| 2024-04-20 15:00:0020/04/2024 15:00 | Southend | 15:00:0015:00 | Rochdale | National League | 2023/24 | N/A |
| 2024-04-13 15:00:0013/04/2024 15:00 | AFC Fylde | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-04-06 15:00:0006/04/2024 15:00 | Solihull | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-04-01 15:00:0001/04/2024 15:00 | Southend | 15:00:0015:00 | Boreham W | National League | 2023/24 | N/A |
| 2024-03-29 15:00:0029/03/2024 15:00 | Ebbsfleet | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-03-23 15:00:0023/03/2024 15:00 | Southend | 15:00:0015:00 | Woking | National League | 2023/24 | N/A |
| 2024-03-16 15:00:0016/03/2024 15:00 | Hartlepool | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-03-12 19:45:0012/03/2024 19:45 | Southend | 19:45:0019:45 | Dorking | National League | 2023/24 | N/A |
| 2024-03-09 15:00:0009/03/2024 15:00 | Southend | 15:00:0015:00 | Dagenham | National League | 2023/24 | N/A |
| 2024-03-02 15:00:0002/03/2024 15:00 | Oldham | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-02-24 15:00:0024/02/2024 15:00 | Southend | 15:00:0015:00 | Aldershot | National League | 2023/24 | N/A |
| 2024-02-20 19:45:0020/02/2024 19:45 | Maidenhead | 19:45:0019:45 | Southend | National League | 2023/24 | N/A |
| 2024-02-17 15:00:0017/02/2024 15:00 | Oxford City | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-02-10 15:00:0010/02/2024 15:00 | Southend | 15:00:0015:00 | York | National League | 2023/24 | N/A |
| 2024-02-03 15:00:0003/02/2024 15:00 | Southend | 15:00:0015:00 | Gateshead | National League | 2023/24 | N/A |
| 2024-01-27 15:00:0027/01/2024 15:00 | Chesterfield | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-01-23 19:45:0023/01/2024 19:45 | Wealdstone | 19:45:0019:45 | Southend | National League | 2023/24 | N/A |
| 2024-01-20 15:00:0020/01/2024 15:00 | Southend | 15:00:0015:00 | Altrincham | National League | 2023/24 | N/A |
| 2024-01-13 15:00:0013/01/2024 15:00 | Eastleigh | 15:00:0015:00 | Southend | National League | 2023/24 | N/A |
| 2024-01-06 15:00:0006/01/2024 15:00 | Southend | 15:00:0015:00 | Halifax | National League | 2023/24 | N/A |
| 2023-12-30 15:00:0030/12/2023 15:00 | Barnet | 1 - 0 | Southend | National League | 2023/24 | N/A |
| 2023-12-26 15:00:0026/12/2023 15:00 | Southend | 0 - 2 | Barnet | National League | 2023/24 | N/A |
| 2023-12-23 15:00:0023/12/2023 15:00 | Kidderminster | 1 - 2 | Southend | National League | 2023/24 | N/A |
| 2023-12-16 15:00:0016/12/2023 15:00 | Southend | 1 - 2 | Bromley | National League | 2023/24 | N/A |
| 2023-12-09 15:00:0009/12/2023 15:00 | Southend | 2 (2) - 2 (4) | Hampton & Richmond | FA Trophy | 2023/24 | N/A |
| 2023-11-25 15:00:0025/11/2023 15:00 | Gateshead | 1 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-11-18 15:00:0018/11/2023 15:00 | Southend | 2 - 1 | Chesterfield | National League | 2023/24 | N/A |
| 2023-11-11 15:00:0011/11/2023 15:00 | Altrincham | 2 - 0 | Southend | National League | 2023/24 | N/A |
| 2023-10-28 15:00:0028/10/2023 15:00 | Boreham W | 1 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-10-24 19:45:0024/10/2023 19:45 | Southend | 3 - 0 | Ebbsfleet | National League | 2023/24 | N/A |
| 2023-10-21 15:00:0021/10/2023 15:00 | Southend | 5 - 0 | Solihull | National League | 2023/24 | N/A |
| 2023-10-14 15:00:0014/10/2023 15:00 | Yeovil | 2 - 0 | Southend | FA Cup | 2023/24 | N/A |
| 2023-10-07 15:00:0007/10/2023 15:00 | Woking | 0 - 2 | Southend | National League | 2023/24 | N/A |
| 2023-10-03 19:45:0003/10/2023 19:45 | Southend | 2 - 0 | Oxford City | National League | 2023/24 | N/A |
| 2023-09-30 15:00:0030/09/2023 15:00 | Rochdale | 2 - 2 | Southend | National League | 2023/24 | N/A |
| 2023-09-26 19:45:0026/09/2023 19:45 | Aldershot | 1 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-09-23 15:00:0023/09/2023 15:00 | Southend | 1 - 2 | AFC Fylde | National League | 2023/24 | N/A |
| 2023-09-19 19:45:0019/09/2023 19:45 | Southend | 2 - 0 | Maidenhead | National League | 2023/24 | N/A |
| 2023-09-16 15:00:0016/09/2023 15:00 | York | 3 - 0 | Southend | National League | 2023/24 | N/A |
| 2023-09-09 12:30:0009/09/2023 12:30 | Halifax | 1 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-09-02 15:00:0002/09/2023 15:00 | Southend | 2 - 1 | Kidderminster | National League | 2023/24 | N/A |
| 2023-08-28 15:00:0028/08/2023 15:00 | Bromley | 2 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-08-25 19:45:0025/08/2023 19:45 | Southend | 2 - 0 | Eastleigh | National League | 2023/24 | N/A |
| 2023-08-19 15:00:0019/08/2023 15:00 | Southend | 2 - 3 | Hartlepool | National League | 2023/24 | N/A |
| 2023-08-15 19:45:0015/08/2023 19:45 | Dorking | 2 - 1 | Southend | National League | 2023/24 | N/A |
| 2023-08-12 15:00:0012/08/2023 15:00 | Dagenham | 0 - 2 | Southend | National League | 2023/24 | N/A |
| 2023-08-05 15:00:0005/08/2023 15:00 | Southend | 4 - 0 | Oldham | National League | 2023/24 | N/A |
| 2023-07-25 19:30:0025/07/2023 19:30 | Canvey Island | 0 - 1 | Southend | Club Friendly | 2023/24 | N/A |
| 2023-04-29 17:30:0029/04/2023 17:30 | Southend | 2 - 1 | Wealdstone | National League | 2022/23 | N/A |
| 2023-04-22 15:00:0022/04/2023 15:00 | Scunthorpe | 1 - 3 | Southend | National League | 2022/23 | N/A |
| 2023-04-18 19:45:0018/04/2023 19:45 | Oldham | 2 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-04-15 15:00:0015/04/2023 15:00 | Southend | 2 - 0 | Dagenham | National League | 2022/23 | N/A |
| 2023-04-10 15:00:0010/04/2023 15:00 | Woking | 1 - 1 | Southend | National League | 2022/23 | N/A |
| 2023-04-07 15:00:0007/04/2023 15:00 | Southend | 2 - 0 | Maidstone | National League | 2022/23 | N/A |
| 2023-04-01 17:20:0001/04/2023 17:20 | Yeovil | 0 - 2 | Southend | National League | 2022/23 | N/A |
| 2023-03-28 19:45:0028/03/2023 19:45 | Dorking | 1 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-03-25 15:00:0025/03/2023 15:00 | Altrincham | 1 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-03-18 15:00:0018/03/2023 15:00 | Southend | 1 - 2 | Aldershot | National League | 2022/23 | N/A |
| 2023-03-14 19:45:0014/03/2023 19:45 | Boreham W | 1 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-03-11 15:00:0011/03/2023 15:00 | Wrexham | 1 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-03-07 19:45:0007/03/2023 19:45 | Southend | 1 - 2 | Chesterfield | National League | 2022/23 | N/A |
| 2023-03-03 19:45:0003/03/2023 19:45 | Southend | 0 - 1 | Barnet | National League | 2022/23 | N/A |
| 2023-02-25 15:00:0025/02/2023 15:00 | Torquay | 1 - 2 | Southend | National League | 2022/23 | N/A |
| 2023-02-21 19:45:0021/02/2023 19:45 | Notts County | 4 - 0 | Southend | National League | 2022/23 | N/A |
| 2023-02-18 15:00:0018/02/2023 15:00 | Southend | 1 - 0 | Gateshead | National League | 2022/23 | N/A |
| 2023-02-14 19:45:0014/02/2023 19:45 | Southend | 2 - 1 | Halifax | National League | 2022/23 | N/A |
| 2023-02-11 15:00:0011/02/2023 15:00 | Southend | 0 - 2 | York | FA Trophy | 2022/23 | N/A |
| 2023-02-07 19:45:0007/02/2023 19:45 | Maidenhead | 1 - 2 | Southend | National League | 2022/23 | N/A |
| 2023-02-04 15:00:0004/02/2023 15:00 | Southend | 2 - 0 | York | National League | 2022/23 | N/A |
| 2023-01-28 15:00:0028/01/2023 15:00 | Southend | 1 - 3 | Eastleigh | National League | 2022/23 | N/A |
| 2023-01-14 15:00:0014/01/2023 15:00 | Southend | 2 - 1 | Darlington | FA Trophy | 2022/23 | N/A |
| 2023-01-07 15:00:0007/01/2023 15:00 | Southend | 3 - 0 | Solihull | National League | 2022/23 | N/A |
| 2023-01-01 15:00:0001/01/2023 15:00 | Bromley | 0 - 0 | Southend | National League | 2022/23 | N/A |
| 2022-12-26 15:00:0026/12/2022 15:00 | Southend | 0 - 1 | Bromley | National League | 2022/23 | N/A |
| 2022-12-20 19:45:0020/12/2022 19:45 | Southend | 2 - 0 | Boreham W | FA Trophy | 2022/23 | N/A |
| 2022-12-03 12:30:0003/12/2022 12:30 | Southend | 2 - 2 | Altrincham | National League | 2022/23 | N/A |
| 2022-11-26 15:00:0026/11/2022 15:00 | Aldershot | 2 - 0 | Southend | National League | 2022/23 | N/A |
| 2022-11-19 15:00:0019/11/2022 15:00 | Gateshead | 3 - 1 | Southend | National League | 2022/23 | N/A |
| 2022-11-12 15:00:0012/11/2022 15:00 | Southend | 2 - 0 | Dorking | National League | 2022/23 | N/A |
| 2022-11-08 19:45:0008/11/2022 19:45 | Southend | 2 - 2 | Notts County | National League | 2022/23 | N/A |
| 2022-11-01 19:45:0001/11/2022 19:45 | Barnet | 0 - 3 | Southend | National League | 2022/23 | N/A |
| 2022-10-29 15:00:0029/10/2022 15:00 | York | 0 - 2 | Southend | National League | 2022/23 | N/A |
| 2022-10-25 19:45:0025/10/2022 19:45 | Maidstone | 0 - 3 | Southend | National League | 2022/23 | N/A |
| 2022-10-22 15:00:0022/10/2022 15:00 | Southend | 3 - 0 | Scunthorpe | National League | 2022/23 | N/A |
| 2022-10-15 15:00:0015/10/2022 15:00 | Woking | 2 - 1 | Southend | FA Cup | 2022/23 | N/A |
| 2022-10-08 12:30:0008/10/2022 12:30 | Dagenham | 1 - 1 | Southend | National League | 2022/23 | N/A |
| 2022-10-04 19:45:0004/10/2022 19:45 | Southend | 1 - 1 | Woking | National League | 2022/23 | N/A |
| 2022-10-01 15:00:0001/10/2022 15:00 | Southend | 1 - 0 | Yeovil | National League | 2022/23 | N/A |
| 2022-09-24 15:00:0024/09/2022 15:00 | Wealdstone | 0 - 1 | Southend | National League | 2022/23 | N/A |
| 2022-09-17 15:00:0017/09/2022 15:00 | Southend | 0 - 0 | Wrexham | National League | 2022/23 | N/A |
| 2022-09-13 19:45:0013/09/2022 19:45 | Chesterfield | 3 - 2 | Southend | National League | 2022/23 | N/A |
| 2022-09-03 15:00:0003/09/2022 15:00 | Southend | 1 - 2 | Torquay | National League | 2022/23 | N/A |
| 2022-08-29 15:00:0029/08/2022 15:00 | Southend | 2 - 0 | Maidenhead | National League | 2022/23 | N/A |
| 2022-08-27 15:00:0027/08/2022 15:00 | Eastleigh | 2 - 1 | Southend | National League | 2022/23 | N/A |
| 2022-08-20 15:00:0020/08/2022 15:00 | Southend | 1 - 0 | Oldham | National League | 2022/23 | N/A |
| 2022-08-16 19:45:0016/08/2022 19:45 | Halifax | 0 - 0 | Southend | National League | 2022/23 | N/A |
| 2022-08-13 15:00:0013/08/2022 15:00 | Solihull | 1 - 1 | Southend | National League | 2022/23 | N/A |
| 2022-08-06 15:00:0006/08/2022 15:00 | Southend | 0 - 1 | Boreham W | National League | 2022/23 | N/A |
| 2022-07-30 15:00:0030/07/2022 15:00 | Concord | 2 - 1 | Southend | Club Friendly | 2022/23 | N/A |
| 2022-07-26 19:00:0026/07/2022 19:00 | Ipswich | 3 - 1 | Southend | Club Friendly | 2022/23 | N/A |
| 2022-07-23 15:00:0023/07/2022 15:00 | Southend | 0 - 1 | Gillingham | Club Friendly | 2022/23 | N/A |
| 2022-07-16 15:00:0016/07/2022 15:00 | Kettering | 2 - 2 | Southend | Club Friendly | 2022/23 | N/A |
| 2022-07-12 19:30:0012/07/2022 19:30 | Canvey Island | 0 - 7 | Southend | Club Friendly | 2022/23 | N/A |
| 2022-07-09 15:00:0009/07/2022 15:00 | Kings Langley | 0 - 4 | Southend | Club Friendly | 2022/23 | N/A |
| 2022-05-15 15:00:0015/05/2022 15:00 | Southend | 1 - 1 | Torquay | National League | 2021/22 | N/A |
| 2022-05-02 15:00:0002/05/2022 15:00 | Southend | 1 - 1 | Weymouth | National League | 2021/22 | N/A |
| 2022-04-30 15:00:0030/04/2022 15:00 | Wrexham | 1 - 0 | Southend | National League | 2021/22 | N/A |
| 2022-04-26 19:45:0026/04/2022 19:45 | Southend | 1 - 0 | Boreham W | National League | 2021/22 | N/A |
| 2022-04-23 15:00:0023/04/2022 15:00 | Southend | 1 - 0 | Halifax | National League | 2021/22 | N/A |
| 2022-04-18 15:00:0018/04/2022 15:00 | Barnet | 1 - 3 | Southend | National League | 2021/22 | N/A |
| 2022-04-15 15:00:0015/04/2022 15:00 | Southend | 0 - 1 | Wealdstone | National League | 2021/22 | N/A |
| 2022-04-09 17:20:0009/04/2022 17:20 | Stockport | 5 - 0 | Southend | National League | 2021/22 | N/A |
| 2022-04-02 15:00:0002/04/2022 15:00 | Southend | 0 - 3 | Notts County | National League | 2021/22 | N/A |
| 2022-03-26 15:00:0026/03/2022 15:00 | Yeovil | 2 - 0 | Southend | National League | 2021/22 | N/A |
| 2022-03-22 19:45:0022/03/2022 19:45 | Maidenhead | 2 - 1 | Southend | National League | 2021/22 | N/A |
| 2022-03-19 15:00:0019/03/2022 15:00 | Southend | 2 - 0 | Altrincham | National League | 2021/22 | N/A |
| 2022-03-15 19:45:0015/03/2022 19:45 | Southend | 0 - 3 | Dagenham | National League | 2021/22 | N/A |
| 2022-03-08 19:45:0008/03/2022 19:45 | Southend | 1 - 0 | Grimsby | National League | 2021/22 | N/A |
| 2022-03-05 15:00:0005/03/2022 15:00 | Chesterfield | 2 - 2 | Southend | National League | 2021/22 | N/A |
| 2022-02-26 15:00:0026/02/2022 15:00 | Southend | 1 - 1 | Solihull | National League | 2021/22 | N/A |
| 2022-02-22 19:45:0022/02/2022 19:45 | Eastleigh | 1 - 1 | Southend | National League | 2021/22 | N/A |
| 2022-02-12 17:20:0012/02/2022 17:20 | Woking | 2 - 3 | Southend | National League | 2021/22 | N/A |
| 2022-02-08 19:45:0008/02/2022 19:45 | Southend | 2 - 0 | Bromley | National League | 2021/22 | N/A |
| 2022-02-01 19:45:0001/02/2022 19:45 | Southend | 2 - 1 | Barnet | National League | 2021/22 | N/A |
| 2022-01-29 15:00:0029/01/2022 15:00 | Dover | 0 - 1 | Southend | National League | 2021/22 | N/A |
| 2022-01-25 19:45:0025/01/2022 19:45 | Aldershot | 1 - 1 | Southend | National League | 2021/22 | N/A |
| 2022-01-21 19:45:0021/01/2022 19:45 | Southend | 2 - 1 | King’s Lynn | National League | 2021/22 | N/A |
| 2022-01-15 15:00:0015/01/2022 15:00 | Dagenham | 2 - 0 | Southend | FA Trophy | 2021/22 | N/A |
| 2022-01-11 19:45:0011/01/2022 19:45 | Southend | 2 - 1 | Yeovil | National League | 2021/22 | N/A |
| 2022-01-08 15:00:0008/01/2022 15:00 | Weymouth | 0 - 1 | Southend | National League | 2021/22 | N/A |
| 2021-12-26 17:20:0026/12/2021 17:20 | Bromley | 1 - 1 | Southend | National League | 2021/22 | N/A |
| 2021-12-18 15:00:0018/12/2021 15:00 | Southend | 2 - 1 | Dorking | FA Trophy | 2021/22 | N/A |
| 2021-12-11 15:00:0011/12/2021 15:00 | Notts County | 4 - 1 | Southend | National League | 2021/22 | N/A |
| 2021-12-07 19:45:0007/12/2021 19:45 | Southend | 1 - 1 | Maidenhead | National League | 2021/22 | N/A |
| 2021-11-27 15:00:0027/11/2021 15:00 | Altrincham | 1 - 2 | Southend | National League | 2021/22 | N/A |
| 2021-11-19 19:45:0019/11/2021 19:45 | Grimsby | 1 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-11-13 15:00:0013/11/2021 15:00 | Southend | 0 - 2 | Woking | National League | 2021/22 | N/A |
| 2021-11-06 15:00:0006/11/2021 15:00 | Chesterfield | 3 - 1 | Southend | FA Cup | 2021/22 | N/A |
| 2021-11-02 19:45:0002/11/2021 19:45 | Southend | 4 - 1 | Dover | National League | 2021/22 | N/A |
| 2021-10-30 15:00:0030/10/2021 15:00 | Boreham W | 1 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-10-23 15:00:0023/10/2021 15:00 | Dagenham | 3 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-10-16 15:00:0016/10/2021 15:00 | Southend | 4 - 1 | Chertsey | FA Cup | 2021/22 | N/A |
| 2021-10-09 15:00:0009/10/2021 15:00 | Southend | 0 - 4 | Chesterfield | National League | 2021/22 | N/A |
| 2021-10-05 19:45:0005/10/2021 19:45 | Southend | 1 - 0 | Eastleigh | National League | 2021/22 | N/A |
| 2021-10-02 15:00:0002/10/2021 15:00 | Solihull | 2 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-09-18 15:00:0018/09/2021 15:00 | Torquay | 1 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-09-14 19:45:0014/09/2021 19:45 | Southend | 2 - 3 | Aldershot | National League | 2021/22 | N/A |
| 2021-09-11 15:00:0011/09/2021 15:00 | Halifax | 3 - 1 | Southend | National League | 2021/22 | N/A |
| 2021-09-04 15:00:0004/09/2021 15:00 | Southend | 2 - 2 | Wrexham | National League | 2021/22 | N/A |
| 2021-08-30 15:00:0030/08/2021 15:00 | Wealdstone | 0 - 0 | Southend | National League | 2021/22 | N/A |
| 2021-08-28 17:20:0028/08/2021 17:20 | Southend | 0 - 1 | Stockport | National League | 2021/22 | N/A |
| 2021-08-21 15:00:0021/08/2021 15:00 | King’s Lynn | 0 - 1 | Southend | National League | 2021/22 | N/A |
| 2021-08-10 19:00:0010/08/2021 19:00 | Southend | 2 - 1 | Norwich City U23 | Club Friendly | 2021/22 | N/A |
| 2021-08-07 15:00:0007/08/2021 15:00 | Ebbsfleet | 1 - 1 | Southend | Club Friendly | 2021/22 | N/A |
| 2021-08-04 19:00:3004/08/2021 19:00 | Southend | 2 - 3 | Brentford | Club Friendly | 2021/22 | N/A |
| 2021-07-31 15:00:1831/07/2021 15:00 | Dartford | 2 - 2 | Southend | Club Friendly | 2021/22 | N/A |
| 2021-07-20 19:45:0020/07/2021 19:45 | Great Wakering | 0 - 2 | Southend | Club Friendly | 2021/22 | N/A |
| 2021-05-08 15:00:0008/05/2021 15:00 | Southend | 1 - 1 | Newport | League Two | 2020/21 | N/A |
| 2021-05-01 15:00:0001/05/2021 15:00 | Barrow | 1 - 2 | Southend | League Two | 2020/21 | N/A |
| 2021-04-24 15:00:0024/04/2021 15:00 | Southend | 2 - 1 | Leyton Orient | League Two | 2020/21 | N/A |
| 2021-04-20 19:00:0020/04/2021 19:00 | Colchester | 2 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-04-17 12:30:0017/04/2021 12:30 | Exeter | 0 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-04-10 15:00:0010/04/2021 15:00 | Southend | 0 - 0 | Crawley | League Two | 2020/21 | N/A |
| 2021-04-06 18:30:0006/04/2021 18:30 | Morecambe | 1 - 1 | Southend | League Two | 2020/21 | N/A |
| 2021-04-03 13:00:0003/04/2021 13:00 | Southend | 0 - 2 | Carlisle | League Two | 2020/21 | N/A |
| 2021-03-27 15:00:0027/03/2021 15:00 | Harrogate | 0 - 1 | Southend | League Two | 2020/21 | N/A |
| 2021-03-23 19:00:0023/03/2021 19:00 | Southend | 0 - 0 | Walsall | League Two | 2020/21 | N/A |
| 2021-03-20 15:00:0020/03/2021 15:00 | Scunthorpe | 1 - 1 | Southend | League Two | 2020/21 | N/A |
| 2021-03-13 15:00:0013/03/2021 15:00 | Southend | 0 - 0 | Stevenage | League Two | 2020/21 | N/A |
| 2021-03-09 19:00:0009/03/2021 19:00 | Southend | 0 - 2 | Tranmere | League Two | 2020/21 | N/A |
| 2021-03-06 15:00:0006/03/2021 15:00 | Oldham | 0 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-03-02 19:00:0002/03/2021 19:00 | Cheltenham | 1 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-02-27 15:00:0027/02/2021 15:00 | Southend | 0 - 0 | Salford | League Two | 2020/21 | N/A |
| 2021-02-24 18:00:0024/02/2021 18:00 | Forest Green | 1 - 3 | Southend | League Two | 2020/21 | N/A |
| 2021-02-20 15:00:0020/02/2021 15:00 | Southend | 0 - 1 | Bolton | League Two | 2020/21 | N/A |
| 2021-02-13 15:00:0013/02/2021 15:00 | Cambridge | 0 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-02-09 19:00:0009/02/2021 19:00 | Newport | 0 - 1 | Southend | League Two | 2020/21 | N/A |
| 2021-01-30 15:00:0030/01/2021 15:00 | Port Vale | 5 - 1 | Southend | League Two | 2020/21 | N/A |
| 2021-01-26 19:00:0026/01/2021 19:00 | Southend | 1 - 3 | Bradford | League Two | 2020/21 | N/A |
| 2021-01-23 15:00:0023/01/2021 15:00 | Southend | 0 - 1 | Mansfield | League Two | 2020/21 | N/A |
| 2021-01-19 19:00:0019/01/2021 19:00 | Southend | 1 - 2 | Cambridge | League Two | 2020/21 | N/A |
| 2021-01-16 15:00:0016/01/2021 15:00 | Grimsby | 0 - 0 | Southend | League Two | 2020/21 | N/A |
| 2021-01-09 15:00:0009/01/2021 15:00 | Southend | 1 - 0 | Barrow | League Two | 2020/21 | N/A |
| 2020-12-29 19:00:0029/12/2020 19:00 | Leyton Orient | 2 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-12-26 13:00:0026/12/2020 13:00 | Southend | 2 - 0 | Colchester | League Two | 2020/21 | N/A |
| 2020-12-19 15:00:0019/12/2020 15:00 | Mansfield | 1 - 1 | Southend | League Two | 2020/21 | N/A |
| 2020-12-15 19:45:0015/12/2020 19:45 | Southend | 3 - 1 | Grimsby | League Two | 2020/21 | N/A |
| 2020-12-12 15:00:0012/12/2020 15:00 | Southend | 1 - 0 | Scunthorpe | League Two | 2020/21 | N/A |
| 2020-12-05 15:00:0005/12/2020 15:00 | Stevenage | 0 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-11-28 15:00:0028/11/2020 15:00 | Bolton | 3 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-11-24 19:00:0024/11/2020 19:00 | Southend | 0 - 1 | Forest Green | League Two | 2020/21 | N/A |
| 2020-11-14 15:00:0014/11/2020 15:00 | Walsall | 0 - 1 | Southend | League Two | 2020/21 | N/A |
| 2020-11-10 19:00:0010/11/2020 19:00 | Colchester | 6 - 1 | Southend | EFL Trophy | 2020/21 | N/A |
| 2020-11-07 15:00:0007/11/2020 15:00 | Boreham W | 3 (4) - 3 (3) | Southend | FA Cup | 2020/21 | N/A |
| 2020-11-03 19:00:0003/11/2020 19:00 | Bradford | 3 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-10-31 15:00:0031/10/2020 15:00 | Southend | 0 - 2 | Port Vale | League Two | 2020/21 | N/A |
| 2020-10-27 19:00:0027/10/2020 19:00 | Southend | 1 - 2 | Oldham | League Two | 2020/21 | N/A |
| 2020-10-24 15:00:0024/10/2020 15:00 | Tranmere | 2 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-10-20 19:45:0020/10/2020 19:45 | Salford | 3 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-10-17 15:00:0017/10/2020 15:00 | Southend | 0 - 2 | Cheltenham | League Two | 2020/21 | N/A |
| 2020-10-10 15:00:0010/10/2020 15:00 | Southend | 2 - 2 | Exeter | League Two | 2020/21 | N/A |
| 2020-10-06 19:45:0006/10/2020 19:45 | Southend | 0 - 3 | Portsmouth | EFL Trophy | 2020/21 | N/A |
| 2020-10-03 15:00:0003/10/2020 15:00 | Crawley | 1 - 1 | Southend | League Two | 2020/21 | N/A |
| 2020-09-26 15:00:0026/09/2020 15:00 | Southend | 1 - 2 | Morecambe | League Two | 2020/21 | N/A |
| 2020-09-19 13:00:0019/09/2020 13:00 | Carlisle | 2 - 0 | Southend | League Two | 2020/21 | N/A |
| 2020-09-12 15:00:0012/09/2020 15:00 | Southend | 0 - 4 | Harrogate | League Two | 2020/21 | N/A |
| 2020-09-08 17:30:0008/09/2020 17:30 | Southend | 1 - 3 | West Ham U23 | EFL Trophy | 2020/21 | N/A |
| 2020-09-05 13:00:0005/09/2020 13:00 | Gillingham | 1 - 0 | Southend | EFL Cup | 2020/21 | N/A |
| 2020-03-07 15:00:0007/03/2020 15:00 | Southend | 3 - 1 | Bris Rovers | League One | 2019/20 | N/A |
| 2020-02-29 15:00:0029/02/2020 15:00 | Oxford | 2 - 1 | Southend | League One | 2019/20 | N/A |
| 2020-02-22 15:00:0022/02/2020 15:00 | Southend | 2 - 3 | Burton | League One | 2019/20 | N/A |
| 2020-02-18 19:45:0018/02/2020 19:45 | Southend | 0 - 1 | Gillingham | League One | 2019/20 | N/A |
| 2020-02-15 15:00:0015/02/2020 15:00 | Southend | 0 - 2 | Coventry | League One | 2019/20 | N/A |
| 2020-02-11 19:45:0011/02/2020 19:45 | Peterborough | 4 - 0 | Southend | League One | 2019/20 | N/A |
| 2020-02-08 15:00:0008/02/2020 15:00 | Blackpool | 2 - 1 | Southend | League One | 2019/20 | N/A |
| 2020-02-01 15:00:0001/02/2020 15:00 | Southend | 2 - 1 | Lincoln | League One | 2019/20 | N/A |
| 2020-01-28 19:45:0028/01/2020 19:45 | Doncaster | 3 - 1 | Southend | League One | 2019/20 | N/A |
| 2020-01-18 15:00:0018/01/2020 15:00 | Accrington | 1 - 2 | Southend | League One | 2019/20 | N/A |
| 2020-01-11 15:00:0011/01/2020 15:00 | Southend | 15:00:0015:00 | Tranmere | League One | 2019/20 | N/A |
| 2020-01-01 15:00:0001/01/2020 15:00 | Wimbledon | 1 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-12-26 15:00:0026/12/2019 15:00 | Southend | 2 - 2 | MK Dons | League One | 2019/20 | N/A |
| 2019-12-21 15:00:0021/12/2019 15:00 | Bolton | 3 - 2 | Southend | League One | 2019/20 | N/A |
| 2019-12-14 15:00:0014/12/2019 15:00 | Southend | 2 - 2 | Rotherham | League One | 2019/20 | N/A |
| 2019-12-07 15:00:0007/12/2019 15:00 | Bris Rovers | 4 - 2 | Southend | League One | 2019/20 | N/A |
| 2019-12-03 19:45:0003/12/2019 19:45 | Burton | 1 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-11-23 15:00:0023/11/2019 15:00 | Southend | 0 - 4 | Oxford | League One | 2019/20 | N/A |
| 2019-11-13 19:45:0013/11/2019 19:45 | Southend | 3 - 1 | Wimbledon | EFL Trophy | 2019/20 | N/A |
| 2019-11-10 12:00:0010/11/2019 12:00 | Dover | 1 - 0 | Southend | FA Cup | 2019/20 | N/A |
| 2019-11-05 19:45:0005/11/2019 19:45 | Portsmouth | 4 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-11-02 15:00:0002/11/2019 15:00 | Sunderland | 1 - 0 | Southend | League One | 2019/20 | N/A |
| 2019-10-26 15:00:0026/10/2019 15:00 | Southend | 1 - 3 | Ipswich | League One | 2019/20 | N/A |
| 2019-10-22 19:45:0022/10/2019 19:45 | Southend | 1 - 7 | Doncaster | League One | 2019/20 | N/A |
| 2019-10-18 19:45:0018/10/2019 19:45 | Tranmere | 1 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-10-12 15:00:0012/10/2019 15:00 | Southend | 1 - 4 | Wimbledon | League One | 2019/20 | N/A |
| 2019-10-05 15:00:0005/10/2019 15:00 | Gillingham | 3 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-10-01 19:45:0001/10/2019 19:45 | Southend | 0 - 2 | Brighton U23 | EFL Trophy | 2019/20 | N/A |
| 2019-09-28 15:00:0028/09/2019 15:00 | Southend | 0 - 1 | Accrington | League One | 2019/20 | N/A |
| 2019-09-21 15:00:0021/09/2019 15:00 | MK Dons | 0 - 1 | Southend | League One | 2019/20 | N/A |
| 2019-09-17 19:45:0017/09/2019 19:45 | Shrewsbury | 4 - 3 | Southend | League One | 2019/20 | N/A |
| 2019-09-14 15:00:0014/09/2019 15:00 | Southend | 3 - 3 | Fleetwood | League One | 2019/20 | N/A |
| 2019-09-03 19:45:0003/09/2019 19:45 | Leyton Orient | 2 - 0 | Southend | EFL Trophy | 2019/20 | N/A |
| 2019-08-31 15:00:0031/08/2019 15:00 | Southend | 0 - 3 | Rochdale | League One | 2019/20 | N/A |
| 2019-08-27 19:45:0027/08/2019 19:45 | Southend | 1 - 4 | MK Dons | EFL Cup | 2019/20 | N/A |
| 2019-08-24 15:00:0024/08/2019 15:00 | Wycombe | 4 - 3 | Southend | League One | 2019/20 | N/A |
| 2019-08-20 19:45:0020/08/2019 19:45 | Southend | 0 - 2 | Peterborough | League One | 2019/20 | N/A |
| 2019-08-17 15:00:0017/08/2019 15:00 | Lincoln | 4 - 0 | Southend | League One | 2019/20 | N/A |
| 2019-08-13 19:45:0013/08/2019 19:45 | Stevenage | 1 - 2 | Southend | EFL Cup | 2019/20 | N/A |
| 2019-08-10 15:00:0010/08/2019 15:00 | Southend | 1 - 3 | Blackpool | League One | 2019/20 | N/A |
| 2019-08-03 15:00:0003/08/2019 15:00 | Coventry | 1 - 0 | Southend | League One | 2019/20 | N/A |
| 2019-07-27 15:00:0027/07/2019 15:00 | Maidstone | 4 - 0 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-07-26 19:00:5426/07/2019 19:00 | Gillingham | 1 - 1 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-07-24 19:30:0024/07/2019 19:30 | Southend | 2 - 1 | Millwall | Club Friendly | 2019/20 | N/A |
| 2019-07-20 15:00:0020/07/2019 15:00 | Dagenham | 1 - 1 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-07-12 19:45:0012/07/2019 19:45 | Southend | 2 - 2 | Weymouth | Club Friendly | 2019/20 | N/A |
| 2019-07-09 19:45:0009/07/2019 19:45 | Billericay | 2 - 3 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-07-06 11:00:0006/07/2019 11:00 | Reading | 2 - 0 | Southend | Club Friendly | 2019/20 | N/A |
| 2019-05-04 17:30:0004/05/2019 17:30 | Southend | 2 - 1 | Sunderland | League One | 2018/19 | N/A |
| 2019-04-27 15:00:0027/04/2019 15:00 | Rochdale | 1 - 0 | Southend | League One | 2018/19 | N/A |
| 2019-04-22 13:00:0022/04/2019 13:00 | Southend | 3 - 2 | Burton | League One | 2018/19 | N/A |
| 2019-04-19 15:00:0019/04/2019 15:00 | Walsall | 1 - 1 | Southend | League One | 2018/19 | N/A |
| 2019-04-13 15:00:0013/04/2019 15:00 | Southend | 0 - 2 | Wycombe | League One | 2018/19 | N/A |
| 2019-04-06 15:00:0006/04/2019 15:00 | Fleetwood | 2 - 2 | Southend | League One | 2018/19 | N/A |
| 2019-03-30 15:00:0030/03/2019 15:00 | Southend | 0 - 2 | Shrewsbury | League One | 2018/19 | N/A |
| 2019-03-23 15:00:0023/03/2019 15:00 | Peterborough | 2 - 0 | Southend | League One | 2018/19 | N/A |
| 2019-03-16 15:00:0016/03/2019 15:00 | Southend | 0 - 1 | Wimbledon | League One | 2018/19 | N/A |
| 2019-03-12 19:45:0012/03/2019 19:45 | Scunthorpe | 4 - 1 | Southend | League One | 2018/19 | N/A |
| 2019-03-09 15:00:0009/03/2019 15:00 | Blackpool | 2 - 2 | Southend | League One | 2018/19 | N/A |
| 2019-03-02 12:30:0002/03/2019 12:30 | Southend | 0 - 3 | Barnsley | League One | 2018/19 | N/A |
| 2019-02-23 15:00:0023/02/2019 15:00 | Accrington | 1 - 1 | Southend | League One | 2018/19 | N/A |
| 2019-02-16 12:30:0016/02/2019 12:30 | Southend | 3 - 3 | Portsmouth | League One | 2018/19 | N/A |
| 2019-02-12 19:45:0012/02/2019 19:45 | Doncaster | 3 - 0 | Southend | League One | 2018/19 | N/A |
| 2019-02-09 15:00:0009/02/2019 15:00 | Charlton | 1 - 1 | Southend | League One | 2018/19 | N/A |
| 2019-02-02 15:00:0002/02/2019 15:00 | Southend | 1 - 2 | Bris Rovers | League One | 2018/19 | N/A |
| 2019-01-26 15:00:0026/01/2019 15:00 | Southend | 0 - 1 | Luton | League One | 2018/19 | N/A |
| 2019-01-19 15:00:0019/01/2019 15:00 | Bradford | 0 - 4 | Southend | League One | 2018/19 | N/A |
| 2019-01-12 15:00:0012/01/2019 15:00 | Southend | 2 - 3 | Plymouth | League One | 2018/19 | N/A |
| 2019-01-08 19:45:0008/01/2019 19:45 | Southend | 0 - 2 | Portsmouth | EFL Trophy | 2018/19 | N/A |
| 2019-01-01 15:00:0001/01/2019 15:00 | Southend | 2 - 0 | Gillingham | League One | 2018/19 | N/A |
| 2018-12-29 15:00:0029/12/2018 15:00 | Coventry | 1 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-12-26 15:00:0026/12/2018 15:00 | Oxford | 0 - 1 | Southend | League One | 2018/19 | N/A |
| 2018-12-22 15:00:0022/12/2018 15:00 | Southend | 1 - 2 | Rochdale | League One | 2018/19 | N/A |
| 2018-12-15 15:00:0015/12/2018 15:00 | Southend | 3 - 0 | Accrington | League One | 2018/19 | N/A |
| 2018-12-08 15:00:0008/12/2018 15:00 | Portsmouth | 2 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-12-05 19:45:0005/12/2018 19:45 | Luton | 1 - 1 | Southend | EFL Trophy | 2018/19 | N/A |
| 2018-12-01 15:00:0001/12/2018 15:00 | Southend | 2 - 4 | Barnsley | FA Cup | 2018/19 | N/A |
| 2018-11-27 19:45:0027/11/2018 19:45 | Southend | 2 - 0 | Scunthorpe | League One | 2018/19 | N/A |
| 2018-11-24 15:00:0024/11/2018 15:00 | Wimbledon | 2 - 1 | Southend | League One | 2018/19 | N/A |
| 2018-11-20 19:45:0020/11/2018 19:45 | Crawley | 2 - 6 | Southend | FA Cup | 2018/19 | N/A |
| 2018-11-17 15:00:0017/11/2018 15:00 | Southend | 1 - 2 | Blackpool | League One | 2018/19 | N/A |
| 2018-11-14 19:45:0014/11/2018 19:45 | Southend | 3 - 0 | Southampton U23 | EFL Trophy | 2018/19 | N/A |
| 2018-11-10 15:00:0010/11/2018 15:00 | Southend | 1 - 1 | Crawley | FA Cup | 2018/19 | N/A |
| 2018-11-03 15:00:0003/11/2018 15:00 | Barnsley | 1 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-10-27 15:00:5327/10/2018 15:00 | Sunderland | 3 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-10-23 19:45:0523/10/2018 19:45 | Southend | 3 - 0 | Walsall | League One | 2018/19 | N/A |
| 2018-10-20 15:00:2520/10/2018 15:00 | Southend | 1 - 2 | Coventry | League One | 2018/19 | N/A |
| 2018-10-13 15:00:5213/10/2018 15:00 | Gillingham | 0 - 2 | Southend | League One | 2018/19 | N/A |
| 2018-10-09 19:45:3909/10/2018 19:45 | Colchester | 2 - 0 | Southend | EFL Trophy | 2018/19 | N/A |
| 2018-10-06 15:00:1306/10/2018 15:00 | Southend | 0 - 0 | Oxford | League One | 2018/19 | N/A |
| 2018-10-02 19:45:3602/10/2018 19:45 | Burton | 1 - 2 | Southend | League One | 2018/19 | N/A |
| 2018-09-29 15:00:2629/09/2018 15:00 | Wycombe | 2 - 3 | Southend | League One | 2018/19 | N/A |
| 2018-09-22 15:00:5522/09/2018 15:00 | Southend | 1 - 0 | Fleetwood | League One | 2018/19 | N/A |
| 2018-09-15 15:00:0715/09/2018 15:00 | Shrewsbury | 2 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-09-08 15:00:1908/09/2018 15:00 | Southend | 2 - 3 | Peterborough | League One | 2018/19 | N/A |
| 2018-09-04 19:45:0704/09/2018 19:45 | Southend | 3 - 1 | Cambridge | EFL Trophy | 2018/19 | N/A |
| 2018-09-01 15:00:2901/09/2018 15:00 | Southend | 1 - 2 | Charlton | League One | 2018/19 | N/A |
| 2018-08-25 15:00:0325/08/2018 15:00 | Bris Rovers | 0 - 1 | Southend | League One | 2018/19 | N/A |
| 2018-08-21 19:45:2821/08/2018 19:45 | Luton | 2 - 0 | Southend | League One | 2018/19 | N/A |
| 2018-08-18 15:00:0318/08/2018 15:00 | Southend | 2 - 0 | Bradford | League One | 2018/19 | N/A |
| 2018-08-14 19:45:4514/08/2018 19:45 | Southend | 2 - 4 | Brentford | EFL Cup | 2018/19 | N/A |
| 2018-08-11 15:00:2311/08/2018 15:00 | Plymouth | 1 - 1 | Southend | League One | 2018/19 | N/A |
| 2018-08-04 15:00:5204/08/2018 15:00 | Southend | 2 - 3 | Doncaster | League One | 2018/19 | N/A |
| 2018-07-28 15:00:4928/07/2018 15:00 | Leyton Orient | 2 - 2 | Southend | Club Friendly | 2018/19 | N/A |
| 2018-07-22 14:00:0622/07/2018 14:00 | Southend | 1 - 1 | Leeds | Club Friendly | 2018/19 | N/A |
