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