Head to Head
| England League 1 | 2016/08/06 14:00 | Southend v Gillingham | L | 1-3 |
| England League 1 | 2016/03/19 15:00 | Southend v Gillingham | D | 1-1 |
| England League 1 | 2015/10/24 14:00 | Gillingham v Southend | D | 1-1 |
Home History
| England League 1 | 2016/08/06 14:00 | Southend v Gillingham | L | 1-3 |
| Club Friendly List | 2016/07/12 18:45 | Canvey Island v Southend | W | 1-2 |
| Club Friendly List | 2016/07/09 12:00 | Great Wakering Rovers v Southend | W | 0-7 |
| England League 1 | 2016/05/08 11:30 | Bury v Southend | L | 3-2 |
| England League 1 | 2016/04/30 14:00 | Southend v Bradford | L | 0-1 |
| England League 1 | 2016/04/23 14:00 | Wigan v Southend | L | 4-1 |
| England League 1 | 2016/04/19 18:45 | Southend v Oldham | L | 0-1 |
| England League 1 | 2016/04/16 14:00 | Walsall v Southend | L | 1-0 |
Away History
| England League 1 | 2016/08/06 14:00 | Southend v Gillingham | W | 1-3 |
| Club Friendly List | 2016/07/26 18:45 | Dartford v Gillingham | W | 1-2 |
| Club Friendly List | 2016/07/20 18:45 | Billericay Town v Gillingham | D | 1-1 |
| England League 1 | 2016/05/08 11:30 | Gillingham v Millwall | L | 1-2 |
| England League 1 | 2016/04/30 14:00 | Burton Albion v Gillingham | L | 2-1 |
| England League 1 | 2016/04/23 14:00 | Gillingham v Shrewsbury | L | 2-3 |
| England League 1 | 2016/04/19 18:45 | Rochdale v Gillingham | D | 1-1 |
| England League 1 | 2016/04/16 14:00 | Gillingham v Port Vale | L | 0-2 |