League Two   M. W D L goals
  at home 12 6 4 2 13 : 9
  Away 11 7 2 2 23 : 14
  23 13 6 4 36 : 23
overall   M. W D L goals
  at home 12 6 4 2 13 : 9
  Away 11 7 2 2 23 : 14
  Neutral Place 0 0 0 0 0 : 0
  23 13 6 4 36 : 23
League Two
2021/2022 33. Round Annan Athletic - Cowdenbeath FC 2:3 (1:2)
2021/2022 20. Round Cowdenbeath FC - Annan Athletic 1:3 (1:2)
2021/2022 11. Round Annan Athletic - Cowdenbeath FC 1:0 (0:0)
2021/2022 5. Round Cowdenbeath FC - Annan Athletic 1:3 (1:0)
2020/2021 Relegation 4. Round Annan Athletic - Cowdenbeath FC 1:1 (0:0)
2020/2021 11. Round Annan Athletic - Cowdenbeath FC 0:0 (0:0)
2020/2021 1. Round Cowdenbeath FC - Annan Athletic 0:3 (0:2)
2019/2020 28. Round Annan Athletic - Cowdenbeath FC 0:0 (0:0)
2019/2020 19. Round Cowdenbeath FC - Annan Athletic 3:1 (3:0)
2019/2020 12. Round Annan Athletic - Cowdenbeath FC 1:0 (0:0)
2019/2020 4. Round Cowdenbeath FC - Annan Athletic 3:1 (1:0)
2018/2019 35. Round Annan Athletic - Cowdenbeath FC 3:2 (2:0)
2018/2019 25. Round Cowdenbeath FC - Annan Athletic 2:4 (2:1)
2018/2019 12. Round Annan Athletic - Cowdenbeath FC 0:2 (0:0)
2018/2019 2. Round Cowdenbeath FC - Annan Athletic 1:2 (1:1)
2017/2018 36. Round Cowdenbeath FC - Annan Athletic 0:2 (0:2)
2017/2018 24. Round Annan Athletic - Cowdenbeath FC 1:1 (0:1)
2017/2018 18. Round Cowdenbeath FC - Annan Athletic 1:1 (0:1)
2017/2018 8. Round Annan Athletic - Cowdenbeath FC 1:0 (1:0)
2016/2017 30. Round Annan Athletic - Cowdenbeath FC 1:0 (0:0)
2016/2017 25. Round Cowdenbeath FC - Annan Athletic 0:1 (0:0)
2016/2017 15. Round Annan Athletic - Cowdenbeath FC 2:0 (1:0)
2016/2017 9. Round Cowdenbeath FC - Annan Athletic 2:2 (0:2)

For games that were decided on penalties the score after 120 minutes will be included in the ranking