| 1 | 3/8/2019 | 1-1 v FC TwenteFC Twente 1-1 PSV Eindhoven | Dutch Eredivisie |
| 2 | 8/8/2019 | 1-0 v HaugesundHaugesund 0-1 PSV Eindhoven | Europa League Third Qualifying Round |
| 3 | 11/8/2019 | 3-1 v ADO Den HaagPSV Eindhoven 3-1 ADO Den Haag | Dutch Eredivisie |
| 4 | 15/8/2019 | 0-0 v HaugesundPSV Eindhoven 0-0 Haugesund | Europa League Third Qualifying Round |
| 5 | 18/8/2019 | 2-0 v Heracles AlmeloHeracles Almelo 0-2 PSV Eindhoven | Dutch Eredivisie |
| 6 | 22/8/2019 | 3-0 v Apollon LimassolPSV Eindhoven 3-0 Apollon Limassol | Europa League Qualifying Play-off Round |
| 7 | 29/8/2019 | 4-0 v Apollon LimassolApollon Limassol 0-4 PSV Eindhoven | Europa League Qualifying Play-off Round |
| 8 | 1/9/2019 | 3-1 v RKC WaalwijkRKC Waalwijk 1-3 PSV Eindhoven | Dutch Eredivisie |
| 9 | 14/9/2019 | 5-0 v VitessePSV Eindhoven 5-0 Vitesse | Dutch Eredivisie |
| 10 | 19/9/2019 | 3-2 v Sporting LisbonPSV Eindhoven 3-2 Sporting Lisbon | Europa League Group D |
| 11 | 22/9/2019 | 1-1 v AjaxPSV Eindhoven 1-1 Ajax | Dutch Eredivisie |
| 12 | 25/9/2019 | 3-1 v FC GroningenPSV Eindhoven 3-1 FC Groningen | Dutch Eredivisie |
| 13 | 29/9/2019 | 4-0 v PEC ZwollePEC Zwolle 0-4 PSV Eindhoven | Dutch Eredivisie |
| 14 | 6/10/2019 | 4-1 v VVV VenloPSV Eindhoven 4-1 VVV Venlo | Dutch Eredivisie |
| 15 | 19/10/2019 | 0-3 v FC UtrechtFC Utrecht 3-0 PSV Eindhoven | Dutch Eredivisie |
| 16 | 24/10/2019 | 1-0 v LASK LinzPSV Eindhoven 1-0 LASK Linz | Europa League Group D |
| 17 | 27/10/2019 | 0-4 v AZ AlkmaarPSV Eindhoven 0-4 AZ Alkmaar | Dutch Eredivisie |
| 18 | 2/11/2019 | 2-2 v Sparta RotterdamSparta Rotterdam 2-2 PSV Eindhoven | Dutch Eredivisie |
| 19 | 7/11/2019 | 1-4 v LASK LinzLASK Linz 4-1 PSV Eindhoven | Europa League Group D |
| 20 | 10/11/2019 | 1-2 v Willem IIWillem II 2-1 PSV Eindhoven | Dutch Eredivisie |
| 21 | 24/11/2019 | 2-1 v sc HeerenveenPSV Eindhoven 2-1 sc Heerenveen | Dutch Eredivisie |
| 22 | 7/12/2019 | 5-0 v Fortuna SittardPSV Eindhoven 5-0 Fortuna Sittard | Dutch Eredivisie |
| 23 | 12/12/2019 | 1-1 v RosenborgPSV Eindhoven 1-1 Rosenborg | Europa League Group D |
| 24 | 15/12/2019 | 1-3 v FeyenoordFeyenoord 3-1 PSV Eindhoven | Dutch Eredivisie |
| 25 | 21/12/2019 | 4-1 v PEC ZwollePSV Eindhoven 4-1 PEC Zwolle | Dutch Eredivisie |
| 26 | 19/1/2020 | 1-1 v VVV VenloVVV Venlo 1-1 PSV Eindhoven | Dutch Eredivisie |
| 27 | 26/1/2020 | 1-1 v FC TwentePSV Eindhoven 1-1 FC Twente | Dutch Eredivisie |
