| 2. Ronde | 10.08.2019 | Oldham Athletic | - | Crewe Alexandra | 1:2 | ||||
| 3. Ronde | 17.08.2019 | Crewe Alexandra | - | Walsall FC | 1:0 |  |
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| 5. Ronde | 24.08.2019 | Newport County | - | Crewe Alexandra | 1:0 |  |
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| 6. Ronde | 31.08.2019 | Crewe Alexandra | - | Bradford City | 2:1 | ||||
| 7. Ronde | 07.09.2019 | Grimsby Town | - | Crewe Alexandra | 0:2 | ||||
| 8. Ronde | 14.09.2019 | Crewe Alexandra | - | Cambridge United | 2:3 | ||||
| 11. Ronde | 28.09.2019 | Cheltenham Town | - | Crewe Alexandra | 1:1 | ||||
| 12. Ronde | 05.10.2019 | Crewe Alexandra | - | Exeter City | 1:1 | ||||
| 14. Ronde | 19.10.2019 | Crewe Alexandra | - | Swindon Town | 3:1 |
Engeland