| 6.12.20162016-12-6 20:45:00 | 20:45 | EFL Trophy Final Stage | 2. R |
Southend United - Oxford United
| -:- |
| 8.11.20162016-11-8 20:45:00 | 20:45 | EFL Trophy Southern Group G | 3. R |
Stevenage - Southend United
| 4:0 (2:0) | Lamex StadiumBroadhall WayStevenage, Hertfordshire,SG2 8RHGB |
| 4.11.20162016-11-4 20:45:00 | 20:45 | FA Cup | 1. R |
Millwall - Southend United
| 1:0 (0:0) | The DenZampa RoadLondon,SE16 3LNGB |
| 4.10.20162016-10-4 20:45:00 | 20:45 | EFL Trophy Southern Group G | 2. R |
Southend United - Leyton Orient
| 1:0 (0:0) |
| 30.8.20162016-8-30 20:45:00 | 20:45 | EFL Trophy Southern Group G | 1. R |
Southend United - Brighton & Hove Albion Academy
| 2:0 (1:0) |
| 9.8.20162016-8-9 20:45:00 | 20:45 | EFL Cup | 1. R |
Southend United - Gillingham
| 1:3 (1:0) |
| 8.12.20152015-12-8 20:45:00 | 20:45 | Johnstones Paint Trophy | 1/4 |
Southend United - Millwall
| 0:2 (0:1) |
