| 1 | Sat 10 Aug 2019 | 2-0 v Salford CityCrawley Town 2-0 Salford City | Sky Bet League Two |
| 2 | Sat 31 Aug 2019 | 1-0 v Cheltenham TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 3 | Sat 7 Sep 2019 | 1-1 v Macclesfield TownMacclesfield Town 1-1 Crawley Town | Sky Bet League Two |
| 4 | Sat 14 Sep 2019 | 1-0 v Mansfield TownCrawley Town 1-0 Mansfield Town | Sky Bet League Two |
| 5 | Sat 21 Sep 2019 | 2-2 v Northampton TownNorthampton Town 2-2 Crawley Town | Sky Bet League Two |
| 6 | Sat 28 Sep 2019 | 2-3 v WalsallCrawley Town 2-3 Walsall | Sky Bet League Two |
| 7 | Sat 5 Oct 2019 | 1-3 v Forest Green RoversForest Green Rovers 3-1 Crawley Town | Sky Bet League Two |
| 8 | Sat 12 Oct 2019 | 2-1 v Colchester UnitedCrawley Town 2-1 Colchester United | Sky Bet League Two |
| 9 | Sat 19 Oct 2019 | 1-2 v Bradford CityBradford City 2-1 Crawley Town | Sky Bet League Two |
| 10 | Tue 22 Oct 2019 | 1-1 v Newport CountyNewport County 1-1 Crawley Town | Sky Bet League Two |
| 11 | Tue 29 Oct 2019 | 1-3 v Colchester UnitedCrawley Town 1-3 Colchester United | Carabao Cup Fourth Round |
| 12 | Tue 12 Nov 2019 | 1-4 v Oxford UnitedCrawley Town 1-4 Oxford United | Leasing.com Trophy Southern Group B |
| 13 | Sat 7 Dec 2019 | 0-0 v StevenageStevenage 0-0 Crawley Town | Sky Bet League Two |
| 14 | Sat 14 Dec 2019 | 0-0 v Port ValeCrawley Town 0-0 Port Vale | Sky Bet League Two |
| 15 | Sat 21 Dec 2019 | 1-2 v Oldham AthleticOldham Athletic 2-1 Crawley Town | Sky Bet League Two |
| 16 | Thu 26 Dec 2019 | 4-0 v Northampton TownCrawley Town 4-0 Northampton Town | Sky Bet League Two |
| 17 | Sat 4 Jan 2020 | 1-1 v Forest Green RoversCrawley Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 18 | Sat 1 Feb 2020 | 3-1 v Scunthorpe UnitedCrawley Town 3-1 Scunthorpe United | Sky Bet League Two |
| 19 | Tue 11 Feb 2020 | 1-2 v Crewe AlexandraCrewe Alexandra 2-1 Crawley Town | Sky Bet League Two |
| 20 | Sat 22 Feb 2020 | 2-0 v StevenageCrawley Town 2-0 Stevenage | Sky Bet League Two |
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