| 1 | Tue 13 Aug 2019 | 3-2 v WalsallWalsall 2-3 Crawley Town | Carabao Cup First Round |
| 2 | Sat 17 Aug 2019 | 2-2 v Scunthorpe UnitedScunthorpe United 2-2 Crawley Town | Sky Bet League Two |
| 3 | Tue 20 Aug 2019 | 1-2 v Crewe AlexandraCrawley Town 1-2 Crewe Alexandra | Sky Bet League Two |
| 4 | Sat 24 Aug 2019 | 3-2 v Leyton OrientLeyton Orient 2-3 Crawley Town | Sky Bet League Two |
| 5 | Sat 31 Aug 2019 | 1-0 v Cheltenham TownCrawley Town 1-0 Cheltenham Town | Sky Bet League Two |
| 6 | Tue 22 Oct 2019 | 1-1 v Newport CountyNewport County 1-1 Crawley Town | Sky Bet League Two |
| 7 | Tue 29 Oct 2019 | 1-3 v Colchester UnitedCrawley Town 1-3 Colchester United | Carabao Cup Fourth Round |
| 8 | Sat 2 Nov 2019 | 1-2 v Cambridge UnitedCambridge United 2-1 Crawley Town | Sky Bet League Two |
| 9 | Sat 9 Nov 2019 | 4-1 v Scunthorpe UnitedCrawley Town 4-1 Scunthorpe United | Emirates FA Cup First Round |
| 10 | Tue 12 Nov 2019 | 1-4 v Oxford UnitedCrawley Town 1-4 Oxford United | Leasing.com Trophy Southern Group B |
| 11 | Sat 23 Nov 2019 | 0-1 v Exeter CityCrawley Town 0-1 Exeter City | Sky Bet League Two |
| 12 | Sun 1 Dec 2019 | 1-2 v Fleetwood TownCrawley Town 1-2 Fleetwood Town | Emirates FA Cup Second Round |
| 13 | Sat 7 Dec 2019 | 0-0 v StevenageStevenage 0-0 Crawley Town | Sky Bet League Two |
| 14 | Thu 26 Dec 2019 | 4-0 v Northampton TownCrawley Town 4-0 Northampton Town | Sky Bet League Two |
| 15 | Sun 29 Dec 2019 | 1-1 v Grimsby TownGrimsby Town 1-1 Crawley Town | Sky Bet League Two |
| 16 | Sat 4 Jan 2020 | 1-1 v Forest Green RoversCrawley Town 1-1 Forest Green Rovers | Sky Bet League Two |
| 17 | Sat 11 Jan 2020 | 2-1 v Bradford CityCrawley Town 2-1 Bradford City | Sky Bet League Two |
| 18 | Sat 18 Jan 2020 | 1-2 v WalsallWalsall 2-1 Crawley Town | Sky Bet League Two |
| 19 | Sat 25 Jan 2020 | 3-2 v Grimsby TownCrawley Town 3-2 Grimsby Town | Sky Bet League Two |
| 20 | Tue 28 Jan 2020 | 2-2 v Plymouth ArgylePlymouth Argyle 2-2 Crawley Town | Sky Bet League Two |
| 21 | Sat 1 Feb 2020 | 3-1 v Scunthorpe UnitedCrawley Town 3-1 Scunthorpe United | Sky Bet League Two |
| 22 | Sat 8 Feb 2020 | 0-0 v Salford CitySalford City 0-0 Crawley Town | Sky Bet League Two |
| 23 | Tue 11 Feb 2020 | 1-2 v Crewe AlexandraCrewe Alexandra 2-1 Crawley Town | Sky Bet League Two |
| 24 | Sat 15 Feb 2020 | 0-0 v Carlisle UnitedCrawley Town 0-0 Carlisle United | Sky Bet League Two |
| 25 | Sat 22 Feb 2020 | 2-0 v StevenageCrawley Town 2-0 Stevenage | Sky Bet League Two |
| 26 | Sat 29 Feb 2020 | 1-1 v Exeter CityExeter City 1-1 Crawley Town | Sky Bet League Two |
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