| 1 | Sat 22 Sep 2018 | 1-0 v Grimsby TownStevenage 1-0 Grimsby Town | Sky Bet League Two |
| 2 | Sat 29 Sep 2018 | 1-0 v Carlisle UnitedCarlisle United 0-1 Stevenage | Sky Bet League Two |
| 3 | Tue 2 Oct 2018 | 0-1 v Exeter CityExeter City 1-0 Stevenage | Sky Bet League Two |
| 4 | Sat 6 Oct 2018 | 3-1 v Colchester UnitedStevenage 3-1 Colchester United | Sky Bet League Two |
| 5 | Sat 13 Oct 2018 | 1-2 v Newport CountyNewport County 2-1 Stevenage | Sky Bet League Two |
| 6 | Sat 20 Oct 2018 | 0-1 v Crewe AlexandraStevenage 0-1 Crewe Alexandra | Sky Bet League Two |
| 7 | Tue 23 Oct 2018 | 0-0 v Port ValeStevenage 0-0 Port Vale | Sky Bet League Two |
| 8 | Sat 27 Oct 2018 | 2-0 v Cheltenham TownCheltenham Town 0-2 Stevenage | Sky Bet League Two |
| 9 | Sat 3 Nov 2018 | 3-2 v Oldham AthleticStevenage 3-2 Oldham Athletic | Sky Bet League Two |
| 10 | Sat 10 Nov 2018 | 0-1 v Plymouth ArgylePlymouth Argyle 1-0 Stevenage | Emirates FA Cup First Round |
| 11 | Sat 17 Nov 2018 | 0-4 v BuryBury 4-0 Stevenage | Sky Bet League Two |
| 12 | Sat 24 Nov 2018 | 3-2 v Milton Keynes DonsStevenage 3-2 Milton Keynes Dons | Sky Bet League Two |
| 13 | Tue 27 Nov 2018 | 2-3 v Swindon TownSwindon Town 3-2 Stevenage | Sky Bet League Two |
| 14 | Sat 8 Dec 2018 | 0-1 v Lincoln CityStevenage 0-1 Lincoln City | Sky Bet League Two |
| 15 | Sat 26 Jan 2019 | 0-1 v MotherwellDundee 0-1 Motherwell | Ladbrokes Premiership |
| 16 | Tue 29 Jan 2019 | 0-3 v Queen of the SouthQueen of the South 3-0 Dundee | William Hill Scottish Cup Fourth Round Replay |
| 17 | Sat 2 Feb 2019 | 1-1 v Hamilton AcademicalHamilton Academical 1-1 Dundee | Ladbrokes Premiership |
| 18 | Wed 6 Feb 2019 | 2-2 v KilmarnockDundee 2-2 Kilmarnock | Ladbrokes Premiership |
| 19 | Sat 16 Feb 2019 | 2-1 v LivingstonLivingston 1-2 Dundee | Ladbrokes Premiership |
| 20 | Fri 22 Feb 2019 | 2-4 v HibernianDundee 2-4 Hibernian | Ladbrokes Premiership |
| 21 | Wed 27 Feb 2019 | 0-4 v RangersRangers 4-0 Dundee | Ladbrokes Premiership |
| 22 | Sat 9 Mar 2019 | 0-1 v Heart of MidlothianDundee 0-1 Heart of Midlothian | Ladbrokes Premiership |
| 23 | Sun 17 Mar 2019 | 0-1 v CelticDundee 0-1 Celtic | Ladbrokes Premiership |
| 24 | Sat 30 Mar 2019 | 1-2 v St MirrenSt Mirren 2-1 Dundee | Ladbrokes Premiership |
| 25 | Wed 3 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 26 | Sat 6 Apr 2019 | 0-2 v AberdeenDundee 0-2 Aberdeen | Ladbrokes Premiership |
| 27 | Sat 20 Apr 2019 | 0-2 v St JohnstoneSt Johnstone 2-0 Dundee | Ladbrokes Premiership |
| 28 | Sat 27 Apr 2019 | 3-4 v MotherwellMotherwell 4-3 Dundee | Ladbrokes Premiership |
| 29 | Sat 4 May 2019 | 0-1 v Hamilton AcademicalDundee 0-1 Hamilton Academical | Ladbrokes Premiership |
| 30 | Sat 11 May 2019 | 1-0 v LivingstonLivingston 0-1 Dundee | Ladbrokes Premiership |
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