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| Portsmouth FC |
 |
2 | : | 0 |
 |
Southend United | |
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| 2019 • Nov 05 • 20:45 |  |
EFL League One 2019/20 | Round #7 | Portsmouth FC |
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- |
|
Southend United | 4 | : | 1 | |
| 2019 • Feb 16 • 13:30 | |
EFL League One 2018/19 | Round #33 | Southend United |
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- |
|
Portsmouth FC | 3 | : | 3 | |
| 2018 • Dec 08 • 16:00 | |
EFL League One 2018/19 | Round #21 | Portsmouth FC |
|
- |
|
Southend United | 2 | : | 0 | |
| 2018 • Feb 17 • 16:00 | |
EFL League One 2017/18 | Round #34 | Southend United |
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- |
|
Portsmouth FC | 3 | : | 1 | |
| 2017 • Nov 18 • 16:00 | |
EFL League One 2017/18 | Round #18 | Portsmouth FC |
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- |
|
Southend United | 1 | : | 0 | |
| 2015 • Jan 24 • 16:00 |  |
Best of the Rest 2014/15 | Round #26 | Portsmouth FC |
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- |
|
Southend United | 1 | : | 2 | |
| 6 Matches | ||||||||||||