| 1 | Sat 31 Aug 2019 | 1-0 v Cambridge UnitedPort Vale 1-0 Cambridge United | Sky Bet League Two |
| 2 | Tue 3 Sep 2019 | 2-1 v Shrewsbury TownPort Vale 2-1 Shrewsbury Town | Leasing.com Trophy Northern Group D |
| 3 | Sat 14 Sep 2019 | 1-0 v Plymouth ArgylePort Vale 1-0 Plymouth Argyle | Sky Bet League Two |
| 4 | Tue 17 Sep 2019 | 0-2 v Exeter CityExeter City 2-0 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 28 Sep 2019 | 3-3 v Leyton OrientLeyton Orient 3-3 Port Vale | Sky Bet League Two |
| 8 | Sat 12 Oct 2019 | 1-2 v Macclesfield TownMacclesfield Town 2-1 Port Vale | Sky Bet League Two |
| 9 | Sat 19 Oct 2019 | 1-1 v StevenagePort Vale 1-1 Stevenage | Sky Bet League Two |
| 10 | Tue 22 Oct 2019 | 2-1 v Bradford CityBradford City 1-2 Port Vale | Sky Bet League Two |
| 11 | Sat 26 Oct 2019 | 0-0 v Oldham AthleticPort Vale 0-0 Oldham Athletic | Sky Bet League Two |
| 12 | Sat 2 Nov 2019 | 1-0 v Crewe AlexandraCrewe Alexandra 0-1 Port Vale | Sky Bet League Two |
| 13 | Sat 9 Nov 2019 | 1-0 v Milton Keynes DonsMilton Keynes Dons 0-1 Port Vale | Emirates FA Cup First Round |
| 14 | Sat 16 Nov 2019 | 2-1 v Carlisle UnitedPort Vale 2-1 Carlisle United | Sky Bet League Two |
| 15 | Sat 23 Nov 2019 | 1-2 v Scunthorpe UnitedScunthorpe United 2-1 Port Vale | Sky Bet League Two |
| 16 | Sat 30 Nov 2019 | 3-1 v Cheltenham TownCheltenham Town 1-3 Port Vale | Emirates FA Cup Second Round |
| 17 | Tue 3 Dec 2019 | 2-2 v Mansfield TownPort Vale 2-2 Mansfield Town | Leasing.com Trophy Second Round |
| 18 | Sat 7 Dec 2019 | 0-1 v WalsallPort Vale 0-1 Walsall | Sky Bet League Two |
| 19 | Sat 14 Dec 2019 | 0-0 v Crawley TownCrawley Town 0-0 Port Vale | Sky Bet League Two |
| 20 | Sat 21 Dec 2019 | 1-1 v Cheltenham TownPort Vale 1-1 Cheltenham Town | Sky Bet League Two |
| 21 | Sun 29 Dec 2019 | 2-0 v Swindon TownPort Vale 2-0 Swindon Town | Sky Bet League Two |
| 22 | Wed 1 Jan 2020 | 2-2 v Macclesfield TownPort Vale 2-2 Macclesfield Town | Sky Bet League Two |
| 23 | Sat 4 Jan 2020 | 1-4 v Manchester CityManchester City 4-1 Port Vale | Emirates FA Cup Third Round |
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