| 1 | 3/8/2019 | 0-2 v Salford CitySalford City 2-0 Stevenage | Sky Bet League Two |
| 2 | 10/8/2019 | 0-1 v Exeter CityStevenage 0-1 Exeter City | Sky Bet League Two |
| 3 | 17/8/2019 | 0-0 v Leyton OrientLeyton Orient 0-0 Stevenage | Sky Bet League Two |
| 4 | 20/8/2019 | 0-1 v Bradford CityStevenage 0-1 Bradford City | Sky Bet League Two |
| 5 | 24/8/2019 | 0-0 v Mansfield TownMansfield Town 0-0 Stevenage | Sky Bet League Two |
| 6 | 31/8/2019 | 2-2 v Macclesfield TownStevenage 2-2 Macclesfield Town | Sky Bet League Two |
| 7 | 14/9/2019 | 2-3 v Carlisle UnitedStevenage 2-3 Carlisle United | Sky Bet League Two |
| 8 | 17/9/2019 | 0-1 v Northampton TownStevenage 0-1 Northampton Town | Sky Bet League Two |
| 9 | 21/9/2019 | 0-0 v Forest Green RoversForest Green Rovers 0-0 Stevenage | Sky Bet League Two |
| 10 | 28/9/2019 | 1-1 v Cambridge UnitedStevenage 1-1 Cambridge United | Sky Bet League Two |
| 11 | 5/10/2019 | 1-3 v Colchester UnitedColchester United 3-1 Stevenage | Sky Bet League Two |
| 12 | 8/10/2019 | 1-0 v Wycombe WanderersWycombe Wanderers 0-1 Stevenage | Checkatrade Trophy Southern Group G |
| 13 | 12/10/2019 | 2-1 v Grimsby TownStevenage 2-1 Grimsby Town | Sky Bet League Two |
| 14 | 19/10/2019 | 1-1 v Port ValePort Vale 1-1 Stevenage | Sky Bet League Two |
| 15 | 22/10/2019 | 0-1 v Swindon TownSwindon Town 1-0 Stevenage | Sky Bet League Two |
| 16 | 26/10/2019 | 1-0 v MorecambeStevenage 1-0 Morecambe | Sky Bet League Two |
| 17 | 2/11/2019 | 0-0 v Scunthorpe UnitedScunthorpe United 0-0 Stevenage | Sky Bet League Two |
| 18 | 9/11/2019 | 1-1 v Peterborough UnitedStevenage 1-1 Peterborough United | Emirates FA Cup First Round |
| 19 | 19/11/2019 | 0-2 v Peterborough UnitedPeterborough United 2-0 Stevenage | Emirates FA Cup First Round Replay |
| 20 | 23/11/2019 | 0-0 v WalsallWalsall 0-0 Stevenage | Sky Bet League Two |
| 21 | 3/12/2019 | 2-1 v Colchester UnitedColchester United 1-2 Stevenage | Checkatrade Trophy Second Round |
| 22 | 7/12/2019 | 0-0 v Crawley TownStevenage 0-0 Crawley Town | Sky Bet League Two |
| 23 | 4/1/2020 | 0-0 v Colchester UnitedStevenage 0-0 Colchester United | Sky Bet League Two |
| 24 | 11/1/2020 | 0-1 v Port ValeStevenage 0-1 Port Vale | Sky Bet League Two |
| 25 | 14/1/2020 | 0-0 v Oldham AthleticStevenage 0-0 Oldham Athletic | Sky Bet League Two |
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