| 1 | Sat 27 Jul 2013 | 11-3 v Dunfermline AthleticCowdenbeath 1-3 Dunfermline Athletic | Ramsdens Cup First Round South-West |
| 2 | Sat 17 Aug 2013 | 13-4 v Raith RoversCowdenbeath 3-4 Raith Rovers | Scottish Championship |
| 3 | Sat 24 Aug 2013 | 11-3 v Alloa AthleticAlloa Athletic 3-1 Cowdenbeath | Scottish Championship |
| 4 | Sat 5 Oct 2013 | 10-2 v DundeeCowdenbeath 0-2 Dundee | Scottish Championship |
| 5 | Sat 12 Oct 2013 | 11-1 v Queen of the SouthQueen of the South 1-1 Cowdenbeath | Scottish Championship |
| 6 | Sat 19 Oct 2013 | 15-1 v MortonCowdenbeath 5-1 Morton | Scottish Championship |
| 7 | Sat 26 Oct 2013 | 10-0 v DumbartonDumbarton 0-0 Cowdenbeath | Scottish Championship |
| 8 | Sat 2 Nov 2013 | 11-2 v DumbartonDumbarton 2-1 Cowdenbeath | Scottish FA Cup Third Round |
| 9 | Sat 9 Nov 2013 | 10-2 v Alloa AthleticCowdenbeath 0-2 Alloa Athletic | Scottish Championship |
| 10 | Sat 16 Nov 2013 | 12-4 v Hamilton AcademicalCowdenbeath 2-4 Hamilton Academical | Scottish Championship |
| 11 | Thu 2 Jan 2014 | 11-0 v Alloa AthleticAlloa Athletic 0-1 Cowdenbeath | Scottish Championship |
| 12 | Sat 11 Jan 2014 | 12-4 v DumbartonCowdenbeath 2-4 Dumbarton | Scottish Championship |
| 13 | Sat 18 Jan 2014 | 10-2 v FalkirkCowdenbeath 0-2 Falkirk | Scottish Championship |
| 14 | Sat 25 Jan 2014 | 14-3 v Hamilton AcademicalHamilton Academical 3-4 Cowdenbeath | Scottish Championship |
| 15 | Sat 1 Feb 2014 | 11-0 v Raith RoversCowdenbeath 1-0 Raith Rovers | Scottish Championship |
| 16 | Sat 15 Feb 2014 | 11-1 v MortonMorton 1-1 Cowdenbeath | Scottish Championship |
| 17 | Sat 22 Feb 2014 | 12-0 v DundeeCowdenbeath 2-0 Dundee | Scottish Championship |
| 18 | Sat 1 Mar 2014 | 10-1 v LivingstonLivingston 1-0 Cowdenbeath | Scottish Championship |
| 19 | Sat 8 Mar 2014 | 12-2 v Alloa AthleticCowdenbeath 2-2 Alloa Athletic | Scottish Championship |
| 20 | Sat 15 Mar 2014 | 11-5 v DumbartonDumbarton 5-1 Cowdenbeath | Scottish Championship |
| 21 | Sat 19 Apr 2014 | 14-0 v LivingstonCowdenbeath 4-0 Livingston | Scottish Championship |
| 22 | Sat 26 Apr 2014 | 12-1 v Raith RoversRaith Rovers 1-2 Cowdenbeath | Scottish Championship |
| 23 | Sat 3 May 2014 | 11-1 v Queen of the SouthCowdenbeath 1-1 Queen of the South | Scottish Championship |
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