| 2024-04-13 15:00:0013/04/2024 15:00 | Cheltenham | 15:00:0015:00 | Bris Rovers | League One | 2023/24 | N/A |
| 2024-04-06 15:00:0006/04/2024 15:00 | Leyton Orient | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-04-01 15:00:0001/04/2024 15:00 | Cheltenham | 15:00:0015:00 | Exeter | League One | 2023/24 | N/A |
| 2024-03-29 15:00:0029/03/2024 15:00 | Fleetwood | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-23 15:00:0023/03/2024 15:00 | Cheltenham | 15:00:0015:00 | Peterborough | League One | 2023/24 | N/A |
| 2024-03-16 15:00:0016/03/2024 15:00 | Barnsley | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-12 19:45:0012/03/2024 19:45 | Cheltenham | 19:45:0019:45 | Charlton | League One | 2023/24 | N/A |
| 2024-03-09 15:00:0009/03/2024 15:00 | Oxford | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-03-02 15:00:0002/03/2024 15:00 | Cheltenham | 15:00:0015:00 | Burton | League One | 2023/24 | N/A |
| 2024-02-24 15:00:0024/02/2024 15:00 | Wigan | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-02-17 15:00:0017/02/2024 15:00 | Cheltenham | 15:00:0015:00 | Port Vale | League One | 2023/24 | N/A |
| 2024-02-13 19:45:0013/02/2024 19:45 | Cheltenham | 19:45:0019:45 | Blackpool | League One | 2023/24 | N/A |
| 2024-02-10 15:00:0010/02/2024 15:00 | Cambridge | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-02-03 15:00:0003/02/2024 15:00 | Cheltenham | 15:00:0015:00 | Wycombe | League One | 2023/24 | N/A |
| 2024-01-27 15:00:0027/01/2024 15:00 | Derby | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-01-20 15:00:0020/01/2024 15:00 | Cheltenham | 15:00:0015:00 | Carlisle | League One | 2023/24 | N/A |
| 2024-01-13 15:00:0013/01/2024 15:00 | Bolton | 15:00:0015:00 | Cheltenham | League One | 2023/24 | N/A |
| 2024-01-06 15:00:0006/01/2024 15:00 | Cheltenham | 15:00:0015:00 | Portsmouth | League One | 2023/24 | N/A |
| 2024-01-01 15:00:0001/01/2024 15:00 | Northampton | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-12-29 19:45:0029/12/2023 19:45 | Cheltenham | 2 - 2 | Reading | League One | 2023/24 | N/A |
| 2023-12-26 15:00:0026/12/2023 15:00 | Cheltenham | 2 - 0 | Shrewsbury | League One | 2023/24 | N/A |
| 2023-12-23 15:00:0023/12/2023 15:00 | Carlisle | 0 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-12-16 15:00:0016/12/2023 15:00 | Cheltenham | 1 - 2 | Leyton Orient | League One | 2023/24 | N/A |
| 2023-12-09 15:00:0009/12/2023 15:00 | Bris Rovers | 1 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-11-28 19:45:0028/11/2023 19:45 | Charlton | 2 - 1 | Cheltenham | League One | 2023/24 | N/A |
| 2023-11-25 15:00:0025/11/2023 15:00 | Cheltenham | 2 - 0 | Oxford | League One | 2023/24 | N/A |
| 2023-11-18 15:00:0018/11/2023 15:00 | Burton | 15:00:00Postponed | Cheltenham | League One | 2023/24 | N/A |
| 2023-11-11 15:00:0011/11/2023 15:00 | Cheltenham | 1 - 1 | Wigan | League One | 2023/24 | N/A |
| 2023-11-07 19:30:0007/11/2023 19:30 | Cheltenham | 0 - 4 | West Ham U23 | EFL Trophy | 2023/24 | N/A |
| 2023-11-04 15:00:0004/11/2023 15:00 | Wimbledon | 5 - 1 | Cheltenham | FA Cup | 2023/24 | N/A |
| 2023-10-28 15:00:0028/10/2023 15:00 | Port Vale | 1 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2023-10-24 19:45:0024/10/2023 19:45 | Blackpool | 3 - 2 | Cheltenham | League One | 2023/24 | N/A |
| 2023-10-21 15:00:0021/10/2023 15:00 | Cheltenham | 1 - 0 | Cambridge | League One | 2023/24 | N/A |
| 2023-10-14 15:00:0014/10/2023 15:00 | Wycombe | 15:00:00Postponed | Cheltenham | League One | 2023/24 | N/A |
| 2023-10-10 19:30:0010/10/2023 19:30 | Cheltenham | 0 - 2 | Newport | EFL Trophy | 2023/24 | N/A |
| 2023-10-07 15:00:0007/10/2023 15:00 | Cheltenham | 1 - 1 | Derby | League One | 2023/24 | N/A |
| 2023-10-03 19:45:0003/10/2023 19:45 | Cheltenham | 0 - 2 | Fleetwood | League One | 2023/24 | N/A |
| 2023-09-30 15:00:0030/09/2023 15:00 | Lincoln | 2 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-23 15:00:0023/09/2023 15:00 | Cheltenham | 0 - 3 | Stevenage | League One | 2023/24 | N/A |
| 2023-09-19 19:45:0019/09/2023 19:45 | Peterborough | 3 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-16 15:00:0016/09/2023 15:00 | Exeter | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-09-05 19:45:0005/09/2023 19:45 | Bris Rovers | 4 - 1 | Cheltenham | EFL Trophy | 2023/24 | N/A |
| 2023-09-02 15:00:0002/09/2023 15:00 | Cheltenham | 0 - 2 | Barnsley | League One | 2023/24 | N/A |
| 2023-08-26 15:00:0026/08/2023 15:00 | Cheltenham | 0 - 1 | Northampton | League One | 2023/24 | N/A |
| 2023-08-19 15:00:0019/08/2023 15:00 | Portsmouth | 0 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-08-15 20:00:0015/08/2023 20:00 | Reading | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-08-12 15:00:0012/08/2023 15:00 | Cheltenham | 0 - 3 | Bolton | League One | 2023/24 | N/A |
| 2023-08-08 19:45:0008/08/2023 19:45 | Cheltenham | 0 - 2 | Birmingham | EFL Cup | 2023/24 | N/A |
| 2023-08-05 15:00:0005/08/2023 15:00 | Shrewsbury | 1 - 0 | Cheltenham | League One | 2023/24 | N/A |
| 2023-07-29 14:00:0029/07/2023 14:00 | Newport | 1 - 1 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-25 19:45:0025/07/2023 19:45 | Cheltenham | 1 - 1 | Bristol City | Club Friendly | 2023/24 | N/A |
| 2023-07-22 15:00:0022/07/2023 15:00 | Cheltenham | 2 - 3 | Birmingham | Club Friendly | 2023/24 | N/A |
| 2023-07-18 19:45:0018/07/2023 19:45 | Cheltenham | 1 - 0 | West Brom | Club Friendly | 2023/24 | N/A |
| 2023-07-15 15:00:0015/07/2023 15:00 | Weston | 1 - 2 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-11 19:45:0011/07/2023 19:45 | Swindon Supermarine | 0 - 6 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-07-08 15:00:0008/07/2023 15:00 | Evesham | 2 - 4 | Cheltenham | Club Friendly | 2023/24 | N/A |
| 2023-05-07 12:00:0007/05/2023 12:00 | Cheltenham | 2 - 2 | Charlton | League One | 2022/23 | N/A |
| 2023-04-29 15:00:0029/04/2023 15:00 | Wycombe | 0 - 3 | Cheltenham | League One | 2022/23 | N/A |
| 2023-04-25 19:45:0025/04/2023 19:45 | Oxford | 4 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2023-04-22 15:00:0022/04/2023 15:00 | Cheltenham | 3 - 1 | Forest Green | League One | 2022/23 | N/A |
| 2023-04-15 15:00:0015/04/2023 15:00 | MK Dons | 2 - 2 | Cheltenham | League One | 2022/23 | N/A |
| 2023-04-10 15:00:0010/04/2023 15:00 | Cheltenham | 1 - 1 | Ipswich | League One | 2022/23 | N/A |
| 2023-04-07 15:00:0007/04/2023 15:00 | Lincoln | 2 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2023-04-01 15:00:0001/04/2023 15:00 | Cheltenham | 0 - 0 | Burton | League One | 2022/23 | N/A |
| 2023-03-29 19:45:0029/03/2023 19:45 | Cheltenham | 2 - 2 | Sheff Wed | League One | 2022/23 | N/A |
| 2023-03-18 15:00:0018/03/2023 15:00 | Cheltenham | 3 - 1 | Exeter | League One | 2022/23 | N/A |
| 2023-03-11 15:00:0011/03/2023 15:00 | Peterborough | 0 - 3 | Cheltenham | League One | 2022/23 | N/A |
| 2023-03-07 19:45:0007/03/2023 19:45 | Cheltenham | 0 - 0 | Lincoln | League One | 2022/23 | N/A |
| 2023-03-04 15:00:0004/03/2023 15:00 | Cheltenham | 1 - 0 | Fleetwood | League One | 2022/23 | N/A |
| 2023-02-28 19:45:0028/02/2023 19:45 | Derby | 2 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2023-02-25 15:00:0025/02/2023 15:00 | Portsmouth | 4 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2023-02-21 20:00:3821/02/2023 20:00 | Plymouth | 1 (3) - 1 (2) | Cheltenham | EFL Trophy | 2022/23 | N/A |
| 2023-02-18 15:00:0018/02/2023 15:00 | Cheltenham | 0 - 4 | Barnsley | League One | 2022/23 | N/A |
| 2023-02-14 19:45:0014/02/2023 19:45 | Cambridge | 1 - 2 | Cheltenham | League One | 2022/23 | N/A |
| 2023-02-11 15:00:0011/02/2023 15:00 | Cheltenham | 0 - 0 | Accrington | League One | 2022/23 | N/A |
| 2023-02-04 15:00:0004/02/2023 15:00 | Bolton | 1 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2023-01-28 15:00:0028/01/2023 15:00 | Cheltenham | 0 - 0 | Port Vale | League One | 2022/23 | N/A |
| 2023-01-21 15:00:0021/01/2023 15:00 | Plymouth | 4 - 2 | Cheltenham | League One | 2022/23 | N/A |
| 2023-01-14 15:00:0014/01/2023 15:00 | Cheltenham | 2 - 3 | Derby | League One | 2022/23 | N/A |
| 2023-01-10 19:45:0010/01/2023 19:45 | Cheltenham | 3 - 1 | Salford | EFL Trophy | 2022/23 | N/A |
| 2023-01-07 15:00:0007/01/2023 15:00 | Morecambe | 2 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2023-01-01 15:00:0001/01/2023 15:00 | Bris Rovers | 2 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2022-12-29 19:45:0029/12/2022 19:45 | Shrewsbury | 0 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2022-12-26 15:00:0026/12/2022 15:00 | Cheltenham | 0 - 1 | Plymouth | League One | 2022/23 | N/A |
| 2022-12-13 19:00:0013/12/2022 19:00 | Cheltenham | 4 - 0 | Chelsea U23 | EFL Trophy | 2022/23 | N/A |
| 2022-12-10 14:00:0010/12/2022 14:00 | Forest Green | 1 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-12-02 19:45:0002/12/2022 19:45 | Charlton | 0 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2022-11-22 19:00:0022/11/2022 19:00 | Forest Green | 1 (3) - 1 (4) | Cheltenham | EFL Trophy | 2022/23 | N/A |
| 2022-11-19 15:00:0019/11/2022 15:00 | Cheltenham | 1 - 0 | Wycombe | League One | 2022/23 | N/A |
| 2022-11-12 15:00:0012/11/2022 15:00 | Ipswich | 1 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2022-11-05 15:00:0005/11/2022 15:00 | Cheltenham | 1 - 2 | Alvechurch | FA Cup | 2022/23 | N/A |
| 2022-10-29 15:00:0029/10/2022 15:00 | Cheltenham | 0 - 0 | MK Dons | League One | 2022/23 | N/A |
| 2022-10-25 19:45:0025/10/2022 19:45 | Cheltenham | 1 - 0 | Morecambe | League One | 2022/23 | N/A |
| 2022-10-22 15:00:0022/10/2022 15:00 | Burton | 1 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-10-18 19:00:0018/10/2022 19:00 | Cheltenham | 1 - 2 | West Ham U23 | EFL Trophy | 2022/23 | N/A |
| 2022-10-15 15:00:0015/10/2022 15:00 | Cheltenham | 1 - 4 | Bris Rovers | League One | 2022/23 | N/A |
| 2022-10-08 15:00:0008/10/2022 15:00 | Sheff Wed | 3 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-10-04 19:45:0004/10/2022 19:45 | Cheltenham | 1 - 0 | Bolton | League One | 2022/23 | N/A |
| 2022-10-01 15:00:0001/10/2022 15:00 | Cheltenham | 2 - 0 | Shrewsbury | League One | 2022/23 | N/A |
| 2022-09-20 19:00:0020/09/2022 19:00 | Cheltenham | 2 - 1 | Walsall | EFL Trophy | 2022/23 | N/A |
| 2022-09-17 15:00:0017/09/2022 15:00 | Accrington | 1 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-09-13 19:45:0013/09/2022 19:45 | Cheltenham | 2 - 1 | Cambridge | League One | 2022/23 | N/A |
| 2022-09-03 15:00:0003/09/2022 15:00 | Port Vale | 2 - 2 | Cheltenham | League One | 2022/23 | N/A |
| 2022-08-30 19:00:0030/08/2022 19:00 | MK Dons | 1 - 2 | Cheltenham | EFL Trophy | 2022/23 | N/A |
| 2022-08-27 15:00:0027/08/2022 15:00 | Cheltenham | 1 - 2 | Oxford | League One | 2022/23 | N/A |
| 2022-08-20 15:00:0020/08/2022 15:00 | Exeter | 0 - 1 | Cheltenham | League One | 2022/23 | N/A |
| 2022-08-16 19:45:0016/08/2022 19:45 | Fleetwood | 0 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-08-13 15:00:0013/08/2022 15:00 | Cheltenham | 0 - 2 | Portsmouth | League One | 2022/23 | N/A |
| 2022-08-09 19:45:0009/08/2022 19:45 | Cheltenham | 0 - 7 | Exeter | EFL Cup | 2022/23 | N/A |
| 2022-08-06 15:00:0006/08/2022 15:00 | Barnsley | 1 - 0 | Cheltenham | League One | 2022/23 | N/A |
| 2022-07-30 15:00:0030/07/2022 15:00 | Cheltenham | 2 - 3 | Peterborough | League One | 2022/23 | N/A |
| 2022-07-23 15:00:0023/07/2022 15:00 | Cheltenham | 2 - 0 | Northampton | Club Friendly | 2022/23 | N/A |
| 2022-07-19 19:45:0019/07/2022 19:45 | Cheltenham | 1 - 0 | Birmingham | Club Friendly | 2022/23 | N/A |
| 2022-07-16 15:00:0016/07/2022 15:00 | Cheltenham | 1 - 2 | Cardiff | Club Friendly | 2022/23 | N/A |
| 2022-07-09 15:00:0009/07/2022 15:00 | Bath | 0 - 0 | Cheltenham | Club Friendly | 2022/23 | N/A |
| 2022-07-06 14:00:0006/07/2022 14:00 | Bristol City | 2 - 0 | Cheltenham | Club Friendly | 2022/23 | N/A |
| 2022-07-02 15:00:0002/07/2022 15:00 | Evesham | 0 - 4 | Cheltenham | Club Friendly | 2022/23 | N/A |
| 2022-04-30 12:30:0030/04/2022 12:30 | Cambridge | 2 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2022-04-23 15:00:0023/04/2022 15:00 | Cheltenham | 1 - 2 | Bolton | League One | 2021/22 | N/A |
| 2022-04-18 15:00:0018/04/2022 15:00 | Lincoln | 3 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2022-04-15 15:00:0015/04/2022 15:00 | Cheltenham | 2 - 2 | Gillingham | League One | 2021/22 | N/A |
| 2022-04-09 15:00:0009/04/2022 15:00 | Cheltenham | 1 - 0 | Portsmouth | League One | 2021/22 | N/A |
| 2022-04-02 15:00:0002/04/2022 15:00 | Accrington | 4 - 4 | Cheltenham | League One | 2021/22 | N/A |
| 2022-03-26 15:00:0026/03/2022 15:00 | Sheff Wed | 4 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2022-03-22 19:45:0022/03/2022 19:45 | Plymouth | 2 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2022-03-19 15:00:0019/03/2022 15:00 | Cheltenham | 3 - 1 | Wimbledon | League One | 2021/22 | N/A |
| 2022-03-12 15:00:0012/03/2022 15:00 | Morecambe | 1 - 3 | Cheltenham | League One | 2021/22 | N/A |
| 2022-03-08 19:45:0008/03/2022 19:45 | MK Dons | 3 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2022-03-05 15:00:0005/03/2022 15:00 | Cheltenham | 4 - 0 | Doncaster | League One | 2021/22 | N/A |
| 2022-02-26 15:00:0026/02/2022 15:00 | Cheltenham | 1 - 2 | Crewe | League One | 2021/22 | N/A |
| 2022-02-22 19:45:0022/02/2022 19:45 | Ipswich | 0 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2022-02-19 15:00:0019/02/2022 15:00 | Wycombe | 5 - 5 | Cheltenham | League One | 2021/22 | N/A |
| 2022-02-12 15:00:0012/02/2022 15:00 | Cheltenham | 2 - 0 | Fleetwood | League One | 2021/22 | N/A |
| 2022-02-08 19:45:0008/02/2022 19:45 | Cheltenham | 2 - 1 | Sunderland | League One | 2021/22 | N/A |
| 2022-02-01 19:45:0001/02/2022 19:45 | Wimbledon | 2 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2022-01-29 15:00:0029/01/2022 15:00 | Cheltenham | 0 - 0 | Wigan | League One | 2021/22 | N/A |
| 2022-01-22 15:00:0022/01/2022 15:00 | Rotherham | 1 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2022-01-15 15:00:0015/01/2022 15:00 | Cheltenham | 1 - 1 | Charlton | League One | 2021/22 | N/A |
| 2022-01-08 15:00:0008/01/2022 15:00 | Cheltenham | 1 - 1 | Burton | League One | 2021/22 | N/A |
| 2022-01-01 15:00:0001/01/2022 15:00 | Oxford | 1 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2021-12-26 15:00:0026/12/2021 15:00 | Cheltenham | 0 - 2 | Plymouth | League One | 2021/22 | N/A |
| 2021-12-18 15:00:0018/12/2021 15:00 | Shrewsbury | 3 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2021-12-11 15:00:0011/12/2021 15:00 | Cheltenham | 2 - 2 | Lincoln | League One | 2021/22 | N/A |
| 2021-12-07 19:45:0007/12/2021 19:45 | Cheltenham | 0 - 5 | Cambridge | League One | 2021/22 | N/A |
| 2021-12-04 15:00:0004/12/2021 15:00 | Wimbledon | 4 - 3 | Cheltenham | FA Cup | 2021/22 | N/A |
| 2021-11-27 15:00:0027/11/2021 15:00 | Bolton | 2 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2021-11-23 19:45:0023/11/2021 19:45 | Gillingham | 0 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2021-11-20 15:00:0020/11/2021 15:00 | Cheltenham | 2 - 1 | Shrewsbury | League One | 2021/22 | N/A |
| 2021-11-16 19:45:0016/11/2021 19:45 | Cheltenham | 1 - 0 | Gillingham | FA Cup | 2021/22 | N/A |
| 2021-11-06 14:00:0006/11/2021 14:00 | Gillingham | 1 - 1 | Cheltenham | FA Cup | 2021/22 | N/A |
| 2021-11-02 19:45:0002/11/2021 19:45 | Portsmouth | 1 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2021-10-30 15:00:0030/10/2021 15:00 | Cheltenham | 2 - 2 | Sheff Wed | League One | 2021/22 | N/A |
| 2021-10-26 19:00:0026/10/2021 19:00 | Cheltenham | 0 - 0 | Chelsea U23 | EFL Trophy | 2021/22 | N/A |
| 2021-10-23 15:00:0023/10/2021 15:00 | Doncaster | 3 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2021-10-19 19:45:0019/10/2021 19:45 | Cheltenham | 3 - 1 | Morecambe | League One | 2021/22 | N/A |
| 2021-10-16 15:00:0016/10/2021 15:00 | Cheltenham | 1 - 0 | Accrington | League One | 2021/22 | N/A |
| 2021-10-05 19:00:0005/10/2021 19:00 | Cheltenham | 2 - 2 | Exeter | EFL Trophy | 2021/22 | N/A |
| 2021-10-02 15:00:0002/10/2021 15:00 | Cheltenham | 0 - 2 | Rotherham | League One | 2021/22 | N/A |
| 2021-09-28 19:45:0028/09/2021 19:45 | Sunderland | 5 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2021-09-25 15:00:0025/09/2021 15:00 | Wigan | 2 - 0 | Cheltenham | League One | 2021/22 | N/A |
| 2021-09-21 19:45:0021/09/2021 19:45 | Preston | 4 - 1 | Cheltenham | EFL Cup | 2021/22 | N/A |
| 2021-09-18 15:00:0018/09/2021 15:00 | Cheltenham | 1 - 0 | Oxford | League One | 2021/22 | N/A |
| 2021-09-11 15:00:0011/09/2021 15:00 | Charlton | 1 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2021-09-04 15:00:0004/09/2021 15:00 | Cheltenham | 1 - 1 | MK Dons | League One | 2021/22 | N/A |
| 2021-08-31 19:00:0031/08/2021 19:00 | Bris Rovers | 2 - 0 | Cheltenham | EFL Trophy | 2021/22 | N/A |
| 2021-08-27 19:45:0027/08/2021 19:45 | Burton | 1 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2021-08-24 19:45:0024/08/2021 19:45 | Gillingham | 1 (4) - 1 (5) | Cheltenham | EFL Cup | 2021/22 | N/A |
| 2021-08-21 15:00:0021/08/2021 15:00 | Fleetwood | 3 - 2 | Cheltenham | League One | 2021/22 | N/A |
| 2021-08-17 19:45:0017/08/2021 19:45 | Cheltenham | 2 - 1 | Ipswich | League One | 2021/22 | N/A |
| 2021-08-14 15:00:0014/08/2021 15:00 | Cheltenham | 1 - 3 | Wycombe | League One | 2021/22 | N/A |
| 2021-08-10 19:45:0010/08/2021 19:45 | Bris Rovers | 0 - 2 | Cheltenham | EFL Cup | 2021/22 | N/A |
| 2021-08-07 15:00:0007/08/2021 15:00 | Crewe | 1 - 1 | Cheltenham | League One | 2021/22 | N/A |
| 2021-07-31 15:00:4231/07/2021 15:00 | Cheltenham | 2 - 0 | Walsall | Club Friendly | 2021/22 | N/A |
| 2021-07-24 15:00:5824/07/2021 15:00 | Cheltenham | 2 - 0 | Coventry | Club Friendly | 2021/22 | N/A |
| 2021-07-20 19:00:0020/07/2021 19:00 | Kidderminster | 1 - 2 | Cheltenham | Club Friendly | 2021/22 | N/A |
| 2021-07-17 15:00:0017/07/2021 15:00 | Cheltenham | 0 - 3 | Birmingham | Club Friendly | 2021/22 | N/A |
| 2021-07-13 19:30:0013/07/2021 19:30 | Evesham | 0 - 3 | Cheltenham | Club Friendly | 2021/22 | N/A |
| 2021-07-10 15:00:3110/07/2021 15:00 | Cinderford | 0 - 3 | Cheltenham | Club Friendly | 2021/22 | N/A |
| 2021-05-08 15:00:0008/05/2021 15:00 | Cheltenham | 4 - 1 | Harrogate | League Two | 2020/21 | N/A |
| 2021-05-01 15:00:0001/05/2021 15:00 | Newport | 1 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-04-27 19:00:0027/04/2021 19:00 | Cheltenham | 1 - 1 | Carlisle | League Two | 2020/21 | N/A |
| 2021-04-24 15:00:0024/04/2021 15:00 | Cheltenham | 1 - 0 | Colchester | League Two | 2020/21 | N/A |
| 2021-04-20 19:00:0020/04/2021 19:00 | Stevenage | 0 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-04-16 18:30:0016/04/2021 18:30 | Crawley | 1 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-04-10 15:00:0010/04/2021 15:00 | Cheltenham | 1 - 0 | Leyton Orient | League Two | 2020/21 | N/A |
| 2021-04-05 15:00:0005/04/2021 15:00 | Grimsby | 1 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-04-02 15:00:0002/04/2021 15:00 | Cheltenham | 4 - 0 | Tranmere | League Two | 2020/21 | N/A |
| 2021-03-27 15:00:0027/03/2021 15:00 | Morecambe | 1 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-03-20 15:00:0020/03/2021 15:00 | Cheltenham | 2 - 0 | Salford | League Two | 2020/21 | N/A |
| 2021-03-16 19:00:0016/03/2021 19:00 | Cheltenham | 0 - 2 | Barrow | League Two | 2020/21 | N/A |
| 2021-03-13 15:00:0013/03/2021 15:00 | Exeter | 0 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-03-09 19:00:0009/03/2021 19:00 | Mansfield | 3 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-03-06 15:00:0006/03/2021 15:00 | Cheltenham | 3 - 2 | Port Vale | League Two | 2020/21 | N/A |
| 2021-03-02 19:00:0002/03/2021 19:00 | Cheltenham | 1 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-02-27 15:00:0027/02/2021 15:00 | Scunthorpe | 0 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-02-23 19:00:0023/02/2021 19:00 | Cambridge | 0 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-02-20 15:00:0020/02/2021 15:00 | Cheltenham | 0 - 2 | Bradford | League Two | 2020/21 | N/A |
| 2021-02-16 19:00:0016/02/2021 19:00 | Walsall | 1 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-02-09 18:00:0009/02/2021 18:00 | Harrogate | 0 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-01-30 15:00:0030/01/2021 15:00 | Forest Green | 0 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-01-26 19:00:0026/01/2021 19:00 | Cheltenham | 2 - 0 | Oldham | League Two | 2020/21 | N/A |
| 2021-01-23 17:30:0023/01/2021 17:30 | Cheltenham | 1 - 3 | Man City | FA Cup | 2020/21 | N/A |
| 2021-01-19 19:00:0019/01/2021 19:00 | Cheltenham | 1 - 1 | Newport | League Two | 2020/21 | N/A |
| 2021-01-16 15:00:0016/01/2021 15:00 | Bolton | 1 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2021-01-10 13:30:0010/01/2021 13:30 | Cheltenham | 2 - 1 | Mansfield | FA Cup | 2020/21 | N/A |
| 2020-12-29 19:45:0029/12/2020 19:45 | Colchester | 0 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-12-26 15:00:0026/12/2020 15:00 | Cheltenham | 1 - 1 | Stevenage | League Two | 2020/21 | N/A |
| 2020-12-19 15:00:0019/12/2020 15:00 | Barrow | 3 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-12-15 19:45:0015/12/2020 19:45 | Cheltenham | 0 - 1 | Bolton | League Two | 2020/21 | N/A |
| 2020-12-12 15:00:0012/12/2020 15:00 | Salford | 0 - 0 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-12-08 19:00:0008/12/2020 19:00 | Cheltenham | 0 - 3 | Portsmouth | EFL Trophy | 2020/21 | N/A |
| 2020-12-05 15:00:0005/12/2020 15:00 | Cheltenham | 5 - 3 | Exeter | League Two | 2020/21 | N/A |
| 2020-12-01 19:00:0001/12/2020 19:00 | Bradford | 1 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-11-28 15:00:0028/11/2020 15:00 | Cheltenham | 2 - 1 | Crewe | FA Cup | 2020/21 | N/A |
| 2020-11-24 19:00:0024/11/2020 19:00 | Cheltenham | 1 - 1 | Cambridge | League Two | 2020/21 | N/A |
| 2020-11-21 15:00:0021/11/2020 15:00 | Cheltenham | 3 - 0 | Walsall | League Two | 2020/21 | N/A |
| 2020-11-14 15:00:0014/11/2020 15:00 | Carlisle | 1 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-11-10 18:00:0010/11/2020 18:00 | Cheltenham | 1 - 0 | Norwich City U23 | EFL Trophy | 2020/21 | N/A |
| 2020-11-07 15:00:0007/11/2020 15:00 | Cheltenham | 3 - 1 | South Shields | FA Cup | 2020/21 | N/A |
| 2020-11-03 18:00:0003/11/2020 18:00 | Oldham | 2 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-10-31 15:00:0031/10/2020 15:00 | Cheltenham | 2 - 1 | Forest Green | League Two | 2020/21 | N/A |
| 2020-10-27 19:00:0027/10/2020 19:00 | Port Vale | 2 - 1 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-10-24 15:00:0024/10/2020 15:00 | Cheltenham | 0 - 0 | Mansfield | League Two | 2020/21 | N/A |
| 2020-10-20 18:00:0020/10/2020 18:00 | Cheltenham | 1 - 0 | Scunthorpe | League Two | 2020/21 | N/A |
| 2020-10-17 15:00:0017/10/2020 15:00 | Southend | 0 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-10-13 19:00:0013/10/2020 19:00 | Cheltenham | 1 - 3 | Grimsby | League Two | 2020/21 | N/A |
| 2020-10-10 15:00:0010/10/2020 15:00 | Cheltenham | 2 - 0 | Crawley | League Two | 2020/21 | N/A |
| 2020-10-06 19:45:0006/10/2020 19:45 | Cheltenham | 2 - 0 | Plymouth | EFL Trophy | 2020/21 | N/A |
| 2020-10-03 15:00:0003/10/2020 15:00 | Leyton Orient | 0 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-09-19 15:00:0019/09/2020 15:00 | Tranmere | 0 - 3 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-09-15 18:00:0015/09/2020 18:00 | Millwall | 3 - 1 | Cheltenham | EFL Cup | 2020/21 | N/A |
| 2020-09-12 15:00:0012/09/2020 15:00 | Cheltenham | 1 - 2 | Morecambe | League Two | 2020/21 | N/A |
| 2020-09-08 19:00:0008/09/2020 19:00 | Newport | 0 - 1 | Cheltenham | EFL Trophy | 2020/21 | N/A |
| 2020-09-05 15:00:0005/09/2020 15:00 | Peterborough | 0 - 1 | Cheltenham | EFL Cup | 2020/21 | N/A |
| 2020-08-21 12:00:0021/08/2020 12:00 | Bristol City | 4 - 0 | Cheltenham | Club Friendly | 2020/21 | N/A |
| 2020-06-22 20:00:1922/06/2020 20:00 | Cheltenham | 0 - 3 | Northampton | League Two Playoffs | 2019/20 | N/A |
| 2020-06-18 19:45:2318/06/2020 19:45 | Northampton | 0 - 2 | Cheltenham | League Two Playoffs | 2019/20 | N/A |
| 2020-03-07 15:00:0007/03/2020 15:00 | Cheltenham | 0 - 0 | Port Vale | League Two | 2019/20 | N/A |
| 2020-02-29 15:00:0029/02/2020 15:00 | Colchester | 0 - 2 | Cheltenham | League Two | 2019/20 | N/A |
| 2020-02-25 19:45:0025/02/2020 19:45 | Cheltenham | 2 - 1 | Northampton | League Two | 2019/20 | N/A |
| 2020-02-22 15:00:0022/02/2020 15:00 | Cheltenham | 1 - 0 | Mansfield | League Two | 2019/20 | N/A |
| 2020-02-15 15:00:0015/02/2020 15:00 | Cheltenham | 2 - 1 | Leyton Orient | League Two | 2019/20 | N/A |
| 2020-02-11 19:45:0011/02/2020 19:45 | Carlisle | 0 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2020-02-08 15:00:0008/02/2020 15:00 | Scunthorpe | 1 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2020-02-01 15:00:0001/02/2020 15:00 | Cheltenham | 2 - 1 | Morecambe | League Two | 2019/20 | N/A |
| 2020-01-28 19:45:0028/01/2020 19:45 | Bradford | 1 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2020-01-18 15:00:0018/01/2020 15:00 | Crewe | 1 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2020-01-11 15:00:0011/01/2020 15:00 | Cheltenham | 3 - 1 | Walsall | League Two | 2019/20 | N/A |
| 2020-01-04 15:00:0004/01/2020 15:00 | Cheltenham | 3 - 0 | Oldham | League Two | 2019/20 | N/A |
| 2020-01-01 15:00:0001/01/2020 15:00 | Newport | 1 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-12-29 15:00:0029/12/2019 15:00 | Northampton | 1 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-12-26 15:00:0026/12/2019 15:00 | Cheltenham | 0 - 1 | Plymouth | League Two | 2019/20 | N/A |
| 2019-12-21 15:00:0021/12/2019 15:00 | Port Vale | 1 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-12-14 15:00:0014/12/2019 15:00 | Cheltenham | 1 - 1 | Cambridge | League Two | 2019/20 | N/A |
| 2019-12-07 15:00:0007/12/2019 15:00 | Mansfield | 0 - 3 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-11-30 15:00:0030/11/2019 15:00 | Cheltenham | 1 - 3 | Port Vale | FA Cup | 2019/20 | N/A |
| 2019-11-26 19:45:0026/11/2019 19:45 | Grimsby | 0 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-11-23 15:00:0023/11/2019 15:00 | Cheltenham | 1 - 1 | Colchester | League Two | 2019/20 | N/A |
| 2019-11-19 19:45:0019/11/2019 19:45 | Swindon | 0 - 1 | Cheltenham | FA Cup | 2019/20 | N/A |
| 2019-11-16 15:00:0016/11/2019 15:00 | Exeter | 0 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-11-12 19:45:0012/11/2019 19:45 | Cheltenham | 4 - 7 | Newport | EFL Trophy | 2019/20 | N/A |
| 2019-11-09 15:00:0009/11/2019 15:00 | Cheltenham | 1 - 1 | Swindon | FA Cup | 2019/20 | N/A |
| 2019-11-02 15:00:0002/11/2019 15:00 | Cheltenham | 1 - 2 | Forest Green | League Two | 2019/20 | N/A |
| 2019-10-22 19:45:0022/10/2019 19:45 | Cheltenham | 3 - 0 | Macclesfield | League Two | 2019/20 | N/A |
| 2019-10-19 15:00:0019/10/2019 15:00 | Walsall | 1 - 2 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-10-08 19:45:0008/10/2019 19:45 | Cheltenham | 4 - 3 | West Ham U23 | EFL Trophy | 2019/20 | N/A |
| 2019-10-05 15:00:0005/10/2019 15:00 | Oldham | 1 - 1 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-09-28 15:00:0028/09/2019 15:00 | Cheltenham | 1 - 1 | Crewe | League Two | 2019/20 | N/A |
| 2019-09-21 15:00:0021/09/2019 15:00 | Plymouth | 0 - 2 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-09-17 19:45:0017/09/2019 19:45 | Cheltenham | 3 - 2 | Bradford | League Two | 2019/20 | N/A |
| 2019-09-14 15:00:0014/09/2019 15:00 | Salford | 0 - 2 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-09-07 15:00:0007/09/2019 15:00 | Cheltenham | 4 - 2 | Stevenage | League Two | 2019/20 | N/A |
| 2019-09-03 19:45:0003/09/2019 19:45 | Exeter | 1 - 0 | Cheltenham | EFL Trophy | 2019/20 | N/A |
| 2019-08-31 15:00:0031/08/2019 15:00 | Crawley | 1 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-08-24 15:00:0024/08/2019 15:00 | Cheltenham | 2 - 2 | Swindon | League Two | 2019/20 | N/A |
| 2019-08-20 19:45:0020/08/2019 19:45 | Cheltenham | 2 - 0 | Carlisle | League Two | 2019/20 | N/A |
| 2019-08-17 15:00:0017/08/2019 15:00 | Morecambe | 0 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-08-13 19:45:0013/08/2019 19:45 | Bris Rovers | 3 - 0 | Cheltenham | EFL Cup | 2019/20 | N/A |
| 2019-08-10 15:00:0010/08/2019 15:00 | Cheltenham | 4 - 1 | Scunthorpe | League Two | 2019/20 | N/A |
| 2019-08-03 15:00:0003/08/2019 15:00 | Leyton Orient | 1 - 0 | Cheltenham | League Two | 2019/20 | N/A |
| 2019-07-27 15:00:0027/07/2019 15:00 | Cheltenham | 2 - 3 | Burnley U23 | Club Friendly | 2019/20 | N/A |
| 2019-07-23 19:45:0023/07/2019 19:45 | Cheltenham | 2 - 2 | Shrewsbury | Club Friendly | 2019/20 | N/A |
| 2019-07-20 15:00:0020/07/2019 15:00 | Cheltenham | 1 - 2 | Leicester | Club Friendly | 2019/20 | N/A |
| 2019-07-19 19:45:0019/07/2019 19:45 | Taunton | 7 - 0 | Cheltenham | Club Friendly | 2019/20 | N/A |
| 2019-07-17 19:45:0017/07/2019 19:45 | Hereford | 2 - 2 | Cheltenham | Club Friendly | 2019/20 | N/A |
| 2019-07-13 15:00:0013/07/2019 15:00 | Stratford | 2 - 1 | Cheltenham | Club Friendly | 2019/20 | N/A |
| 2019-05-04 15:00:0004/05/2019 15:00 | Stevenage | 2 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-04-27 15:00:0027/04/2019 15:00 | Cheltenham | 3 - 2 | Swindon | League Two | 2018/19 | N/A |
| 2019-04-22 15:00:0022/04/2019 15:00 | Morecambe | 4 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-04-19 15:00:0019/04/2019 15:00 | Cheltenham | 0 - 0 | Oldham | League Two | 2018/19 | N/A |
| 2019-04-13 15:00:0013/04/2019 15:00 | Lincoln | 1 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-04-06 15:00:0006/04/2019 15:00 | Cheltenham | 1 - 1 | Exeter | League Two | 2018/19 | N/A |
| 2019-03-30 15:00:0030/03/2019 15:00 | Crewe | 1 - 3 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-03-23 15:00:0023/03/2019 15:00 | Cheltenham | 3 - 1 | Northampton | League Two | 2018/19 | N/A |
| 2019-03-15 19:45:0015/03/2019 19:45 | Newport | 1 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-03-09 15:00:0009/03/2019 15:00 | Cheltenham | 4 - 1 | Notts County | League Two | 2018/19 | N/A |
| 2019-03-05 19:45:0005/03/2019 19:45 | Cheltenham | 1 - 1 | Bury | League Two | 2018/19 | N/A |
| 2019-03-02 15:00:0002/03/2019 15:00 | Mansfield | 4 - 2 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-02-23 15:00:0023/02/2019 15:00 | Cheltenham | 1 - 0 | Port Vale | League Two | 2018/19 | N/A |
| 2019-02-19 19:45:0019/02/2019 19:45 | Cheltenham | 2 - 0 | Cambridge | League Two | 2018/19 | N/A |
| 2019-02-16 15:00:0016/02/2019 15:00 | Grimsby | 1 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-02-09 15:00:0009/02/2019 15:00 | Colchester | 3 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-02-05 19:45:1005/02/2019 19:45 | Cheltenham | 1 - 0 | Yeovil | League Two | 2018/19 | N/A |
| 2019-01-26 15:00:0026/01/2019 15:00 | Cheltenham | 3 - 2 | Macclesfield | League Two | 2018/19 | N/A |
| 2019-01-19 15:00:0019/01/2019 15:00 | Carlisle | 2 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-01-12 15:00:0012/01/2019 15:00 | Cheltenham | 1 - 3 | Tranmere | League Two | 2018/19 | N/A |
| 2019-01-08 19:45:3008/01/2019 19:45 | Cheltenham | 1 - 1 | Oxford | EFL Trophy | 2018/19 | N/A |
| 2019-01-05 15:00:0005/01/2019 15:00 | Crawley | 1 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2019-01-01 15:00:0001/01/2019 15:00 | Yeovil | 1 - 4 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-12-29 15:00:0029/12/2018 15:00 | Cheltenham | 2 - 2 | Forest Green | League Two | 2018/19 | N/A |
| 2018-12-26 15:00:0026/12/2018 15:00 | Cheltenham | 3 - 1 | MK Dons | League Two | 2018/19 | N/A |
| 2018-12-22 15:00:0022/12/2018 15:00 | Swindon | 0 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-12-15 15:00:0015/12/2018 15:00 | Port Vale | 2 - 2 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-12-08 15:00:0008/12/2018 15:00 | Cheltenham | 2 - 1 | Grimsby | League Two | 2018/19 | N/A |
| 2018-12-04 19:45:0004/12/2018 19:45 | Cheltenham | 1 - 1 | Newport | EFL Trophy | 2018/19 | N/A |
| 2018-12-01 15:00:0001/12/2018 15:00 | Accrington | 3 - 1 | Cheltenham | FA Cup | 2018/19 | N/A |
| 2018-11-27 19:45:0027/11/2018 19:45 | Bury | 4 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-11-24 15:00:0024/11/2018 15:00 | Cheltenham | 2 - 1 | Newport | League Two | 2018/19 | N/A |
| 2018-11-20 19:45:0020/11/2018 19:45 | Cheltenham | 2 - 0 | Ebbsfleet | FA Cup | 2018/19 | N/A |
| 2018-11-17 15:00:0017/11/2018 15:00 | Notts County | 0 - 3 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-11-13 19:45:0013/11/2018 19:45 | Cheltenham | 2 - 0 | Coventry | EFL Trophy | 2018/19 | N/A |
| 2018-11-10 15:00:0010/11/2018 15:00 | Ebbsfleet | 0 - 0 | Cheltenham | FA Cup | 2018/19 | N/A |
| 2018-11-03 15:00:0003/11/2018 15:00 | Cheltenham | 2 - 2 | Mansfield | League Two | 2018/19 | N/A |
| 2018-10-30 19:45:5430/10/2018 19:45 | Cheltenham | 6 - 2 | Arsenal U23 | EFL Trophy | 2018/19 | N/A |
| 2018-10-27 15:00:2827/10/2018 15:00 | Cheltenham | 0 - 2 | Stevenage | League Two | 2018/19 | N/A |
| 2018-10-23 19:45:3623/10/2018 19:45 | Oldham | 2 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-10-20 15:00:1120/10/2018 15:00 | Forest Green | 1 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-10-06 15:00:3906/10/2018 15:00 | MK Dons | 3 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-10-02 19:45:4402/10/2018 19:45 | Cheltenham | 2 - 2 | Morecambe | League Two | 2018/19 | N/A |
| 2018-09-29 15:00:1629/09/2018 15:00 | Cheltenham | 0 - 2 | Lincoln | League Two | 2018/19 | N/A |
| 2018-09-22 15:00:4022/09/2018 15:00 | Exeter | 3 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-09-15 15:00:3915/09/2018 15:00 | Cheltenham | 0 - 0 | Crewe | League Two | 2018/19 | N/A |
| 2018-09-08 15:00:4308/09/2018 15:00 | Northampton | 1 - 3 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-09-04 19:30:3104/09/2018 19:30 | Forest Green | 4 - 0 | Cheltenham | EFL Trophy | 2018/19 | N/A |
| 2018-09-01 15:00:4101/09/2018 15:00 | Cheltenham | 1 - 3 | Colchester | League Two | 2018/19 | N/A |
| 2018-08-28 19:45:1628/08/2018 19:45 | Brentford | 1 - 0 | Cheltenham | EFL Cup | 2018/19 | N/A |
| 2018-08-25 15:00:4125/08/2018 15:00 | Cambridge | 0 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-08-21 19:45:0321/08/2018 19:45 | Macclesfield | 1 - 1 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-08-18 15:00:2518/08/2018 15:00 | Cheltenham | 0 - 1 | Carlisle | League Two | 2018/19 | N/A |
| 2018-08-14 19:45:5114/08/2018 19:45 | Cheltenham | 2 - 2 | Colchester | EFL Cup | 2018/19 | N/A |
| 2018-08-11 15:00:3611/08/2018 15:00 | Tranmere | 1 - 0 | Cheltenham | League Two | 2018/19 | N/A |
| 2018-08-04 15:00:5604/08/2018 15:00 | Cheltenham | 0 - 1 | Crawley | League Two | 2018/19 | N/A |
| 2018-07-28 15:00:3428/07/2018 15:00 | Cheltenham | 1 - 2 | Walsall | Club Friendly | 2018/19 | N/A |
| 2018-07-24 19:45:0824/07/2018 19:45 | Weston | 4 - 1 | Cheltenham | Club Friendly | 2018/19 | N/A |
| 2018-07-21 15:00:4621/07/2018 15:00 | Cheltenham | 0 - 3 | Birmingham | Club Friendly | 2018/19 | N/A |
| 2018-07-10 19:30:0810/07/2018 19:30 | Cheltenham | 2 - 4 | Bristol City | Club Friendly | 2018/19 | N/A |
