1 | Sat 14 Jul 2018 | 0-2 v CowdenbeathRaith Rovers 0-2 Cowdenbeath | Betfred Cup Group C |
2 | Sat 21 Jul 2018 | 1-1 v Heart of MidlothianRaith Rovers 1-1 Heart of Midlothian | Betfred Cup Group C |
3 | Tue 24 Jul 2018 | 1-2 v Inverness Caledonian ThistleInverness Caledonian Thistle 2-1 Raith Rovers | Betfred Cup Group C |
4 | Sat 28 Jul 2018 | 0-2 v Cove RangersCove Rangers 2-0 Raith Rovers | Betfred Cup Group C |
5 | Sat 4 Aug 2018 | 1-1 v StranraerStranraer 1-1 Raith Rovers | Ladbrokes League One |
6 | Sat 11 Aug 2018 | 2-0 v StenhousemuirRaith Rovers 2-0 Stenhousemuir | Ladbrokes League One |
7 | Sat 25 Aug 2018 | 4-3 v AirdrieoniansAirdrieonians 3-4 Raith Rovers | Ladbrokes League One |
8 | Sat 1 Sep 2018 | 4-0 v Forfar AthleticRaith Rovers 4-0 Forfar Athletic | Ladbrokes League One |
9 | Sat 8 Sep 2018 | 0-5 v Ross CountyRoss County 5-0 Raith Rovers | IRN-BRU Cup Second Round |
10 | Sat 17 Nov 2018 | 3-1 v StenhousemuirStenhousemuir 1-3 Raith Rovers | Ladbrokes League One |
11 | Sat 2 Mar 2019 | 2-2 v StranraerStranraer 2-2 Raith Rovers | Ladbrokes League One |
12 | Sat 9 Mar 2019 | 1-0 v AirdrieoniansRaith Rovers 1-0 Airdrieonians | Ladbrokes League One |
13 | Sat 16 Mar 2019 | 1-2 v Forfar AthleticForfar Athletic 2-1 Raith Rovers | Ladbrokes League One |
14 | Sat 23 Mar 2019 | 4-1 v DumbartonRaith Rovers 4-1 Dumbarton | Ladbrokes League One |
15 | Sat 6 Apr 2019 | 1-1 v StenhousemuirStenhousemuir 1-1 Raith Rovers | Ladbrokes League One |
16 | Sat 13 Apr 2019 | 2-3 v StranraerRaith Rovers 2-3 Stranraer | Ladbrokes League One |
17 | Sun 21 Apr 2019 | 2-2 v ArbroathArbroath 2-2 Raith Rovers | Ladbrokes League One |
18 | Sat 27 Apr 2019 | 3-2 v Brechin CityRaith Rovers 3-2 Brechin City | Ladbrokes League One |
19 | Sat 4 May 2019 | 1-1 v MontroseMontrose 1-1 Raith Rovers | Ladbrokes League One |
20 | Tue 7 May 2019 | 2-1 v Forfar AthleticRaith Rovers 2-1 Forfar Athletic | Ladbrokes League One Play-off |
21 | Sat 11 May 2019 | 1-1 v Forfar AthleticForfar Athletic 1-1 Raith Rovers | Ladbrokes League One Play-off |