| 1. Round | 03/08/2019 | Carlisle United | - | Crawley Town | 2:1 |  |
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| 7. Round | 07/09/2019 | Macclesfield Town | - | Crawley Town | 1:1 | ||||
| 8. Round | 14/09/2019 | Crawley Town | - | Mansfield Town | 1:0 | ||||
| 10. Round | 21/09/2019 | Northampton Town | - | Crawley Town | 2:2 | ||||
| 11. Round | 28/09/2019 | Crawley Town | - | Walsall FC | 2:3 | ||||
| 13. Round | 12/10/2019 | Crawley Town | - | Colchester United | 2:1 | ||||
| 14. Round | 19/10/2019 | Bradford City | - | Crawley Town | 2:1 |  |
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| 17. Round | 02/11/2019 | Cambridge United | - | Crawley Town | 2:1 | ||||
| 18. Round | 16/11/2019 | Crawley Town | - | Morecambe FC | 1:1 | ||||
| 19. Round | 23/11/2019 | Crawley Town | - | Exeter City | 0:1 | ||||
| 20. Round | 07/12/2019 | Stevenage FC | - | Crawley Town | 0:0 | ||||
| 21. Round | 14/12/2019 | Crawley Town | - | Port Vale FC | 0:0 | ||||
| 22. Round | 21/12/2019 | Oldham Athletic | - | Crawley Town | 2:1 |  |
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| 23. Round | 26/12/2019 | Crawley Town | - | Northampton Town | 4:0 | ||||
| 24. Round | 29/12/2019 | Grimsby Town | - | Crawley Town | 1:1 |
England
