1 | Sat 10 Nov 2018 | 1-2 v East FifeEast Fife 2-1 Raith Rovers | Ladbrokes League One |
2 | Sat 17 Nov 2018 | 3-1 v StenhousemuirStenhousemuir 1-3 Raith Rovers | Ladbrokes League One |
3 | Sat 24 Nov 2018 | 3-0 v Queens ParkQueens Park 0-3 Raith Rovers | William Hill Scottish Cup Third Round |
4 | Sat 1 Dec 2018 | 2-0 v AirdrieoniansRaith Rovers 2-0 Airdrieonians | Ladbrokes League One |
5 | Sat 8 Dec 2018 | 2-3 v MontroseMontrose 3-2 Raith Rovers | Ladbrokes League One |
6 | Sat 15 Dec 2018 | 4-2 v DumbartonRaith Rovers 4-2 Dumbarton | Ladbrokes League One |
7 | Sat 22 Dec 2018 | 2-0 v ArbroathArbroath 0-2 Raith Rovers | Ladbrokes League One |
8 | Sat 29 Dec 2018 | 1-2 v East FifeRaith Rovers 1-2 East Fife | Ladbrokes League One |
9 | Sat 5 Jan 2019 | 5-1 v StenhousemuirRaith Rovers 5-1 Stenhousemuir | Ladbrokes League One |
10 | Sat 12 Jan 2019 | 1-1 v AirdrieoniansAirdrieonians 1-1 Raith Rovers | Ladbrokes League One |
11 | Sat 19 Jan 2019 | 3-0 v Dunfermline AthleticRaith Rovers 3-0 Dunfermline Athletic | William Hill Scottish Cup Fourth Round |
12 | Fri 15 Feb 2019 | 2-1 v East FifeRoss County 2-1 East Fife | IRN-BRU Cup Quarter Final |
13 | Sat 9 Mar 2019 | 2-0 v Greenock MortonRoss County 2-0 Greenock Morton | Ladbrokes Championship |
14 | Sat 30 Mar 2019 | 0-1 v Alloa AthleticAlloa Athletic 1-0 Ross County | Ladbrokes Championship |
15 | Tue 2 Apr 2019 | 2-1 v Inverness Caledonian ThistleInverness Caledonian Thistle 1-2 Ross County | Ladbrokes Championship |
16 | Fri 5 Apr 2019 | 1-1 v Dundee UnitedRoss County 1-1 Dundee United | Ladbrokes Championship |
17 | Fri 19 Apr 2019 | 3-1 v Ayr UnitedAyr United 1-3 Ross County | Ladbrokes Championship |
18 | Sat 4 May 2019 | 2-3 v FalkirkFalkirk 3-2 Ross County | Ladbrokes Championship |