| 1. Round | 07/08/2021 | Bolton Wanderers | - | Milton Keynes Dons | 3:3 | ||||
| 2. Round | 14/08/2021 | AFC Wimbledon | - | Bolton Wanderers | 3:3 | ||||
| 3. Round | 17/08/2021 | Lincoln City | - | Bolton Wanderers | 0:1 |  |
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| 4. Round | 21/08/2021 | Bolton Wanderers | - | Oxford United | 2:1 | ||||
| 5. Round | 28/08/2021 | Cambridge United | - | Bolton Wanderers | 1:0 |  |
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| 6. Round | 06/09/2021 | Bolton Wanderers | - | Burton Albion | 0:0 | ||||
| 7. Round | 11/09/2021 | Ipswich Town | - | Bolton Wanderers | 2:5 | ||||
| 8. Round | 18/09/2021 | Bolton Wanderers | - | Rotherham United | 0:2 | ||||
| 9. Round | 25/09/2021 | Sunderland AFC | - | Bolton Wanderers | 1:0 | ||||
| 10. Round | 28/09/2021 | Charlton Athletic | - | Bolton Wanderers | 1:4 | |
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| 11. Round | 02/10/2021 | Bolton Wanderers | - | Shrewsbury Town | 2:1 | |
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| 12. Round | 09/10/2021 | Sheffield Wednesday | - | Bolton Wanderers | 1:0 | ||||
| 13. Round | 16/10/2021 | Bolton Wanderers | - | Wigan Athletic | 0:4 | ||||
| 14. Round | 19/10/2021 | Plymouth Argyle | - | Bolton Wanderers | 3:0 |
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