| 2024-11-05 19:00:0005/11/2024 | Cheltenham | 19:00:0019:00 | West Ham U23 | EFL Trophy | 2024/25 | N/A |
| 2024-11-02 15:00:0002/11/2024 | Rotherham | 15:00:0015:00 | Cheltenham | FA Cup | 2024/25 | N/A |
| 2024-10-08 19:00:0008/10/2024 | Cheltenham | 19:00:0019:00 | Reading | EFL Trophy | 2024/25 | N/A |
| 2024-09-03 19:00:0003/09/2024 | Newport | 19:00:0019:00 | Cheltenham | EFL Trophy | 2024/25 | N/A |
| 2024-08-14 19:45:0014/08/2024 | Plymouth | 19:45:0019:45 | Cheltenham | EFL Cup | 2024/25 | N/A |
| 2024-04-27 12:30:0027/04/2024 | Stevenage | 2 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-04-23 19:45:0023/04/2024 | Cheltenham | 2 - 0 | Peterborough | League One | 2023/24 | N/A |
| 2024-04-20 15:00:0020/04/2024 | Cheltenham | 1 - 2 | Lincoln | League One | 2023/24 | N/A |
| 2024-04-16 19:45:0016/04/2024 | Burton | 1 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2024-04-13 15:00:0013/04/2024 | Cheltenham | 1 - 3 | Bris Rovers | League One | 2023/24 | N/A |
| 2024-04-09 19:45:0009/04/2024 | Cheltenham | 0 - 1 | Carlisle | League One | 2023/24 | N/A |
| 2024-04-06 15:00:0006/04/2024 | Leyton Orient | 3 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-04-01 15:00:0001/04/2024 | Cheltenham | 1 - 2 | Exeter | League One | 2023/24 | N/A |
| 2024-03-29 15:00:0029/03/2024 | Fleetwood | 1 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-16 15:00:0016/03/2024 | Barnsley | 0 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-09 15:00:0009/03/2024 | Oxford | 2 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-05 19:45:0005/03/2024 | Cheltenham | 1 - 3 | Charlton | League One | 2023/24 | N/A |
| 2024-03-02 15:00:0002/03/2024 | Cheltenham | 0 - 0 | Burton | League One | 2023/24 | N/A |
| 2024-02-27 19:45:0027/02/2024 | Wycombe | 2 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2024-02-23 19:45:0023/02/2024 | Wigan | 1 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-02-17 15:00:0017/02/2024 | Cheltenham | 3 - 2 | Port Vale | League One | 2023/24 | N/A |
| 2024-02-13 19:45:0013/02/2024 | Cheltenham | 2 - 0 | Blackpool | League One | 2023/24 | N/A |
| 2024-02-10 15:00:0010/02/2024 | Cambridge | 0 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-02-03 15:00:0003/02/2024 | Cheltenham | 1 - 3 | Wycombe | League One | 2023/24 | N/A |
| 2024-01-27 15:00:0027/01/2024 | Derby | 2 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2024-01-23 19:45:0023/01/2024 | Bolton | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2024-01-06 15:00:0006/01/2024 | Cheltenham | 2 - 1 | Portsmouth | League One | 2023/24 | N/A |
| 2024-01-01 15:00:0001/01/2024 | Northampton | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-12-29 19:45:0029/12/2023 | Cheltenham | 2 - 2 | Reading | League One | 2023/24 | N/A |
| 2023-12-26 15:00:0026/12/2023 | Cheltenham | 2 - 0 | Shrewsbury | League One | 2023/24 | N/A |
| 2023-12-23 15:00:0023/12/2023 | Carlisle | 0 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-12-16 15:00:0016/12/2023 | Cheltenham | 1 - 2 | Leyton Orient | League One | 2023/24 | N/A |
| 2023-12-09 15:00:0009/12/2023 | Bris Rovers | 1 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-11-28 19:45:0028/11/2023 | Charlton | 2 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-11-25 15:00:0025/11/2023 | Cheltenham | 2 - 0 | Oxford | League One | 2023/24 | N/A |
| 2023-11-11 15:00:0011/11/2023 | Cheltenham | 1 - 1 | Wigan | League One | 2023/24 | N/A |
| 2023-11-07 19:30:0007/11/2023 | Cheltenham | 0 - 4 | West Ham U23 | EFL Trophy | 2023/24 | N/A |
| 2023-11-04 15:00:0004/11/2023 | Wimbledon | 5 - 1 | Cheltenham | FA Cup | 2023/24 | N/A |
| 2023-10-28 15:00:0028/10/2023 | Port Vale | 1 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2023-10-24 19:45:0024/10/2023 | Blackpool | 3 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2023-10-21 15:00:0021/10/2023 | Cheltenham | 1 - 0 | Cambridge | League One | 2023/24 | N/A |
| 2023-10-10 19:30:0010/10/2023 | Cheltenham | 0 - 2 | Newport | EFL Trophy | 2023/24 | N/A |
| 2023-10-07 15:00:0007/10/2023 | Cheltenham | 1 - 1 | Derby | League One | 2023/24 | N/A |
| 2023-10-03 19:45:0003/10/2023 | Cheltenham | 0 - 2 | Fleetwood | League One | 2023/24 | N/A |
| 2023-09-30 15:00:0030/09/2023 | Lincoln | 2 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-23 15:00:0023/09/2023 | Cheltenham | 0 - 3 | Stevenage | League One | 2023/24 | N/A |
| 2023-09-19 19:45:0019/09/2023 | Peterborough | 3 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-16 15:00:0016/09/2023 | Exeter | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-05 19:45:0005/09/2023 | Bris Rovers | 4 - 1 | Cheltenham | EFL Trophy | 2023/24 | N/A |
| 2023-09-02 15:00:0002/09/2023 | Cheltenham | 0 - 2 | Barnsley | League One | 2023/24 | N/A |
| 2023-08-26 15:00:0026/08/2023 | Cheltenham | 0 - 1 | Northampton | League One | 2023/24 | N/A |
| 2023-08-19 15:00:0019/08/2023 | Portsmouth | 0 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-08-15 20:00:0015/08/2023 | Reading | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-08-12 15:00:0012/08/2023 | Cheltenham | 0 - 3 | Bolton | League One | 2023/24 | N/A |
| 2023-08-08 19:45:0008/08/2023 | Cheltenham | 0 - 2 | Birmingham | EFL Cup | 2023/24 | N/A |
| 2023-08-05 15:00:0005/08/2023 | Shrewsbury | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-07-29 14:00:0029/07/2023 | Newport | 1 - 1 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-25 19:45:0025/07/2023 | Cheltenham | 1 - 1 | Bristol City | Club Friendly | 2023/24 | N/A |
| 2023-07-22 15:00:0022/07/2023 | Cheltenham | 2 - 3 | Birmingham | Club Friendly | 2023/24 | N/A |
| 2023-07-18 19:45:0018/07/2023 | Cheltenham | 1 - 0 | West Brom | Club Friendly | 2023/24 | N/A |
| 2023-07-15 15:00:0015/07/2023 | Weston | 1 - 2 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-11 19:45:0011/07/2023 | Swindon Supermarine | 0 - 6 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-08 15:00:0008/07/2023 | Evesham | 2 - 4 | Cheltenham | Club Friendly | 2023/24 | N/A |
