| 1 | Tue 20 Aug 2019 | 0-1 v Bradford CityStevenage 0-1 Bradford City | Sky Bet League Two |
| 2 | Sat 24 Aug 2019 | 0-0 v Mansfield TownMansfield Town 0-0 Stevenage | Sky Bet League Two |
| 3 | Sat 31 Aug 2019 | 2-2 v Macclesfield TownStevenage 2-2 Macclesfield Town | Sky Bet League Two |
| 4 | Sat 14 Sep 2019 | 2-3 v Carlisle UnitedStevenage 2-3 Carlisle United | Sky Bet League Two |
| 5 | Tue 17 Sep 2019 | 0-1 v Northampton TownStevenage 0-1 Northampton Town | Sky Bet League Two |
| 6 | Sat 21 Sep 2019 | 0-0 v Forest Green RoversForest Green Rovers 0-0 Stevenage | Sky Bet League Two |
| 7 | Sat 28 Sep 2019 | 1-1 v Cambridge UnitedStevenage 1-1 Cambridge United | Sky Bet League Two |
| 8 | Sat 5 Oct 2019 | 1-3 v Colchester UnitedColchester United 3-1 Stevenage | Sky Bet League Two |
| 9 | Sat 21 Dec 2019 | 1-5 v Crewe AlexandraStevenage 1-5 Crewe Alexandra | Sky Bet League Two |
| 10 | Thu 26 Dec 2019 | 0-0 v Forest Green RoversStevenage 0-0 Forest Green Rovers | Sky Bet League Two |
| 11 | Sun 29 Dec 2019 | 1-2 v Plymouth ArgylePlymouth Argyle 2-1 Stevenage | Sky Bet League Two |
| 12 | Wed 1 Jan 2020 | 0-1 v Northampton TownNorthampton Town 1-0 Stevenage | Sky Bet League Two |
| 13 | Sat 4 Jan 2020 | 0-0 v Colchester UnitedStevenage 0-0 Colchester United | Sky Bet League Two |
| 14 | Sat 11 Jan 2020 | 0-1 v Port ValeStevenage 0-1 Port Vale | Sky Bet League Two |
| 15 | Tue 14 Jan 2020 | 0-0 v Oldham AthleticStevenage 0-0 Oldham Athletic | Sky Bet League Two |
| 16 | Sat 7 Mar 2020 | 1-3 v Crewe AlexandraCrewe Alexandra 3-1 Stevenage | Sky Bet League Two |
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