| 1 | Sat 3 Aug 2019 | 1-1 v Colchester UnitedColchester United 1-1 Port Vale | Sky Bet League Two |
| 2 | Sat 10 Aug 2019 | 1-1 v Northampton TownPort Vale 1-1 Northampton Town | Sky Bet League Two |
| 3 | Tue 13 Aug 2019 | 1-2 v Burton AlbionPort Vale 1-2 Burton Albion | Carabao Cup First Round |
| 4 | Sat 24 Aug 2019 | 2-5 v Grimsby TownGrimsby Town 5-2 Port Vale | Sky Bet League Two |
| 5 | Sat 21 Sep 2019 | 2-2 v Mansfield TownPort Vale 2-2 Mansfield Town | Sky Bet League Two |
| 6 | Tue 24 Sep 2019 | 3-2 v Macclesfield TownMacclesfield Town 2-3 Port Vale | Leasing.com Trophy Northern Group D |
| 7 | Sat 26 Oct 2019 | 0-0 v Oldham AthleticPort Vale 0-0 Oldham Athletic | Sky Bet League Two |
| 8 | Sat 16 Nov 2019 | 2-1 v Carlisle UnitedPort Vale 2-1 Carlisle United | Sky Bet League Two |
| 9 | Sat 23 Nov 2019 | 1-2 v Scunthorpe UnitedScunthorpe United 2-1 Port Vale | Sky Bet League Two |
| 10 | Tue 3 Dec 2019 | 2-2 v Mansfield TownPort Vale 2-2 Mansfield Town | Leasing.com Trophy Second Round |
| 11 | Sat 7 Dec 2019 | 0-1 v WalsallPort Vale 0-1 Walsall | Sky Bet League Two |
| 12 | Sat 21 Dec 2019 | 1-1 v Cheltenham TownPort Vale 1-1 Cheltenham Town | Sky Bet League Two |
| 13 | Sun 29 Dec 2019 | 2-0 v Swindon TownPort Vale 2-0 Swindon Town | Sky Bet League Two |
| 14 | Sat 4 Jan 2020 | 1-4 v Manchester CityManchester City 4-1 Port Vale | Emirates FA Cup Third Round |
| 15 | Tue 7 Jan 2020 | 0-3 v Salford CitySalford City 3-0 Port Vale | Leasing.com Trophy Round of 16 |
| 16 | Tue 14 Jan 2020 | 1-2 v MorecambeMorecambe 2-1 Port Vale | Sky Bet League Two |
| 17 | Sat 18 Jan 2020 | 1-0 v Leyton OrientPort Vale 1-0 Leyton Orient | Sky Bet League Two |
| 18 | Sat 25 Jan 2020 | 0-3 v Swindon TownSwindon Town 3-0 Port Vale | Sky Bet League Two |
| 19 | Sat 15 Feb 2020 | 3-0 v Colchester UnitedPort Vale 3-0 Colchester United | Sky Bet League Two |
| 20 | Sat 22 Feb 2020 | 2-2 v WalsallWalsall 2-2 Port Vale | Sky Bet League Two |
| 21 | Sat 29 Feb 2020 | 2-2 v Scunthorpe UnitedPort Vale 2-2 Scunthorpe United | Sky Bet League Two |
| 22 | Sat 7 Mar 2020 | 0-0 v Cheltenham TownCheltenham Town 0-0 Port Vale | Sky Bet League Two |
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