| FINAL | | | | DATE AND GROUND TO BE CONFIRMED | | | |
| SEMI FINAL | | | | 8TH MARCH 2020 | | | |
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| ROUND TWO | | | | | | | |
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| HBW UNITED OR WADDINGTON UNITED | | V | NETTLEHAM FC OR AFC SAXILBY | | | | |
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| LONDESBOROUGH ARMS FC OR BASSINGHAM BUGLE HORN FC | | V | BOTTLE & GLASS FC OR SAXILBY ATHLETIC | | | | |
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| THE FERRYBOAT FC OR FVA JERUSALEM | | V | HELPRINGHAM ROVERS OR WELTON SPORTS AFC | | | | |
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| TURKS HEAD FC OR NORTH SCARLE FC | | V | OLD BOYS UNITED OR CHERRY WILLINGHAM | | | | |
| TIES TO BE PLAYED ON SUNDAY 26TH JANUARY 2020 | | | | | | | |
| ROUND ONE | | | | | | | |
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| BOTTLE & GLASS FC | P | P | SAXILBY ATHLETIC | | | | |
| SCOTHERN VILLAGE HALL | | | COUNTY CUP | | | | |
| HBW UNITED | | | | | | | |
| MOOR LANE BRANSTON | | V | WADDINGTON UNITED | | | | |
| | | P.HUNTER | | | | |
| HELPRINGHAM ROVERS | P | P | WELTON SPORTS AFC | | | | |
| HIGH GATE HELPRINGHAM | | | RON AGLEN CUP | | | | |
| LONDESBOROUGH ARMS FC | | V | BASSINGHAM BUGLE HORN FC | | | | |
| METHERINGHAM | | | M.THOMSON | | | | |
| OLD BOYS UNITED | P | P | CHERRY WILLINGHAM | | | | |
| FEN RD WASHINGBOROUGH | | | FRED QUIBELL CUP | | | | |
| TURKS HEAD | | V | NORTH SCARLE FC | | | | |
| STATION RD HEIGHINGTON | | | J.BANASIK | | | | |
| THE FERRYBOAT FC | P | P | FVA JERUSALEM | | | | |
| FEN RD WASHINGBOROUGH | | | COUNTY CUP | | | | |
| TIES TO BE PLAYED ON 15TH DECEMBER 2019 | | | | | | | |
| NETTLEHAM FC | | V | AFC SAXILBY | | | | |
| MULSANNE PARK | | | D.TOPLISS | | | | |
| TIE TO BE PLAYED ON THURSDAY 19TH DECEMBER KICK-OFF 7.45PM | | | | | | | |
| PRELIMINARY ROUND | | | | | | | |
| WITHAM FC | 1 | 2 | CHERRY WILLINGHAM | WATERLOGGED PITCH | | | |
| LABURNUM DRIvE CHERRY WILLINGHAM | | | C.EVERATT | | | | |
| TIE PLAYED ON 6TH OCTOBER 2019 | | | | | | | |
| PRELIMINARY ROUND | | | | | | | |
| BASSINGHAM BUGLE HORN FC | 2 | 1 | METHERINGHAM FC | | | | |
| LINCOLN RD BASSINGHAM | | | D.TINGLE | | | | |
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| BOTTLE & GLASS FC | 4 | 2 | AFC TEMPEST | | | | |
| SCOTHERN VILLAGE HALL | | | D.DOWMAN | | | | |
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| NETTLEHAM FC | 4 | 0 | WRAGBY FC | | | | |
| MULSANNE PARK NETTLEHAM | | | C.EVERATT | | | | |
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| PLOUGH STURTON | 0 | 2 | TURKS HEAD | | | | |
| STURTON-BY-STOW | | | S.SWAIN | | | | |
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| POTTERHANWORTH FC | 3 | 3 | LONDESBOROUGH ARMS FC | LONDESBOROUGH ARMS WON 5-3 ON PENS | | | |
| QUEENSWAY POTTERHANWORTH | | | K.KAMINSKI | | | | |
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| WELTON FC | 3 | 4 | AFC SAXILBY | | | | |
| WELTON MANOR PARK | | | D.TOPLISS | | | | |
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| WITHAM FC | P | P | CHERRY WILLINGHAM | WATERLOGGED PITCH | | | |
| WITHAM ST HUGHS | | | D.MASON | | | | |
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| TIES PLAYED SUNDAY 29TH SEPTEMBER 2019 | | | | | | | |
| BYES: | | | | | | | |
| FVA JERUSALEM | | | | | | | |
| HBW UNITED | | | | | | | |
| HELPRINGHAM ROVERS | | | | | | | |
| NORTH SCARLE FC | | | | | | | |
| OLD BOYS UNITED | | | | | | | |
| SAXILBY ATHLETIC | | | | | | | |
| THE FERRYBOAT FC | | | | | | | |
| WADDINGTON UNITED | | | | | | | |
| WELTON SPORTS FC | | | | | | | |
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