Home History
| England League 2 | 2016/08/16 18:45 | Colchester v Grimsby | L | 3-2 |
| England League 2 | 2016/08/13 14:00 | Wycombe v Grimsby | L | 2-1 |
| England EFL Cup | 2016/08/09 18:45 | Derby v Grimsby | L | 1-0 |
| England League 2 | 2016/08/06 14:00 | Grimsby v Morecambe | W | 2-0 |
| Club Friendly List | 2016/07/30 14:00 | Grimsby v Oldham | W | 2-1 |
| Europe Friendlies | 2016/07/27 18:30 | Gainsborough v Grimsby | L | 3-2 |
| Club Friendly List | 2016/07/23 14:00 | Grimsby v Sheff Utd | L | 1-3 |
| Europe Friendlies | 2016/07/19 18:30 | Boston Utd v Grimsby | D | 1-1 |
Away History
| England League 2 | 2016/08/16 18:45 | Leyton Orient v Stevenage | W | 3-0 |
| England League 2 | 2016/08/13 14:00 | Leyton Orient v Newport County | L | 0-1 |
| England EFL Cup | 2016/08/09 18:45 | Leyton Orient v Fulham | L | 2-3 |
| England League 2 | 2016/08/06 14:00 | Cheltenham v Leyton Orient | D | 1-1 |
| Club Friendly List | 2016/07/26 18:45 | Dag & Red v Leyton Orient | W | 1-2 |
| Club Friendly List | 2016/07/12 18:45 | Wealdstone v Leyton Orient | W | 1-2 |
| England League 2 | 2016/05/07 14:00 | Yeovil v Leyton Orient | W | 0-1 |
| England League 2 | 2016/04/30 14:00 | Leyton Orient v Mansfield | W | 1-0 |