Home History
| England League 2 | 2014/08/09 14:00 | Cambridge Utd v Plymouth | L | 1-0 |
| Club Friendly List | 2014/08/02 14:00 | Weston Super Mare v Plymouth | W | 1-2 |
| Club Friendly List | 2014/07/30 18:45 | Plymouth v Yeovil | L | 1-2 |
| Club Friendly List | 2014/07/27 16:00 | Plymouth v Swansea | L | 0-4 |
| Club Friendly List | 2014/07/22 18:45 | Torquay v Plymouth | D | 0-0 |
Away History
| England League 1 | 2014/08/09 14:00 | Leyton Orient v Chesterfield | L | 1-2 |
| Club Friendly List | 2014/08/04 18:45 | Farnborough v Leyton Orient | D | 0-0 |
| Club Friendly List | 2014/08/02 14:00 | Leyton Orient v Ipswich | D | 1-1 |
| Club Friendly List | 2014/07/29 18:45 | Leyton Orient v QPR | D | 2-2 |
| Club Friendly List | 2014/07/26 14:00 | Northampton v Leyton Orient | W | 0-1 |
| Club Friendly List | 2014/07/23 18:30 | Gateshead v Leyton Orient | D | 0-0 |
| Club Friendly List | 2014/07/18 18:45 | Dartford v Leyton Orient | W | 2-3 |
| England League 1 | 2014/05/25 14:00 | Leyton Orient v Rotherham | L | 5-6 |