| SEMI FINAL | | | 10TH FEBRUARY 2019 | | | |
| | | DRAW TO BE MADE ON 6TH JANUARY 2019 | | | |
| ROUND THREE | | | | | | |
| ANGLERS FC | | V | HYKEHAM TOWN TRFC | | | |
| | | A.HAYES | | | |
| TIE TO BE PLAYED ON 16TH DECEMBER 2018 | | | | | | |
| ROUND THREE | | | | | | |
| AFC GOLDEN EAGLE | 3 | 2 | NEW SWAN FC | | | |
| BATH RD BRACEBRIDGE HEATH | | | D.TOPLISS | | | |
| | | | | | |
| ANGLERS FC | P | P | HYKEHAM TOWN TRFC | | | |
| MILL LANE SAXILBY | | | | | | |
| | | | | | |
| FOX & HOUNDS FC | 0 | 5 | PLOUGH STURTON | | | |
| BIRCHWOOD 2 | | | D.MASON | | | |
| | | | | | |
| OLD BOYS UNITED | 3 | 7 | RUSTONS UNITED | | | |
| FEN RD WASHINGBOROUGH | | | A.BARBER | | | |
| TIES PLAYED ON 9TH DECEMBER 2018 | | | | | | |
| ROUND TWO | | | | | | |
| AFC GOLDEN EAGLE | 2 | 1 | LINCOLN MOORLANDS RAILWAY FC | | | |
| BATH RD BBH | | | C.BARRACLOUGH | | | |
| ANGLERS FC | 5 | 1 | SAXILBY ATHLETIC | | | |
| MILL LANE SAXILBY | | | D.MASON | | | |
| HYKEHAM SOCIAL FC | 0 | 2 | OLD BOYS UNITED | | | |
| FEN LANE NTH HYKEHAM 1 | | | S.FISHER | | | |
| NEWTON UNITED | 1 | 4 | RUSTONS UNITED | | | |
| COAL YARD LANE STH CLIFTON | | | A.BARBER | | | |
| PLOUGH STURTON FC | 2 | 0 | NORTH LINDUM HAWKS | | | |
| STURTON BY STOW | | | A.PEARSON | | | |
| SWANPOOL FC | 3 | 4 | NEW SWAN FC | | | |
| SKELLINGTHORPE RD 5 | | | M.REDGRIFT | | | |
| TRENT VALLEY FC | 1 | 7 | HYKEHAM TOWN TRFC | | | |
| CROFT LANE CHERRY WILLINGHAM | | | W.BROWN | | | |
| WELTON FC | 3 | 5 | FOX & HOUNDS FC | | | |
| WELTON MANOR PARK | | | D.WALLHEAD | | | |
| TIES PLAYED ON SUNDAY 11TH NOVEMBER 2018. 11.05AM KICK-OFFS | | | | | | |
| ROUND ONE | | | | | | |
| BASSINGHAM BUGLE HORN FC | 2 | 6 | TRENT VALLEY FC | | | |
| LINCOLN RD BASSINGHAM | | | A.POSNER | | | |
| | | | | | |
| HYKEHAM MEMORIAL FC | 1 | 2 | FOX & HOUNDS FC | | | |
| MEMORIAL HALL NTH HYKEHAM | | | D.MASON | | | |
| | | | | | |
| HYKEHAM SOCIAL FC | 3 | 2 | STACEY WEST FC | | | |
| FEN LANE NTH HYKEHAM 1 | | | P.HUNTER | | | |
| | | | | | |
| LINCOLN HIGH STREET FC | 2 | 13 | AFC GOLDEN EAGLE | | | |
| SUDBROOKE DRIVE 2 | | | M.REDGRIFT | | | |
| | | | | | |
| LINCOLN MOORLANDS/RAILWAY FC | 7 | 3 | FVA JERUSALEM | | | |
| | | A.PARK | | | |
| | | | | | |
| METHERINGHAM FC | 1 | 2 | NEWTON UNITED | | | |
| PRINCES RD METHERINGHAM | | | M.GRANT | | | |
| | | | | | |
| NORTH LINDUM HAWKS | 3 | 2 | HORNCASTLE TOWN | After extra time | | |
| YARBOROUGH LEISURE CENTRE | | | S.SWAIN | | | |
| | | | | | |
| OLD BOYS UNITED | 6 | 2 | LINCOLN RNA | | | |
| FEN RD WASHINGBOROUGH | | | N.SAUNDERS | | | |
| | | | | | |
| PLOUGH STURTON | 1 | 0 | WRAGBY FC | | | |
| FLEETS RD STURTON BY STOW | | | D.DOWMAN | | | |
| | | | | | |
| RAILWAY INN UNITED | 1 | 3 | NEW SWAN FC | | | |
| FEN LANE NTH HYKEHAM 2 | | | S.FISHER | | | |
| | | | | | |
| RUSTON SPORTS FC | 1 | 11 | RUSTONS UNITED | | | |
| RUSTON MARCONI 2 | | | M.WINWRIGHT | | | |
| | | | | | |
| SAXILBY ATHLETIC | 5 | 3 | QUEEN ATHLETIC | | | |
| WILLIAM STREET SAXILBY | | | K.KAMINSKI | | | |
| | | | | | |
| SWANPOOL FC | 2 | 0 | RUSKINGTON LIONS | | | |
| SKELLINGTHORPE RD 5 | | | W.BROWN | | | |
| | | | | | |
| WELTON FC | 6 | 0 | ST HELENS FC | | | |
| WELTON MANOR PARK | | | C.PATRICK | | | |
| | | | | | |
| WELTON SPORTS AFC | 1 | 7 | HYKEHAM TOWN TRFC | | | |
| RYLAND RD WELTON | | | A.PEARSON | | | |
| | | | | | |
| WISHING WELL CHERRY FC | 0 | 3 | ANGLERS FC | | | |
| CROFT LANE CHERRY WILLINGHAM | | | D.TOPLISS | | | |
| | | | | | |
| TIES PLAYED ON SUNDAY 14TH OCTOBER 2018 | | | | | | |
| | | | | | |
| PRELIMINARY ROUND | | | | | | |
| AFC WEST END | 2 | 3 | RUSKINGTON LIONS | | | |
| BISHOP GROSSETESTE COLLEGE | | | I.COLE | | | |
| | | | | | |
| BASSINGHAM BUGLE HORN FC | 12 | 0 | CHERRY WILLINGHAM FC | | | |
| LINCOLN RD BASSINGHAM | | | J.BROPHY | | | |
| | | | | | |
| BROADLEY FC | 0 | 1 | FOX & HOUNDS FC | | | |
| SUDBROOKE DRIVE 1 | | | K.KAMINSKI | | | |
| | | | | | |
| CONINGSBY FC | 0 | 3 | PLOUGH STURTON FC | | | |
| HIGH STREET CONINGSBY | | | D.BERRY | | | |
| | | | | | |
| M.H.BLUE LION | 0 | 3 | LINCOLN RNA | | | |
| KING GEORGE V PLAYING FIELD | | | C.EVERATT | | | |
| | | | | | |
| NETTLEHAM FC | 1 | 3 | WELTON FC | | | |
| MULSANNE PARK NETTLEHAM | | | A.POSNER | | | |
| | | | | | |
| NEW SWAN | 3 | 2 | AFC RUSTONS | | | |
| BIRCHWOOD 1 | | | I.SACKREE | | | |
| | | | | | |
| NORTH LINDUM HAWKS | 5 | 1 | WITHAM ST HUGHS | | | |
| YARBOROUGH LEISURE CENTRE | | | D.DOWMAN | | | |
| | | | | | |
| RAILWAY INN UNITED | 3 | 0 | DUNSTON FC | | | |
| FEN LANE NTH HYKEHAM 2 | | | W.MURRAY | | | |
| | | | | | |
| SAXILBY ATHLETIC | 4 | 1 | NOSEY FC | | | |
| WILLIAM STREET SAXILBY | | | D.MASON | | | |
| | | | | | |
| SWANPOOL FC | 2 | 0 | SHAKESPEARE IMPS | | | |
| SKELLINGTHORPE RD 5 | | | P.HUNTER | | | |
| | | | | | |
| THE SPORTS BAR | 3 | 7 | METHERINGHAM FC | | | |
| STATION RD HEIGHINGTON | | | S.FISHER | After extra time | | |
| | | | | | |
| WADDINGTON UNITED | 2 | 4 | FVA JERUSALEM | | | |
| MERE RD WADDINGTON | | | M.GRANT | | | |
| | | | | | |
| WELTON SPORTS AFC | 5 | 1 | MORNING STAR FC | | | |
| RYLAND RD WELTON | | | D.TINGLE | | | |
| TIES PLAYED ON SUNDAY 9TH SEPTEMBER 2018 | | | | | | |
| BYES: | | | | | | |
| AFC GOLDEN EAGLE | | | | | | |
| ANGLERS FC | | | | | | |
| HORNCASTLE TOWN | | | | | | |
| HYKEHAM MEMORIAL FC | | | | | | |
| HYKEHAM SOCIAL FC | | | | | | |
| HYKEHAM TOWN TRFC | | | | | | |
| LINCOLN HIGH STREET FC | | | | | | |
| LINCOLN MOORLANDS/RAILWAY FC | | | | | | |
| NEWTON UNITED | | | | | | |
| OLD BOYS UNITED | | | | | | |
| QUEEN ATHLETIC | | | | | | |
| RUSTON SPORTS FC | | | | | | |
| RUSTONS UNITED | | | | | | |
| ST HELENS FC | | | | | | |
| STACEY WEST FC | | | | | | |
| TRENT VALLEY FC | | | | | | |
| WISHING WELL CHERRY FC | | | | | | |
| WRAGBY FC | | | | | | |