| FINAL | | | TO BE ANNOUNCED | | | | | | | | | |
| SEMI FINAL | | | 17TH MARCH 2019 | | | | | | | | | |
| ROUND TWO | | | 24TH FEBRUARY 2019 | | | | | | | | | |
| ROUND ONE | | | 13TH JANUARY 2019 | | | | | | | | | |
| PRELIMINARY ROUND | | | | | | | | | | | | |
| NETTLEHAM FC | | v | SAXILBY ATHLETIC | | | | | | | | | |
| MULSANNE PARK NETTLEHAM | | | | | | | | | | | | |
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| NEWTON UNITED | | v | WELTON FC | | | | | | | | | |
| COAL YARD LANE STH CLIFTON | | | | | | | | | | | | |
| WISHING WELL CHERRY FC | | v | CONINGSBY FC | | | | | | | | | |
| CROFT LAANE CHERRY WILLINGHAM 1 | | | | | | | | | | | | |
| WRAGBY FC | | v | BASSINGHAM BUGLE HORN FC | | | | | | | | | |
| A158 LINCOLN RD WRAGBY | | | | | | | | | | | | |
| TIES TO BE 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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