| 1 | Wed 31 Jan 2018 | 0-1 v Stirling AlbionStirling Albion 1-0 Cowdenbeath | Ladbrokes League Two |
| 2 | Sat 3 Feb 2018 | 1-1 v Annan AthleticAnnan Athletic 1-1 Cowdenbeath | Ladbrokes League Two |
| 3 | Sat 10 Feb 2018 | 1-2 v Stirling AlbionCowdenbeath 1-2 Stirling Albion | Ladbrokes League Two |
| 4 | Sat 24 Feb 2018 | 0-2 v PeterheadCowdenbeath 0-2 Peterhead | Ladbrokes League Two |
| 5 | Tue 13 Mar 2018 | 1-1 v Edinburgh CityEdinburgh City 1-1 Cowdenbeath | Ladbrokes League Two |
| 6 | Sat 17 Mar 2018 | 3-1 v Elgin CityCowdenbeath 3-1 Elgin City | Ladbrokes League Two |
| 7 | Tue 20 Mar 2018 | 2-1 v StenhousemuirStenhousemuir 1-2 Cowdenbeath | Ladbrokes League Two |
| 8 | Tue 27 Mar 2018 | 0-3 v ClydeCowdenbeath 0-3 Clyde | Ladbrokes League Two |
| 9 | Sat 31 Mar 2018 | 1-1 v StenhousemuirCowdenbeath 1-1 Stenhousemuir | Ladbrokes League Two |
| 10 | Sat 7 Apr 2018 | 1-0 v ClydeCowdenbeath 1-0 Clyde | Ladbrokes League Two |
| 11 | Tue 10 Apr 2018 | 0-3 v MontroseCowdenbeath 0-3 Montrose | Ladbrokes League Two |
| 12 | Sat 14 Apr 2018 | 0-1 v PeterheadPeterhead 1-0 Cowdenbeath | Ladbrokes League Two |
| 13 | Sat 21 Apr 2018 | 0-1 v Berwick RangersBerwick Rangers 1-0 Cowdenbeath | Ladbrokes League Two |
| 14 | Sat 28 Apr 2018 | 0-2 v Annan AthleticCowdenbeath 0-2 Annan Athletic | Ladbrokes League Two |
| 15 | Sat 5 May 2018 | 0-0 v Cove RangersCove Rangers 0-0 Cowdenbeath | Ladbrokes League Two Play-off Final |
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