| 1 | Sat 27 Jul 2013 | 61-3 v Dunfermline AthleticCowdenbeath 1-3 Dunfermline Athletic | Ramsdens Cup First Round South-West |
| 2 | Sat 10 Aug 2013 | 40-2 v MortonMorton 2-0 Cowdenbeath | Scottish Championship |
| 3 | Sat 24 Aug 2013 | 41-3 v Alloa AthleticAlloa Athletic 3-1 Cowdenbeath | Scottish Championship |
| 4 | Tue 27 Aug 2013 | 41-3 v Partick ThistlePartick Thistle 3-1 Cowdenbeath | Scottish Communities Cup Second Round |
| 5 | Sat 31 Aug 2013 | 43-2 v DumbartonCowdenbeath 3-2 Dumbarton | Scottish Championship |
| 6 | Sat 14 Sep 2013 | 41-0 v FalkirkCowdenbeath 1-0 Falkirk | Scottish Championship |
| 7 | Sat 21 Sep 2013 | 40-1 v Hamilton AcademicalHamilton Academical 1-0 Cowdenbeath | Scottish Championship |
| 8 | Sat 28 Sep 2013 | 41-5 v LivingstonLivingston 5-1 Cowdenbeath | Scottish Championship |
| 9 | Sat 5 Oct 2013 | 40-2 v DundeeCowdenbeath 0-2 Dundee | Scottish Championship |
| 10 | Sat 12 Oct 2013 | 41-1 v Queen of the SouthQueen of the South 1-1 Cowdenbeath | Scottish Championship |
| 11 | Sat 19 Oct 2013 | 45-1 v MortonCowdenbeath 5-1 Morton | Scottish Championship |
| 12 | Sat 26 Oct 2013 | 40-0 v DumbartonDumbarton 0-0 Cowdenbeath | Scottish Championship |
| 13 | Sat 2 Nov 2013 | 41-2 v DumbartonDumbarton 2-1 Cowdenbeath | Scottish FA Cup Third Round |
| 14 | Sat 9 Nov 2013 | 40-2 v Alloa AthleticCowdenbeath 0-2 Alloa Athletic | Scottish Championship |
| 15 | Sat 7 Dec 2013 | 42-3 v LivingstonCowdenbeath 2-3 Livingston | Scottish Championship |
| 16 | Sat 14 Dec 2013 | 42-1 v DundeeDundee 1-2 Cowdenbeath | Scottish Championship |
| 17 | Sat 21 Dec 2013 | 43-3 v Raith RoversRaith Rovers 3-3 Cowdenbeath | Scottish Championship |
| 18 | Sat 28 Dec 2013 | 40-2 v Queen of the SouthCowdenbeath 0-2 Queen of the South | Scottish Championship |
| 19 | Thu 2 Jan 2014 | 41-0 v Alloa AthleticAlloa Athletic 0-1 Cowdenbeath | Scottish Championship |
| 20 | Sat 11 Jan 2014 | 42-4 v DumbartonCowdenbeath 2-4 Dumbarton | Scottish Championship |
| 21 | Tue 25 Mar 2014 | 43-0 v MortonCowdenbeath 3-0 Morton | Scottish Championship |
| 22 | Sat 29 Mar 2014 | 41-1 v Hamilton AcademicalCowdenbeath 1-1 Hamilton Academical | Scottish Championship |
| 23 | Sat 5 Apr 2014 | 40-5 v FalkirkFalkirk 5-0 Cowdenbeath | Scottish Championship |
| 24 | Sat 12 Apr 2014 | 40-4 v DundeeDundee 4-0 Cowdenbeath | Scottish Championship |
| 25 | Sat 19 Apr 2014 | 44-0 v LivingstonCowdenbeath 4-0 Livingston | Scottish Championship |
| 26 | Sat 26 Apr 2014 | 42-1 v Raith RoversRaith Rovers 1-2 Cowdenbeath | Scottish Championship |
| 27 | Sat 3 May 2014 | 41-1 v Queen of the SouthCowdenbeath 1-1 Queen of the South | Scottish Championship |
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