| 1 | Sun 18 Aug 2019 | 3-2 v Fortuna SittardFortuna Sittard 2-3 Willem II | Dutch Eredivisie |
| 2 | Sat 24 Aug 2019 | 2-1 v FC EmmenWillem II 2-1 FC Emmen | Dutch Eredivisie |
| 3 | Sun 1 Sep 2019 | 0-1 v FeyenoordWillem II 0-1 Feyenoord | Dutch Eredivisie |
| 4 | Sun 29 Sep 2019 | 0-2 v FC UtrechtFC Utrecht 2-0 Willem II | Dutch Eredivisie |
| 5 | Sun 6 Oct 2019 | 1-1 v AZ AlkmaarWillem II 1-1 AZ Alkmaar | Dutch Eredivisie |
| 6 | Sat 19 Oct 2019 | 1-0 v FC TwenteFC Twente 0-1 Willem II | Dutch Eredivisie |
| 7 | Sat 26 Oct 2019 | 2-1 v RKC WaalwijkWillem II 2-1 RKC Waalwijk | Dutch Eredivisie |
| 8 | Sun 3 Nov 2019 | 0-2 v FC GroningenFC Groningen 2-0 Willem II | Dutch Eredivisie |
| 9 | Sun 10 Nov 2019 | 2-1 v PSV EindhovenWillem II 2-1 PSV Eindhoven | Dutch Eredivisie |
| 10 | Sat 23 Nov 2019 | 3-3 v ADO Den HaagADO Den Haag 3-3 Willem II | Dutch Eredivisie |
| 11 | Sat 30 Nov 2019 | 4-0 v Sparta RotterdamWillem II 4-0 Sparta Rotterdam | Dutch Eredivisie |
| 12 | Fri 6 Dec 2019 | 2-0 v AjaxAjax 0-2 Willem II | Dutch Eredivisie |
| 13 | Fri 13 Dec 2019 | 2-1 v sc Heerenveensc Heerenveen 1-2 Willem II | Dutch Eredivisie |
| 14 | Sat 21 Dec 2019 | 0-0 v Fortuna SittardWillem II 0-0 Fortuna Sittard | Dutch Eredivisie |
| 15 | Sat 18 Jan 2020 | 3-1 v AZ AlkmaarAZ Alkmaar 1-3 Willem II | Dutch Eredivisie |
| 16 | Sun 26 Jan 2020 | 0-0 v PEC ZwolleWillem II 0-0 PEC Zwolle | Dutch Eredivisie |
| 17 | Sun 2 Feb 2020 | 1-0 v Heracles AlmeloWillem II 1-0 Heracles Almelo | Dutch Eredivisie |
| 18 | Sat 8 Feb 2020 | 0-3 v PSV EindhovenPSV Eindhoven 3-0 Willem II | Dutch Eredivisie |
| 19 | Sun 16 Feb 2020 | 1-1 v FC UtrechtWillem II 1-1 FC Utrecht | Dutch Eredivisie |
| 20 | Sat 22 Feb 2020 | 2-4 v FC EmmenFC Emmen 4-2 Willem II | Dutch Eredivisie |
| 21 | Fri 28 Feb 2020 | 3-1 v FC GroningenWillem II 3-1 FC Groningen | Dutch Eredivisie |
| 22 | Sun 8 Mar 2020 | 0-2 v FeyenoordFeyenoord 2-0 Willem II | Dutch Eredivisie |
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