| 1 | 3/8/2019 | 1-1 v Colchester UnitedColchester United 1-1 Port Vale | Sky Bet League Two |
| 2 | 13/8/2019 | 1-2 v Burton AlbionPort Vale 1-2 Burton Albion | Carabao Cup First Round |
| 3 | 20/8/2019 | 2-1 v Forest Green RoversPort Vale 2-1 Forest Green Rovers | Sky Bet League Two |
| 4 | 24/8/2019 | 2-5 v Grimsby TownGrimsby Town 5-2 Port Vale | Sky Bet League Two |
| 5 | 31/8/2019 | 1-0 v Cambridge UnitedPort Vale 1-0 Cambridge United | Sky Bet League Two |
| 6 | 3/9/2019 | 2-1 v Shrewsbury TownPort Vale 2-1 Shrewsbury Town | Checkatrade Trophy Northern Group D |
| 7 | 7/9/2019 | 0-1 v Newport CountyNewport County 1-0 Port Vale | Sky Bet League Two |
| 8 | 14/9/2019 | 1-0 v Plymouth ArgylePort Vale 1-0 Plymouth Argyle | Sky Bet League Two |
| 9 | 17/9/2019 | 0-2 v Exeter CityExeter City 2-0 Port Vale | Sky Bet League Two |
| 10 | 21/9/2019 | 2-2 v Mansfield TownPort Vale 2-2 Mansfield Town | Sky Bet League Two |
| 11 | 24/9/2019 | 3-2 v Macclesfield TownMacclesfield Town 2-3 Port Vale | Checkatrade Trophy Northern Group D |
| 12 | 28/9/2019 | 3-3 v Leyton OrientLeyton Orient 3-3 Port Vale | Sky Bet League Two |
| 13 | 12/10/2019 | 1-2 v Macclesfield TownMacclesfield Town 2-1 Port Vale | Sky Bet League Two |
| 14 | 19/10/2019 | 1-1 v StevenagePort Vale 1-1 Stevenage | Sky Bet League Two |
| 15 | 22/10/2019 | 2-1 v Bradford CityBradford City 1-2 Port Vale | Sky Bet League Two |
| 16 | 26/10/2019 | 0-0 v Oldham AthleticPort Vale 0-0 Oldham Athletic | Sky Bet League Two |
| 17 | 2/11/2019 | 1-0 v Crewe AlexandraCrewe Alexandra 0-1 Port Vale | Sky Bet League Two |
| 18 | 9/11/2019 | 1-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Port Vale | Emirates FA Cup First Round |
| 19 | 16/11/2019 | 2-1 v Carlisle UnitedPort Vale 2-1 Carlisle United | Sky Bet League Two |
| 20 | 23/11/2019 | 1-2 v Scunthorpe UnitedScunthorpe United 2-1 Port Vale | Sky Bet League Two |
| 21 | 7/12/2019 | 0-1 v WalsallPort Vale 0-1 Walsall | Sky Bet League Two |
| 22 | 1/1/2020 | 2-2 v Macclesfield TownPort Vale 2-2 Macclesfield Town | Sky Bet League Two |
| 23 | 7/1/2020 | 0-3 v Salford CitySalford City 3-0 Port Vale | Checkatrade Trophy Round of 16 |
| 24 | 14/1/2020 | 1-2 v MorecambeMorecambe 2-1 Port Vale | Sky Bet League Two |
| 25 | 25/1/2020 | 0-3 v Swindon TownSwindon Town 3-0 Port Vale | Sky Bet League Two |
| 26 | 28/1/2020 | 3-1 v Exeter CityPort Vale 3-1 Exeter City | Sky Bet League Two |
| 27 | 1/2/2020 | 1-1 v Salford CityPort Vale 1-1 Salford City | Sky Bet League Two |
| 28 | 8/2/2020 | 1-0 v Northampton TownNorthampton Town 0-1 Port Vale | Sky Bet League Two |
| 29 | 15/2/2020 | 3-0 v Colchester UnitedPort Vale 3-0 Colchester United | Sky Bet League Two |
