| 1. Journée | 03.08.2019 | Leyton Orient | - | Cheltenham Town | 1:0 | ||||
| 2. Journée | 10.08.2019 | Macclesfield Town | - | Leyton Orient | 3:0 | ||||
| 3. Journée | 17.08.2019 | Leyton Orient | - | Stevenage FC | 0:0 | ||||
| 4. Journée | 20.08.2019 | Mansfield Town | - | Leyton Orient | 2:3 | ||||
| 5. Journée | 24.08.2019 | Leyton Orient | - | Crawley Town | 2:3 | ||||
| 6. Journée | 31.08.2019 | Salford City | - | Leyton Orient | 1:1 | ||||
| 7. Journée | 07.09.2019 | Leyton Orient | - | Swindon Town | 1:3 |  |
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| 8. Journée | 14.09.2019 | Exeter City | - | Leyton Orient | 2:2 | |
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| 9. Journée | 17.09.2019 | Leyton Orient | - | Crewe Alexandra | 1:2 | ||||
| 10. Journée | 21.09.2019 | Colchester United | - | Leyton Orient | 2:1 | ||||
| 11. Journée | 28.09.2019 | Leyton Orient | - | Port Vale FC | 3:3 | ||||
| 12. Journée | 05.10.2019 | Northampton Town | - | Leyton Orient | 0:1 | ||||
| 18. Journée | 16.11.2019 | Leyton Orient | - | Scunthorpe United | 0:2 | |
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| 19. Journée | 23.11.2019 | Leyton Orient | - | Forest Green Rovers | 2:4 | ||||
| 20. Journée | 07.12.2019 | Oldham Athletic | - | Leyton Orient | 1:1 |
Angleterre