| 1 | Sun 30 Jun 2019 | 31-1 v FC NordsjællandHeracles Almelo 1-1 FC Nordsjælland | Friendly |
| 2 | Wed 3 Jul 2019 | 30-1 v Club BruggeHeracles Almelo 0-1 Club Brugge | Friendly |
| 3 | Sun 4 Aug 2019 | 30-4 v sc HeerenveenHeracles Almelo 0-4 sc Heerenveen | Dutch Eredivisie |
| 4 | Sun 11 Aug 2019 | 3 1-1 v Fortuna SittardFortuna Sittard 1-1 Heracles Almelo | Dutch Eredivisie |
| 5 | Sun 18 Aug 2019 | 30-2 v PSV EindhovenHeracles Almelo 0-2 PSV Eindhoven | Dutch Eredivisie |
| 6 | Sat 24 Aug 2019 | 31-1 v VitesseHeracles Almelo 1-1 Vitesse | Dutch Eredivisie |
| 7 | Sat 31 Aug 2019 | 32-1 v FC GroningenFC Groningen 1-2 Heracles Almelo | Dutch Eredivisie |
| 8 | Sun 15 Sep 2019 | 34-1 v Willem IIHeracles Almelo 4-1 Willem II | Dutch Eredivisie |
| 9 | Fri 20 Sep 2019 | 33-2 v FC TwenteFC Twente 2-3 Heracles Almelo | Dutch Eredivisie |
| 10 | Sun 29 Sep 2019 | 30-2 v AZ AlkmaarAZ Alkmaar 2-0 Heracles Almelo | Dutch Eredivisie |
| 11 | Sat 5 Oct 2019 | 32-0 v FC EmmenHeracles Almelo 2-0 FC Emmen | Dutch Eredivisie |
| 12 | Sun 20 Oct 2019 | 3 1-1 v FeyenoordFeyenoord 1-1 Heracles Almelo | Dutch Eredivisie |
| 13 | Sat 26 Oct 2019 | 34-0 v PEC ZwolleHeracles Almelo 4-0 PEC Zwolle | Dutch Eredivisie |
| 14 | Sat 2 Nov 2019 | 30-2 v RKC WaalwijkRKC Waalwijk 2-0 Heracles Almelo | Dutch Eredivisie |
| 15 | Sat 9 Nov 2019 | 36-1 v VVV VenloHeracles Almelo 6-1 VVV Venlo | Dutch Eredivisie |
| 16 | Sat 23 Nov 2019 | 31-4 v AjaxAjax 4-1 Heracles Almelo | Dutch Eredivisie |
| 17 | Sat 30 Nov 2019 | 34-0 v ADO Den HaagHeracles Almelo 4-0 ADO Den Haag | Dutch Eredivisie |
| 18 | Sun 8 Dec 2019 | 30-0 v Sparta RotterdamSparta Rotterdam 0-0 Heracles Almelo | Dutch Eredivisie |
| 19 | Sun 15 Dec 2019 | 3 1-3 v FC UtrechtHeracles Almelo 1-3 FC Utrecht | Dutch Eredivisie |
| 20 | Sat 21 Dec 2019 | 31-1 v sc Heerenveensc Heerenveen 1-1 Heracles Almelo | Dutch Eredivisie |
| 21 | Sun 19 Jan 2020 | 30-1 v FC EmmenFC Emmen 1-0 Heracles Almelo | Dutch Eredivisie |
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