| 1 | Thu 8 Aug 2019 | 1-0 v HaugesundHaugesund 0-1 PSV Eindhoven | Europa League Third Qualifying Round |
| 2 | Sun 11 Aug 2019 | 3-1 v ADO Den HaagPSV Eindhoven 3-1 ADO Den Haag | Dutch Eredivisie |
| 3 | Thu 15 Aug 2019 | 0-0 v HaugesundPSV Eindhoven 0-0 Haugesund | Europa League Third Qualifying Round |
| 4 | Sun 18 Aug 2019 | 2-0 v Heracles AlmeloHeracles Almelo 0-2 PSV Eindhoven | Dutch Eredivisie |
| 5 | Thu 22 Aug 2019 | 3-0 v Apollon LimassolPSV Eindhoven 3-0 Apollon Limassol | Europa League Qualifying Play-off Round |
| 6 | Thu 29 Aug 2019 | 4-0 v Apollon LimassolApollon Limassol 0-4 PSV Eindhoven | Europa League Qualifying Play-off Round |
| 7 | Sun 1 Sep 2019 | 3-1 v RKC WaalwijkRKC Waalwijk 1-3 PSV Eindhoven | Dutch Eredivisie |
| 8 | Sat 14 Sep 2019 | 5-0 v VitessePSV Eindhoven 5-0 Vitesse | Dutch Eredivisie |
| 9 | Thu 19 Sep 2019 | 3-2 v Sporting LisbonPSV Eindhoven 3-2 Sporting Lisbon | Europa League Group D |
| 10 | Sun 22 Sep 2019 | 1-1 v AjaxPSV Eindhoven 1-1 Ajax | Dutch Eredivisie |
| 11 | Sun 29 Sep 2019 | 4-0 v PEC ZwollePEC Zwolle 0-4 PSV Eindhoven | Dutch Eredivisie |
| 12 | Thu 3 Oct 2019 | 4-1 v RosenborgRosenborg 1-4 PSV Eindhoven | Europa League Group D |
| 13 | Sat 19 Oct 2019 | 0-3 v FC UtrechtFC Utrecht 3-0 PSV Eindhoven | Dutch Eredivisie |
| 14 | Sun 27 Oct 2019 | 0-4 v AZ AlkmaarPSV Eindhoven 0-4 AZ Alkmaar | Dutch Eredivisie |
| 15 | Sat 2 Nov 2019 | 2-2 v Sparta RotterdamSparta Rotterdam 2-2 PSV Eindhoven | Dutch Eredivisie |
| 16 | Sun 10 Nov 2019 | 1-2 v Willem IIWillem II 2-1 PSV Eindhoven | Dutch Eredivisie |
| 17 | Sun 24 Nov 2019 | 2-1 v sc HeerenveenPSV Eindhoven 2-1 sc Heerenveen | Dutch Eredivisie |
| 18 | Thu 28 Nov 2019 | 0-4 v Sporting LisbonSporting Lisbon 4-0 PSV Eindhoven | Europa League Group D |
| 19 | Sat 21 Dec 2019 | 4-1 v PEC ZwollePSV Eindhoven 4-1 PEC Zwolle | Dutch Eredivisie |
| 20 | Sun 19 Jan 2020 | 1-1 v VVV VenloVVV Venlo 1-1 PSV Eindhoven | Dutch Eredivisie |
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