| 1 | Sat 3 Aug 2019 | 23-0 v Crewe AlexandraCrewe Alexandra 0-3 Plymouth Argyle | Sky Bet League Two |
| 2 | Sat 10 Aug 2019 | 21-0 v Colchester UnitedPlymouth Argyle 1-0 Colchester United | Sky Bet League Two |
| 3 | Tue 13 Aug 2019 | 22-0 v Leyton OrientPlymouth Argyle 2-0 Leyton Orient | Carabao Cup First Round |
| 4 | Sat 17 Aug 2019 | 20-1 v Newport CountyNewport County 1-0 Plymouth Argyle | Sky Bet League Two |
| 5 | Tue 20 Aug 2019 | 22-2 v Salford CityPlymouth Argyle 2-2 Salford City | Sky Bet League Two |
| 6 | Sat 24 Aug 2019 | 23-0 v WalsallPlymouth Argyle 3-0 Walsall | Sky Bet League Two |
| 7 | Sat 31 Aug 2019 | 21-3 v Northampton TownNorthampton Town 3-1 Plymouth Argyle | Sky Bet League Two |
| 8 | Sat 7 Sep 2019 | 2 2-2 v Oldham AthleticPlymouth Argyle 2-2 Oldham Athletic | Sky Bet League Two |
| 9 | Sat 28 Sep 2019 | 21-0 v Mansfield TownMansfield Town 0-1 Plymouth Argyle | Sky Bet League Two |
| 10 | Sat 5 Oct 2019 | 22-2 v Scunthorpe UnitedPlymouth Argyle 2-2 Scunthorpe United | Sky Bet League Two |
| 11 | Tue 8 Oct 2019 | 23-0 v Swindon TownSwindon Town 0-3 Plymouth Argyle | Leasing.com Trophy Southern Group F |
| 12 | Sat 12 Oct 2019 | 2 1-1 v Swindon TownSwindon Town 1-1 Plymouth Argyle | Sky Bet League Two |
| 13 | Sat 19 Oct 2019 | 22-0 v Carlisle UnitedPlymouth Argyle 2-0 Carlisle United | Sky Bet League Two |
| 14 | Tue 22 Oct 2019 | 24-0 v Leyton OrientPlymouth Argyle 4-0 Leyton Orient | Sky Bet League Two |
| 15 | Sat 26 Oct 2019 | 20-4 v Exeter CityExeter City 4-0 Plymouth Argyle | Sky Bet League Two |
| 16 | Sat 16 Nov 2019 | 21-0 v Forest Green RoversForest Green Rovers 0-1 Plymouth Argyle | Sky Bet League Two |
| 17 | Sat 11 Jan 2020 | 23-0 v Carlisle UnitedCarlisle United 0-3 Plymouth Argyle | Sky Bet League Two |
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