| 1 | Sat 31 Aug 2019 | 2-1 v Milton Keynes DonsAccrington Stanley 2-1 Milton Keynes Dons | Sky Bet League One |
| 2 | Tue 3 Sep 2019 | 2-1 v Fleetwood TownAccrington Stanley 2-1 Fleetwood Town | Leasing.com Trophy Northern Group B |
| 3 | Sat 14 Sep 2019 | 1-3 v SunderlandAccrington Stanley 1-3 Sunderland | Sky Bet League One |
| 4 | Tue 8 Oct 2019 | 3-0 v Oldham AthleticOldham Athletic 0-3 Accrington Stanley | Leasing.com Trophy Northern Group B |
| 5 | Sat 12 Oct 2019 | 1-2 v RochdaleRochdale 2-1 Accrington Stanley | Sky Bet League One |
| 6 | Sat 26 Oct 2019 | 0-1 v GillinghamAccrington Stanley 0-1 Gillingham | Sky Bet League One |
| 7 | Sat 9 Nov 2019 | 0-2 v Crewe AlexandraAccrington Stanley 0-2 Crewe Alexandra | Emirates FA Cup First Round |
| 8 | Sat 16 Nov 2019 | 0-1 v Rotherham UnitedRotherham United 1-0 Accrington Stanley | Sky Bet League One |
| 9 | Tue 10 Dec 2019 | 2-0 v Bolton WanderersAccrington Stanley 2-0 Bolton Wanderers | Leasing.com Trophy Second Round |
| 10 | Wed 1 Jan 2020 | 1-2 v RochdaleAccrington Stanley 1-2 Rochdale | Sky Bet League One |
| 11 | Tue 7 Jan 2020 | 2-2 v Fleetwood TownFleetwood Town 2-2 Accrington Stanley | Leasing.com Trophy Third Round |
| 12 | Sat 11 Jan 2020 | 1-4 v Ipswich TownIpswich Town 4-1 Accrington Stanley | Sky Bet League One |
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