| 1 | Tue 13 Aug 2019 | 3-2 v WalsallWalsall 2-3 Crawley Town | Carabao Cup First Round |
| 2 | Sat 14 Sep 2019 | 1-0 v Mansfield TownCrawley Town 1-0 Mansfield Town | Sky Bet League Two |
| 3 | Tue 24 Sep 2019 | 1-1 v Stoke CityCrawley Town 1-1 Stoke City | Carabao Cup Third Round |
| 4 | Sat 28 Sep 2019 | 2-3 v WalsallCrawley Town 2-3 Walsall | Sky Bet League Two |
| 5 | Sat 5 Oct 2019 | 1-3 v Forest Green RoversForest Green Rovers 3-1 Crawley Town | Sky Bet League Two |
| 6 | Sat 12 Oct 2019 | 2-1 v Colchester UnitedCrawley Town 2-1 Colchester United | Sky Bet League Two |
| 7 | Sat 19 Oct 2019 | 1-2 v Bradford CityBradford City 2-1 Crawley Town | Sky Bet League Two |
| 8 | Tue 22 Oct 2019 | 1-1 v Newport CountyNewport County 1-1 Crawley Town | Sky Bet League Two |
| 9 | Tue 29 Oct 2019 | 1-3 v Colchester UnitedCrawley Town 1-3 Colchester United | Carabao Cup Fourth Round |
| 10 | Sat 2 Nov 2019 | 1-2 v Cambridge UnitedCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 11 | Sat 21 Dec 2019 | 1-2 v Oldham AthleticOldham Athletic 2-1 Crawley Town | Sky Bet League Two |
| 12 | Sat 4 Jan 2020 | 1-1 v Forest Green RoversCrawley Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 13 | Sat 25 Jan 2020 | 3-2 v Grimsby TownCrawley Town 3-2 Grimsby Town | Sky Bet League Two |
| 14 | Tue 28 Jan 2020 | 2-2 v Plymouth ArgylePlymouth Argyle 2-2 Crawley Town | Sky Bet League Two |
| 15 | Sat 8 Feb 2020 | 0-0 v Salford CitySalford City 0-0 Crawley Town | Sky Bet League Two |
| 16 | Tue 11 Feb 2020 | 1-2 v Crewe AlexandraCrewe Alexandra 2-1 Crawley Town | Sky Bet League Two |
| 17 | Sat 15 Feb 2020 | 0-0 v Carlisle UnitedCrawley Town 0-0 Carlisle United | Sky Bet League Two |
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