| 1 | Tue 3 Sep 2019 | 2-1 v Fleetwood TownAccrington Stanley 2-1 Fleetwood Town | Leasing.com Trophy Northern Group B |
| 2 | Tue 8 Oct 2019 | 3-0 v Oldham AthleticOldham Athletic 0-3 Accrington Stanley | Leasing.com Trophy Northern Group B |
| 3 | Sat 16 Nov 2019 | 0-1 v Rotherham UnitedRotherham United 1-0 Accrington Stanley | Sky Bet League One |
| 4 | Sat 7 Dec 2019 | 1-1 v Tranmere RoversTranmere Rovers 1-1 Accrington Stanley | Sky Bet League One |
| 5 | Thu 26 Dec 2019 | 1-0 v BlackpoolBlackpool 0-1 Accrington Stanley | Sky Bet League One |
| 6 | Sun 29 Dec 2019 | 2-0 v Burton AlbionAccrington Stanley 2-0 Burton Albion | Sky Bet League One |
| 7 | Wed 1 Jan 2020 | 1-2 v RochdaleAccrington Stanley 1-2 Rochdale | Sky Bet League One |
| 8 | Tue 7 Jan 2020 | 2-2 v Fleetwood TownFleetwood Town 2-2 Accrington Stanley | Leasing.com Trophy Third Round |
| 9 | Sat 25 Jan 2020 | 1-1 v Burton AlbionBurton Albion 1-1 Accrington Stanley | Sky Bet League One |
| 10 | Tue 28 Jan 2020 | 0-2 v Peterborough UnitedAccrington Stanley 0-2 Peterborough United | Sky Bet League One |
| 11 | Sat 1 Feb 2020 | 2-1 v AFC WimbledonAccrington Stanley 2-1 AFC Wimbledon | Sky Bet League One |
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