1 | Sat 22 Dec 2018 | 0-2 v Edinburgh CityCowdenbeath 0-2 Edinburgh City | Ladbrokes League Two |
2 | Sat 29 Dec 2018 | 1-2 v Stirling AlbionStirling Albion 2-1 Cowdenbeath | Ladbrokes League Two |
3 | Sat 5 Jan 2019 | 2-0 v Berwick RangersCowdenbeath 2-0 Berwick Rangers | Ladbrokes League Two |
4 | Sat 12 Jan 2019 | 4-1 v Elgin CityElgin City 1-4 Cowdenbeath | Ladbrokes League Two |
5 | Sat 26 Jan 2019 | 0-1 v ClydeClyde 1-0 Cowdenbeath | Ladbrokes League Two |
6 | Sat 9 Feb 2019 | 1-1 v Queens ParkQueens Park 1-1 Cowdenbeath | Ladbrokes League Two |
7 | Sat 16 Feb 2019 | 2-4 v Annan AthleticCowdenbeath 2-4 Annan Athletic | Ladbrokes League Two |
8 | Tue 19 Feb 2019 | 1-0 v Albion RoversCowdenbeath 1-0 Albion Rovers | Ladbrokes League Two |
9 | Sat 23 Feb 2019 | 0-2 v Edinburgh CityEdinburgh City 2-0 Cowdenbeath | Ladbrokes League Two |
10 | Tue 26 Feb 2019 | 0-1 v PeterheadPeterhead 1-0 Cowdenbeath | Ladbrokes League Two |
11 | Sat 2 Mar 2019 | 1-2 v Stirling AlbionCowdenbeath 1-2 Stirling Albion | Ladbrokes League Two |
12 | Sat 23 Mar 2019 | 0-0 v Queens ParkCowdenbeath 0-0 Queens Park | Ladbrokes League Two |
13 | Tue 26 Mar 2019 | 0-1 v Albion RoversAlbion Rovers 1-0 Cowdenbeath | Ladbrokes League Two |
14 | Sat 30 Mar 2019 | 1-2 v PeterheadPeterhead 2-1 Cowdenbeath | Ladbrokes League Two |
15 | Sat 6 Apr 2019 | 4-1 v Edinburgh CityCowdenbeath 4-1 Edinburgh City | Ladbrokes League Two |
16 | Sat 13 Apr 2019 | 2-1 v Elgin CityCowdenbeath 2-1 Elgin City | Ladbrokes League Two |
17 | Sat 20 Apr 2019 | 1-0 v Stirling AlbionStirling Albion 0-1 Cowdenbeath | Ladbrokes League Two |
18 | Sat 27 Apr 2019 | 2-3 v Annan AthleticAnnan Athletic 3-2 Cowdenbeath | Ladbrokes League Two |
19 | Sat 4 May 2019 | 2-1 v ClydeCowdenbeath 2-1 Clyde | Ladbrokes League Two |