| 1 | Sat 7 Sep 2019 | 21-1 v Macclesfield TownMacclesfield Town 1-1 Crawley Town | Sky Bet League Two |
| 2 | Sat 14 Sep 2019 | 21-0 v Mansfield TownCrawley Town 1-0 Mansfield Town | Sky Bet League Two |
| 3 | Sat 21 Sep 2019 | 22-2 v Northampton TownNorthampton Town 2-2 Crawley Town | Sky Bet League Two |
| 4 | Sat 28 Sep 2019 | 22-3 v WalsallCrawley Town 2-3 Walsall | Sky Bet League Two |
| 5 | Sat 12 Oct 2019 | 22-1 v Colchester UnitedCrawley Town 2-1 Colchester United | Sky Bet League Two |
| 6 | Sat 19 Oct 2019 | 2 1-2 v Bradford CityBradford City 2-1 Crawley Town | Sky Bet League Two |
| 7 | Tue 29 Oct 2019 | 21-3 v Colchester UnitedCrawley Town 1-3 Colchester United | Carabao Cup Fourth Round |
| 8 | Sat 2 Nov 2019 | 21-2 v Cambridge UnitedCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 9 | Sat 9 Nov 2019 | 24-1 v Scunthorpe UnitedCrawley Town 4-1 Scunthorpe United | Emirates FA Cup First Round |
| 10 | Sat 23 Nov 2019 | 20-1 v Exeter CityCrawley Town 0-1 Exeter City | Sky Bet League Two |
| 11 | Sun 1 Dec 2019 | 21-2 v Fleetwood TownCrawley Town 1-2 Fleetwood Town | Emirates FA Cup Second Round |
| 12 | Sat 7 Dec 2019 | 20-0 v StevenageStevenage 0-0 Crawley Town | Sky Bet League Two |
| 13 | Sat 14 Dec 2019 | 20-0 v Port ValeCrawley Town 0-0 Port Vale | Sky Bet League Two |
| 14 | Sat 21 Dec 2019 | 21-2 v Oldham AthleticOldham Athletic 2-1 Crawley Town | Sky Bet League Two |
| 15 | Thu 26 Dec 2019 | 24-0 v Northampton TownCrawley Town 4-0 Northampton Town | Sky Bet League Two |
| 16 | Sun 29 Dec 2019 | 21-1 v Grimsby TownGrimsby Town 1-1 Crawley Town | Sky Bet League Two |
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