England: Premier League Cup - Main |
| Group H | Southend U23 | Stoke City U23 | 1:5 (0:3, 1:2) | details | 14.02.2022 |
| Group H | Southend U23 | Colchester U23 | 1:0 (0:0, 1:0) | details | 25.01.2022 |
| Group H | Fulham U23 | Southend U23 | 4:0 (1:0, 3:0) | details | 08.12.2021 |
| Group H | Stoke City U23 | Southend U23 | 3:0 (0:0, 3:0) | details | 22.11.2021 |
| Group H | Colchester U23 | Southend U23 | 1:1 (0:1, 1:0) | details | 08.10.2021 |
| Group H | Southend U23 | Fulham U23 | 1:3 (1:0, 0:3) | details | 06.09.2021 |
England: Premier League Cup - Qualification |
| Final | Southend U23 | Scunthorpe U23 | 1:3 (0:1, 1:2) | details | 10.09.2019 |
| Semi-finals | Southend U23 | Fleetwood U23 | 4:1 (3:1, 1:0) | details | 23.08.2019 |
England: Premier League Cup - Qualification |
| Final | Southend U23 | Oxford Utd U23 | 1:2 | details | 29.08.2018 |
England: Premier League Cup - Qualification |
| Final | Portsmouth U23 | Southend U23 | 1:0 (1:0, 0:0) | details | 23.08.2017 |
England: Premier League Cup - Qualification |
| Semi-finals | Portsmouth U23 | Southend U23 | 2:1 (1:0, 1:1) | details | 22.08.2016 |