Home History
| England League 2 | 2014/12/13 15:00 | Mansfield v Cheltenham | D | 1-1 |
| England FA Cup | 2014/12/07 14:00 | Cheltenham v Dover | L | 0-1 |
| England League 2 | 2014/11/29 15:00 | Cheltenham v Oxford Utd | D | 1-1 |
| England League 2 | 2014/11/22 15:00 | Cheltenham v Wycombe | L | 1-4 |
| England League 2 | 2014/11/15 15:00 | Stevenage v Cheltenham | L | 5-1 |
| England FA Cup | 2014/11/08 15:00 | Cheltenham v Swindon | W | 5-0 |
| England League 2 | 2014/11/01 15:00 | Cheltenham v York | L | 0-1 |
| England League 2 | 2014/10/25 14:00 | Plymouth v Cheltenham | L | 3-0 |
Away History
| England League 2 | 2014/12/13 15:00 | Portsmouth v Accrington Stanley | L | 2-3 |
| England League 2 | 2014/11/29 15:00 | Tranmere v Portsmouth | L | 3-1 |
| England League 2 | 2014/11/22 15:00 | Portsmouth v Morecambe | W | 3-0 |
| England FA Cup | 2014/11/19 19:45 | Aldershot v Portsmouth | L | 1-0 |
| England League 2 | 2014/11/15 12:05 | Plymouth v Portsmouth | L | 3-0 |
| England FA Cup | 2014/11/09 14:00 | Portsmouth v Aldershot | D | 2-2 |
| England League 2 | 2014/11/01 15:00 | Portsmouth v Carlisle | W | 3-0 |
| England League 2 | 2014/10/25 14:00 | Shrewsbury v Portsmouth | L | 2-1 |