| 1 | Tue 9 Oct 2018 | 54-1 v Bradford CityBradford City 1-4 Oldham Athletic | Checkatrade Trophy Northern Group F |
| 2 | Sat 20 Oct 2018 | 5 0-1 v Port ValeOldham Athletic 0-1 Port Vale | Sky Bet League Two |
| 3 | Sat 3 Nov 2018 | 52-3 v StevenageStevenage 3-2 Oldham Athletic | Sky Bet League Two |
| 4 | Tue 6 Nov 2018 | 50-0 v Notts CountyNotts County 0-0 Oldham Athletic | Sky Bet League Two |
| 5 | Mon 12 Nov 2018 | 52-1 v Hampton & Richmond BoroughHampton & Richmond Borough 1-2 Oldham Athletic | Emirates FA Cup First Round |
| 6 | Sat 17 Nov 2018 | 53-1 v Cambridge UnitedOldham Athletic 3-1 Cambridge United | Sky Bet League Two |
| 7 | Sat 24 Nov 2018 | 5 1-1 v Tranmere RoversTranmere Rovers 1-1 Oldham Athletic | Sky Bet League Two |
| 8 | Sat 8 Dec 2018 | 52-0 v Crewe AlexandraCrewe Alexandra 0-2 Oldham Athletic | Sky Bet League Two |
| 9 | Tue 11 Dec 2018 | 50-2 v RochdaleRochdale 2-0 Oldham Athletic | Checkatrade Trophy Second Round |
| 10 | Sat 15 Dec 2018 | 54-2 v BuryOldham Athletic 4-2 Bury | Sky Bet League Two |
| 11 | Sat 22 Dec 2018 | 52-3 v Exeter CityOldham Athletic 2-3 Exeter City | Sky Bet League Two |
| 12 | Sat 29 Dec 2018 | 54-1 v Port ValePort Vale 1-4 Oldham Athletic | Sky Bet League Two |
| 13 | Tue 1 Jan 2019 | 52-0 v Notts CountyOldham Athletic 2-0 Notts County | Sky Bet League Two |
| 14 | Sun 6 Jan 2019 | 5 2-1 v FulhamFulham 1-2 Oldham Athletic | Emirates FA Cup Third Round |
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