| FINAL | | | TO BE ANNOUNCED | | | | | | | | | |
| SEMI FINAL | | | 17TH MARCH 2019 | | | | | | | | | |
| ROUND TWO | | | 24TH FEBRUARY 2019 | | | | | | | | | |
| ROUND ONE | | | | | | | | | | | | |
| BASSINGHAM BUGLE HORN FC | | V | DUNSTON FC | | | | | | | | | |
| LINCOLN RD BASSINGHAM | | | | | | | | | | | | |
| FVA JERUSALEM | | V | METHERINGHAM FC | | | | | | | | | |
| MONSON PARK SKELLINGTHORPE | | | | | | | | | | | | |
| NEWTON UNITED | | V | HBW UNITED | | | | | | | | | |
| SOUTH CLIFTON | | | | | | | | | | | | |
| PLOUGH STURTON FC | | V | ANGLERS FC | | | | | | | | | |
| STURTON BY STOW | | | | | | | | | | | | |
| RUSKINGTON LIONS | | V | NETTLEHAM FC | | | | | | | | | |
| RUSKINGTON | | | | | | | | | | | | |
| THE FERRYBOAT INN | | V | CHERRY WILLINGHAM FC | | | | | | | | | |
| MOOR LANE BRANSTON | | | | | | | | | | | | |
| WELTON SPORTS AFC | | V | WADDINGTON UNITED | | | | | | | | | |
| RYLAND RD WELTON | | | | | | | | | | | | |
| WISHING WELL CHERRY FC | | V | OLD BOYS UNITED | | | | | | | | | |
| CROFT LANE CHERRY WILLINGHAM | | | | | | | | | | | | |
| TIES TO BE PLAYED ON SUNDAY 13TH JANUARY 2019 | | | | | | | | | | | | |
| PRELIMINARY ROUND | | | | | | | | | | | | |
| NETTLEHAM FC | 2 | 1 | SAXILBY ATHLETIC | | | | | | | | | |
| MULSANNE PARK NETTLEHAM | | | A.BARBER | | | | | | | | | |
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| NEWTON UNITED | 1 | 0 | WELTON FC | | | | | | | | | |
| COAL YARD LANE STH CLIFTON | | | D.MASON | | | | | | | | | |
| WISHING WELL CHERRY FC | 1 | 3 | CONINGSBY FC | CONINGSBY EXPELLED FROM COMPETITION FOR PLAYING INELIGIBLE PLAYER IN THIS GAME | | | | | | | | |
| CROFT LANE CHERRY WILLINGHAM 1 | | | A.HAYES | | | | | | | | | |
| WRAGBY FC | 3 | 4 | BASSINGHAM BUGLE HORN FC | | | | | | | | | |
| A158 LINCOLN RD WRAGBY | | | D.TOPLISS | | | | | | | | | |
| TIES PLAYED ON 23RD SEPTEMBER 2018 | | | | | | | | | | | | |
| BYES: | | | | | | | | | | | | |
| ANGLERS FC | | | | | | | | | | | | |
| CHERRY WILLINGHAM FC | | | | | | | | | | | | |
| DUNSTON FC | | | | | | | | | | | | |
| FVA JERUSALEM | | | | | | | | | | | | |
| HBW UNITED | | | | | | | | | | | | |
| METHERINGHAM FC | | | | | | | | | | | | |
| OLD BOYS UNITED | | | | | | | | | | | | |
| PLOUGH STURTON FC | | | | | | | | | | | | |
| RUSKINGTON LIONS | | | | | | | | | | | | |
| THE FERRYBOAT INN | | | | | | | | | | | | |
| WADDINGTON UNITED | | | | | | | | | | | | |
| WELTON SPORTS AFC | | | | | | | | | | | | |
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