| 1 | Sat 1 Sep 2018 | 0-1 v Cambridge UnitedStevenage 0-1 Cambridge United | Sky Bet League Two |
| 2 | Sat 8 Sep 2018 | 1-0 v Macclesfield TownStevenage 1-0 Macclesfield Town | Sky Bet League Two |
| 3 | Sat 15 Sep 2018 | 3-3 v Notts CountyNotts County 3-3 Stevenage | Sky Bet League Two |
| 4 | Sat 22 Sep 2018 | 1-0 v Grimsby TownStevenage 1-0 Grimsby Town | Sky Bet League Two |
| 5 | Sat 29 Sep 2018 | 1-0 v Carlisle UnitedCarlisle United 0-1 Stevenage | Sky Bet League Two |
| 6 | Tue 2 Oct 2018 | 0-1 v Exeter CityExeter City 1-0 Stevenage | Sky Bet League Two |
| 7 | Sat 6 Oct 2018 | 3-1 v Colchester UnitedStevenage 3-1 Colchester United | Sky Bet League Two |
| 8 | Sat 13 Oct 2018 | 1-2 v Newport CountyNewport County 2-1 Stevenage | Sky Bet League Two |
| 9 | Sat 20 Oct 2018 | 0-1 v Crewe AlexandraStevenage 0-1 Crewe Alexandra | Sky Bet League Two |
| 10 | Tue 23 Oct 2018 | 0-0 v Port ValeStevenage 0-0 Port Vale | Sky Bet League Two |
| 11 | Sat 27 Oct 2018 | 2-0 v Cheltenham TownCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 12 | Sat 3 Nov 2018 | 3-2 v Oldham AthleticStevenage 3-2 Oldham Athletic | Sky Bet League Two |
| 13 | Tue 6 Nov 2018 | 0-4 v AFC WimbledonAFC Wimbledon 4-0 Stevenage | Checkatrade Trophy Southern Group G |
| 14 | Sat 10 Nov 2018 | 0-1 v Plymouth ArgylePlymouth Argyle 1-0 Stevenage | Emirates FA Cup First Round |
| 15 | Sat 17 Nov 2018 | 0-4 v BuryBury 4-0 Stevenage | Sky Bet League Two |
| 16 | Sat 24 Nov 2018 | 3-2 v Milton Keynes DonsStevenage 3-2 Milton Keynes Dons | Sky Bet League Two |
| 17 | Tue 27 Nov 2018 | 2-3 v Swindon TownSwindon Town 3-2 Stevenage | Sky Bet League Two |
| 18 | Sat 8 Dec 2018 | 0-1 v Lincoln CityStevenage 0-1 Lincoln City | Sky Bet League Two |
| 19 | Sat 15 Dec 2018 | 1-1 v Northampton TownNorthampton Town 1-1 Stevenage | Sky Bet League Two |
| 20 | Sat 22 Dec 2018 | 1-3 v Mansfield TownStevenage 1-3 Mansfield Town | Sky Bet League Two |
| 21 | Wed 26 Dec 2018 | 2-1 v Colchester UnitedColchester United 1-2 Stevenage | Sky Bet League Two |
| 22 | Sat 29 Dec 2018 | 0-1 v Crewe AlexandraCrewe Alexandra 1-0 Stevenage | Sky Bet League Two |
| 23 | Tue 1 Jan 2019 | 1-0 v Newport CountyStevenage 1-0 Newport County | Sky Bet League Two |
| 24 | Sat 5 Jan 2019 | 0-2 v Cambridge UnitedCambridge United 2-0 Stevenage | Sky Bet League Two |
| 25 | Sat 12 Jan 2019 | 2-1 v Crawley TownStevenage 2-1 Crawley Town | Sky Bet League Two |
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