-5 |
| England League 2 | 2025/10/25 14:00 | Gillingham v Salford City | L | 1-2 |
| England League 2 | 2025/10/18 14:00 | Grimsby v Gillingham | L | 1-0 |
| England League 2 | 2025/10/11 14:00 | Gillingham v Cheltenham | D | 1-1 |
| England EFL Trophy | 2025/10/07 18:45 | Colchester v Gillingham | L | 2-1 |