| SEMI FINAL | | | 10TH FEBRUARY 2019 | | | |
| ROUND THREE | | | 9TH DECEMBER 2018 | | | |
| ROUND TWO | | | 11TH NOVEMBER 2018 | | | |
| ROUND ONE | | | 14TH OCTOBER 2018 | | | |
| | | | | | |
| PRELIMINARY ROUND | | | | | | |
| AFC WEST END | | V | RUSKINGTON LIONS | | | |
| BISHOP GROSSETESTE COLLEGE | | | | | | |
| | | | | | |
| BASSINGHAM BUGLE HORN FC | | V | CHERRY WILLINGHAM FC | | | |
| LINCOLN RD BASSINGHAM | | | | | | |
| | | | | | |
| BROADLEY FC | | V | FOX & HOUNDS FC | | | |
| SUDBROOKE DRIVE 1 | | | | | | |
| | | | | | |
| CONINGSBY FC | | V | PLOUGH STURTON FC | | | |
| HIGH STREET CONINGSBY | | | | | | |
| | | | | | |
| M.H.BLUE LION | | V | LINCOLN RNA | | | |
| KING GEORGE V PLAYING FIELD | | | | | | |
| | | | | | |
| NETTLEHAM FC | | V | WELTON FC | | | |
| MULSANNE PARK NETTLEHAM | | | | | | |
| | | | | | |
| NEW SWAN | | V | AFC RUSTONS | | | |
| COWPADDLE 3 | | | | | | |
| | | | | | |
| NORTH LINDUM HAWKS | | V | WITHAM ST HUGHS | | | |
| YARBOROUGH LEISURE CENTRE | | | | | | |
| | | | | | |
| RAILWAY INN UNITED | | V | DUNSTON FC | | | |
| FEN LANE NTH HYKEHAM 2 | | | | | | |
| | | | | | |
| SAXILBY ATHLETIC | | V | NOSEY FC | | | |
| WILLIAM STREET SAXILBY | | | | | | |
| | | | | | |
| SWANPOOL FC | | V | SHAKESPEARE IMPS | | | |
| SKELLINGTHORPE RD 5 | | | | | | |
| | | | | | |
| THE SPORTS BAR | | V | METHERINGHAM FC | | | |
| STATION RD HEIGHINGTON | | | | | | |
| | | | | | |
| WADDINGTON UNITED | | V | FVA JERUSALEM | | | |
| MERE RD WADDINGTON | | | | | | |
| | | | | | |
| WELTON SPORTS AFC | | V | MORNING STAR FC | | | |
| RYLAND RD WELTON | | | | | | |
| TIES TO BE 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 | | | | | | |