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Winners 2019:
NUFC Oilers Res |
2019-20 Competition
| 1st Round | ||||||
| 21.Sep | Old Manorians II |  | vs |  | Bealonians II | |
| 14.Sep | Old Foresters II |  | vs |  | Old Suttonians II | |
| 28.Sep | Old Wokingians II |  | vs |  | Enfield Old Grammarians II | |
| 28.Sep | Old Tenisonians II |  | vs |  | NUFC Oilers II | |
| 21.Sep | Economicals II |  | vs |  | Reigatians II | |
| 21.Sep | UCL Academicals II |  | vs |  | Old Parmiterians II | |
| 21.Sep | Old Minchendenians II |  | vs |  | Alleyn Old Boys II | |
| 2nd Round | ||||||
| 26.Oct | Old Wokingians II or Enfield Old Grammarians II |  | vs | | UCL Academicals II or Old Parmiterians II | |
| 21.Sep | Old Thorntonians III |  | vs |  | Old Meadonians II | |
| 26.Oct | Old Minchendenians II or Alleyn Old Boys II | | vs | | Old Tenisonians II or NUFC Oilers II | |
| 26.Oct | Old Manorians II or Bealonians II | | vs |  | Old Salvatorians II | |
| 26.Oct | Old Foresters II or Old Suttonians II | | vs | | Alleyn Old Boys III | |
| 21.Sep | Old Ignatian II |  | vs | | Old Thorntonians II | |
| 26.Oct | Economicals II or Reigatians II | | vs |  | Dorkinians II | |
| 21.Sep | Albanian II |  | vs |  | Old Hamptonians II | |