| 1 | Sat 27 Jul 2013 | 51-3 v Dunfermline AthleticCowdenbeath 1-3 Dunfermline Athletic | Ramsdens Cup First Round South-West |
| 2 | Sat 3 Aug 2013 | 55-0 v Berwick RangersBerwick Rangers 0-5 Cowdenbeath | Scottish Communities Cup First Round |
| 3 | Sat 10 Aug 2013 | 0-2 v MortonMorton 2-0 Cowdenbeath | Scottish Championship |
| 4 | Sat 17 Aug 2013 | 53-4 v Raith RoversCowdenbeath 3-4 Raith Rovers | Scottish Championship |
| 5 | Sat 24 Aug 2013 | 51-3 v Alloa AthleticAlloa Athletic 3-1 Cowdenbeath | Scottish Championship |
| 6 | Tue 27 Aug 2013 | 51-3 v Partick ThistlePartick Thistle 3-1 Cowdenbeath | Scottish Communities Cup Second Round |
| 7 | Sat 31 Aug 2013 | 53-2 v DumbartonCowdenbeath 3-2 Dumbarton | Scottish Championship |
| 8 | Sat 14 Sep 2013 | 51-0 v FalkirkCowdenbeath 1-0 Falkirk | Scottish Championship |
| 9 | Sat 21 Sep 2013 | 50-1 v Hamilton AcademicalHamilton Academical 1-0 Cowdenbeath | Scottish Championship |
| 10 | Sat 28 Sep 2013 | 51-5 v LivingstonLivingston 5-1 Cowdenbeath | Scottish Championship |
| 11 | Sat 5 Oct 2013 | 50-2 v DundeeCowdenbeath 0-2 Dundee | Scottish Championship |
| 12 | Sat 12 Oct 2013 | 51-1 v Queen of the SouthQueen of the South 1-1 Cowdenbeath | Scottish Championship |
| 13 | Sat 19 Oct 2013 | 55-1 v MortonCowdenbeath 5-1 Morton | Scottish Championship |
| 14 | Sat 26 Oct 2013 | 50-0 v DumbartonDumbarton 0-0 Cowdenbeath | Scottish Championship |
| 15 | Sat 2 Nov 2013 | 51-2 v DumbartonDumbarton 2-1 Cowdenbeath | Scottish FA Cup Third Round |
| 16 | Sat 9 Nov 2013 | 50-2 v Alloa AthleticCowdenbeath 0-2 Alloa Athletic | Scottish Championship |
| 17 | Sat 16 Nov 2013 | 52-4 v Hamilton AcademicalCowdenbeath 2-4 Hamilton Academical | Scottish Championship |
| 18 | Sat 23 Nov 2013 | 50-4 v FalkirkFalkirk 4-0 Cowdenbeath | Scottish Championship |
| 19 | Sat 7 Dec 2013 | 52-3 v LivingstonCowdenbeath 2-3 Livingston | Scottish Championship |
| 20 | Sat 14 Dec 2013 | 52-1 v DundeeDundee 1-2 Cowdenbeath | Scottish Championship |
| 21 | Sat 21 Dec 2013 | 53-3 v Raith RoversRaith Rovers 3-3 Cowdenbeath | Scottish Championship |
| 22 | Sat 28 Dec 2013 | 50-2 v Queen of the SouthCowdenbeath 0-2 Queen of the South | Scottish Championship |
| 23 | Thu 2 Jan 2014 | 51-0 v Alloa AthleticAlloa Athletic 0-1 Cowdenbeath | Scottish Championship |
| 24 | Sat 11 Jan 2014 | 52-4 v DumbartonCowdenbeath 2-4 Dumbarton | Scottish Championship |
| 25 | Sat 18 Jan 2014 | 50-2 v FalkirkCowdenbeath 0-2 Falkirk | Scottish Championship |
| 26 | Sat 25 Jan 2014 | 54-3 v Hamilton AcademicalHamilton Academical 3-4 Cowdenbeath | Scottish Championship |
| 27 | Sat 1 Feb 2014 | 51-0 v Raith RoversCowdenbeath 1-0 Raith Rovers | Scottish Championship |
| 28 | Sat 15 Feb 2014 | 51-1 v MortonMorton 1-1 Cowdenbeath | Scottish Championship |
| 29 | Sat 22 Feb 2014 | 52-0 v DundeeCowdenbeath 2-0 Dundee | Scottish Championship |
| 30 | Sat 1 Mar 2014 | 50-1 v LivingstonLivingston 1-0 Cowdenbeath | Scottish Championship |
| 31 | Sat 8 Mar 2014 | 52-2 v Alloa AthleticCowdenbeath 2-2 Alloa Athletic | Scottish Championship |
| 32 | Sat 15 Mar 2014 | 51-5 v DumbartonDumbarton 5-1 Cowdenbeath | Scottish Championship |
| 33 | Sat 22 Mar 2014 | 51-2 v Queen of the SouthQueen of the South 2-1 Cowdenbeath | Scottish Championship |
| 34 | Tue 25 Mar 2014 | 53-0 v MortonCowdenbeath 3-0 Morton | Scottish Championship |
| 35 | Sat 29 Mar 2014 | 51-1 v Hamilton AcademicalCowdenbeath 1-1 Hamilton Academical | Scottish Championship |
| 36 | Sat 5 Apr 2014 | 50-5 v FalkirkFalkirk 5-0 Cowdenbeath | Scottish Championship |
| 37 | Sat 12 Apr 2014 | 50-4 v DundeeDundee 4-0 Cowdenbeath | Scottish Championship |
| 38 | Sat 19 Apr 2014 | 54-0 v LivingstonCowdenbeath 4-0 Livingston | Scottish Championship |
| 39 | Sat 26 Apr 2014 | 52-1 v Raith RoversRaith Rovers 1-2 Cowdenbeath | Scottish Championship |
| 40 | Sat 3 May 2014 | 51-1 v Queen of the SouthCowdenbeath 1-1 Queen of the South | Scottish Championship |
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