| SEMI FINAL | | TBA | | |
| ROUND FIVE | | | | |
| FRIENDSHIP FC | | V | ST HELENS FC | |
| THE COACH HOUSE FC | | V | ANGLERS FC | |
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| BOTTESFORD TOWN | | V | HYKEHAM TOWN TRFC | |
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| TIES TO BE PLAYED ON 3RD MARCH 2019 | | | | |
| ROUND FOUR | | | | |
| HYKEHAM TOWN TRFC | 5 | 0 | NOBODY INN FC | |
| KINGS ARMS (HAXEY) FC | 0 | 6 | ANGLERS FC | |
| RUSTONS UNITED | 1 | 4 | THE COACH HOUSE FC | |
| WELLINGTON BAR | 0 | 3 | ST HELENS FC | |
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| PLAYED ON 10TH FEBRUARY 2019 | | | | |
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| ROUND FOUR | | | | |
| WESTLANDS SEWELL | 4 | 3 | NEW SWAN FC | |
| PLAYED ON 3RD FEBRUARY 2019 | | | | |
| ROUND FOUR | | | | |
| WELTON SPORTS AFC | 0 | 3 | NUNSTHORPE TAVERN | |
| TIE PLAYED ON 20TH JANUARY 2019 | | | | |
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| ROUND THREE | | | | |
| BOTTESFORD TOWN | 3 | 2 | NORTH LINDUM HAWKS | |
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| FC GENES | 0 | 1 | ANGLERS FC | After extra time |
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| FOX & HOUNDS FC | 1 | 2 | NOBODY INN FC | After extra time |
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| NETTLEHAM FC | 0 | 3 | NEW SWAN FC | |
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| OLD BOYS UNITED | 2 | 3 | FC JUBILEE (SPALDING) | |
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| RUSTON SPORTS FC | 2 | 3 | ST HELENS FC | |
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| RUSTONS UNITED | 8 | 1 | FC WYBERTON | |
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| SEVEN SEAS AFC | 1 | 5 | HYKEHAM TOWN TRFC | |
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| WELTON SPORTS AFC | 3 | 1 | RAILWAY INN UNITED | |
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| WESTLANDS SEWELL | 1 | 0 | LINCOLN MOORLANDS/RAILWAY FC | |
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| TIES PLAYED ON 2ND DECEMBER 2018 | | | | |
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| ROUND THREE | | | | |
| FRIENDSHIP FC | 10 | 0 | WISHING WELL CHERRY FC | |
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| TIE PLAYED ON 25TH NOVEMBER 2018 | | | | |
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| ROUND TWO | | | | |
| ANGLERS FC | 3 | 2 | QUEENSWAY HORSES | after extra time |
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| BLYBOROUGH FC | 0 | 4 | WELTON SPORTS AFC | |
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| FOSDYKE SUNDAY | 0 | 8 | HYKEHAM TOWN TRFC | |
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| FOX & HOUNDS FC | 3 | 2 | AFC GOLDEN EAGLE | |
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| HYKEHAM MEMORIAL FC | 2 | 4 | NEW SWAN FC | |
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| JUBILLEE FC | 5 | 0 | BASSINGHAM BUGLE HORN FC | |
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| NORTH LINDUM HAWKS | 10 | 0 | FC KIRTON | |
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| RAILWAY INN UNITED | 7 | 6 | KIRTON TOWN | |
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| ROPSLEY FC | 1 | 5 | WISHING WELL CHERRY FC | |
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| RUSTONS UNITED | 14 | 0 | RIPPINGALE & FOLKINGHAM FC | |
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| ST HELENS FC | 4 | 1 | WITHAM ST HUGHS | |
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| SWANPOOL FC | 3 | 4 | RUSTON SPORTS FC | |
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| THE FERRYBOAT FC | 0 | 8 | NETTLEHAM FC | |
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| UP THE FISH FC REDS | 0 | 12 | LINCOLN MOORLANDS/RAILWAY FC | |
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| WITHAM WANDERERS | 4 | 3 | QUEEN ATHLETIC | |
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| WRAGBY FC | 4 | 6 | OLD BOYS UNITED | after extra time |
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| TIES PLAYED ON SUNDAY 4TH NOVEMBER 2018 | | | | |
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| ROUND ONE | | | | |
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| FVA JERUSALEM | 0 | 3 | ST HELENS FC | |
| MONSON PARK SKELLINGTHORPE | | | | |
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| HBW UNITED | 0 | 1 | QUEEN ATHLETIC | |
| MOOR LANE | | | | |
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| LINCOLN HIGH STREET FC | 1 | 2 | HYKEHAM MEMORIAL FC | |
| TBA | | | | |
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| METHERINGHAM FC | 3 | 4 | NEW SWAN FC | |
| METHERINGHAM | | | | |
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| NOBODY INN ATHLETIC | 3 | 0 | AFC RUSTONS | |
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| NORTH LINDUM HAWKS | 4 | 1 | NEWTON UNITED | |
| YARBOROUGH 1 | | | | |
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| PINCHBECK UNITED | 0 | 2 | FOX & HOUNDS FC | |
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| SAXILBY ATHLETIC | 2 | 4 | MESSINGHAM TRINITY JUNIORS FC | |
| WILLIAM STREET SAXILBY | | | | |
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| WADDINGTON UNITED | 1 | 3 | RUSTONS UNITED | |
| MERE ROAD WADDINGTON | | | | |
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| WELTON SPORTS AFC | P | P | EDDIE WRIGHT FC | Home win |
| RYLAND ROAD WELTON` | WELTON | | | |
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| WISHING WELL CHERRY FC | 10 | 1 | HYKEHAM SOCIAL FC | |
| CHERRY WILLINGHAM SCHOOL | | | | |
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| ZEERA FC | 3 | 0 | PLOUGH STURTON FC | |
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| TIES PLAYED ON 7TH OCTOBER 2018 | | | | |
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