1 | Sat 10 Aug 2019 | 1-2 v Crewe AlexandraOldham Athletic 1-2 Crewe Alexandra | Sky Bet League Two |
2 | Tue 8 Oct 2019 | 0-3 v Accrington StanleyOldham Athletic 0-3 Accrington Stanley | Leasing.com Trophy Northern Group B |
3 | Sat 12 Oct 2019 | 1-6 v Mansfield TownMansfield Town 6-1 Oldham Athletic | Sky Bet League Two |
4 | Sat 19 Oct 2019 | 0-1 v Macclesfield TownOldham Athletic 0-1 Macclesfield Town | Sky Bet League Two |
5 | Tue 22 Oct 2019 | 2-0 v WalsallOldham Athletic 2-0 Walsall | Sky Bet League Two |
6 | Sat 26 Oct 2019 | 0-0 v Port ValePort Vale 0-0 Oldham Athletic | Sky Bet League Two |
7 | Sat 2 Nov 2019 | 2-2 v Northampton TownOldham Athletic 2-2 Northampton Town | Sky Bet League Two |
8 | Sun 10 Nov 2019 | 2-1 v GatesheadGateshead 1-2 Oldham Athletic | Emirates FA Cup First Round |
9 | Wed 13 Nov 2019 | 2-5 v Fleetwood TownFleetwood Town 5-2 Oldham Athletic | Leasing.com Trophy Northern Group B |
10 | Sat 23 Nov 2019 | 1-0 v Newport CountyNewport County 0-1 Oldham Athletic | Sky Bet League Two |
11 | Sat 30 Nov 2019 | 0-1 v Burton AlbionOldham Athletic 0-1 Burton Albion | Emirates FA Cup Second Round |
12 | Sat 7 Dec 2019 | 1-1 v Leyton OrientOldham Athletic 1-1 Leyton Orient | Sky Bet League Two |
13 | Sat 14 Dec 2019 | 0-2 v Swindon TownSwindon Town 2-0 Oldham Athletic | Sky Bet League Two |