FA Cup   M. W D L goals
  at home 1 1 0 0 3 : 1
  1 1 0 0 3 : 1
League One   M. W D L goals
  at home 4 2 0 2 4 : 4
  Away 4 1 0 3 3 : 8
  8 3 0 5 7 : 12
League Two   M. W D L goals
  at home 9 4 4 1 11 : 7
  Away 9 5 1 3 12 : 6
  18 9 5 4 23 : 13
overall   M. W D L goals
  at home 14 7 4 3 18 : 12
  Away 13 6 1 6 15 : 14
  Neutral Place 0 0 0 0 0 : 0
  27 13 5 9 33 : 26
FA Cup
2003/2004 2. Round Cheltenham Town - Leyton Orient 3:1 (2:0)
League One
2023/2024 43. Round Leyton Orient - Cheltenham Town 3:1 (2:0)
2023/2024 22. Round Cheltenham Town - Leyton Orient 1:2 (0:0)
2008/2009 41. Round Cheltenham Town - Leyton Orient 0:1 (0:1)
2008/2009 20. Round Leyton Orient - Cheltenham Town 1:2 (1:1)
2007/2008 40. Round Cheltenham Town - Leyton Orient 1:0 (0:0)
2007/2008 19. Round Leyton Orient - Cheltenham Town 2:0 (1:0)
2006/2007 40. Round Cheltenham Town - Leyton Orient 2:1 (1:0)
2006/2007 15. Round Leyton Orient - Cheltenham Town 2:0 (1:0)
League Two
2020/2021 41. Round Cheltenham Town - Leyton Orient 1:0 (1:0)
2020/2021 4. Round Leyton Orient - Cheltenham Town 0:2 (0:2)
2019/2020 34. Round Cheltenham Town - Leyton Orient 2:1 (1:1)
2019/2020 1. Round Leyton Orient - Cheltenham Town 1:0 (0:0)
2016/2017 33. Round Leyton Orient - Cheltenham Town 0:1 (0:1)
2016/2017 1. Round Cheltenham Town - Leyton Orient 1:1 (0:1)
2005/2006 37. Round Leyton Orient - Cheltenham Town 1:0 (1:0)
2005/2006 5. Round Cheltenham Town - Leyton Orient 1:1 (0:1)
2004/2005 39. Round Leyton Orient - Cheltenham Town 2:3
2004/2005 3. Round Cheltenham Town - Leyton Orient 1:2
2003/2004 29. Round Cheltenham Town - Leyton Orient 1:0
2003/2004 5. Round Leyton Orient - Cheltenham Town 1:4
2001/2002 29. Round Leyton Orient - Cheltenham Town 0:2
2001/2002 1. Round Cheltenham Town - Leyton Orient 1:1
2000/2001 45. Round Leyton Orient - Cheltenham Town 0:0
2000/2001 18. Round Cheltenham Town - Leyton Orient 1:1
1999/2000 32. Round Leyton Orient - Cheltenham Town 1:0
1999/2000 19. Round Cheltenham Town - Leyton Orient 2:0

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