| 9. Round | 03/09/2019 | Eastleigh FC | - | Boreham Wood | 2:0 |  |
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| 10. Round | 07/09/2019 | Ebbsfleet United | - | Eastleigh FC | 1:1 | ||||
| 11. Round | 14/09/2019 | Eastleigh FC | - | Bromley FC | 1:1 | ||||
| 12. Round | 21/09/2019 | AFC Fylde | - | Eastleigh FC | 3:1 | ||||
| 13. Round | 24/09/2019 | Torquay United | - | Eastleigh FC | 2:3 | ||||
| 14. Round | 28/09/2019 | Eastleigh FC | - | Hartlepool United | 1:1 | ||||
| 15. Round | 05/10/2019 | Chesterfield FC | - | Eastleigh FC | 1:2 | ||||
| 17. Round | 12/10/2019 | Eastleigh FC | - | Chorley FC | 0:0 | ||||
| 18. Round | 26/10/2019 | Woking FC | - | Eastleigh FC | 1:1 | ||||
| 19. Round | 29/10/2019 | Dover Athletic | - | Eastleigh FC | 3:1 | ||||
| 20. Round | 02/11/2019 | Eastleigh FC | - | Harrogate Town | 4:2 | ||||
| 22. Round | 23/11/2019 | Halifax Town | - | Eastleigh FC | 1:1 | ||||
| 23. Round | 26/11/2019 | Eastleigh FC | - | Torquay United | 3:2 | ||||
| 21. Round | 03/12/2019 | Eastleigh FC | - | Wrexham AFC | 0:2 | ||||
| 25. Round | 07/12/2019 | Eastleigh FC | - | Ebbsfleet United | 1:1 | ||||
| 26. Round | 21/12/2019 | Bromley FC | - | Eastleigh FC | 2:3 | ||||
| 28. Round | 28/12/2019 | Boreham Wood | - | Eastleigh FC | 2:2 | ||||
| 29. Round | 01/01/2020 | Aldershot Town | - | Eastleigh FC | 3:1 |
England