| 1945-46 | 2Q | BYE | | |
| | 3Q | STOCKTON | A | 1-4 |
| 1946-47 | 1Q | BRIGHAM & COWAN | A | 2-2 |
| | 1Q (R) | BRIGHAM & COWAN | H | W/O |
| | 2Q | PORTRACK SHAMROCKS | A | 1-2 |
| 1947-48 | 1Q | PORTRACK SHAMROCKS | H | 1-3 |
| 1948-49 | PRE | GUISBOROUGH | H | 5-1 |
| | 1Q | CARGO FLEET WORKS | H | 11-1 |
| | 2Q | SMITHS DOCK | A | 5-2 |
| | 3Q | PORTRACK SHAMROCKS | H | 5-0 |
| | 4Q | ANNFIELD PLAIN | H | 2-1 |
| | 1 | CREWE ALEXANDRA | A | 0-5 |
| 1949-50 | 1Q | WHITBY | A | 2-2 |
| | 1Q (R) | WHITBY | H | 3-0 |
| | 2Q | SOUTH BANK | A | 1-0 |
| | 3Q | PORTRACK SHAMROCKS | H | 3-1 |
| | 4Q | HORDEN COLLIERY WELFARE | H | 1-1 |
| | 4Q (R) | HORDEN COLLIERY WELFARE | A | 1-0 |
| | 1 | STOCKPORT COUNTY | A | 0-3 |
| 1950-51 | 4Q | SCARBOROUGH | H | 1-3 |
| 1951-52 | 1Q | SKINNIGROVE WORKS | H | 6-0 |
| | 2Q | BRIDLINGTON TRINITY | A | 6-0 |
| | 3Q | WHITBY TOWN | A | 3-2 |
| | 4Q | NORTH SHIELDS | H | 2-1 |
| | 1 | SCUNTHORPE & LINDSEY UNITED | A | 0-5 |
| 1952-53 | 1Q | SOUTH BANK | H | 3-2 |
| | 2Q | HEAD WRIGHTSONS | H | 6-1 |
| | 3Q | FERRYHILL ATHLETIC | H | 5-0 |
| | 4Q | ASHINGTON | H | 0-4 |
| 1953-54 | 1Q | WHITBY TOWN | H | 2-1 |
| | 2Q | BRIDLINGTON CENTRAL UNITED | H | 4-1 |
| | 3Q | FERRYHILL ATHLETIC | H | 1-2 |
| 1954-55 | 1Q | BRIDLINGTON CENTRAL UNITED | H | 2-2 |
| | 1Q (R) | BRIDLINGTON CENTRAL UNITED | A | 2-3 |
| 1955-56 | 2Q | SOUTH BANK | A | 1-0 |
| | 3Q | BRIDLINGTON CENTRAL UNITED | H | 0-1 |
| 1956-57 | 1Q | BRIDLINGTON CENTRAL UNITED | H | 2-1 |
| | 2Q | NORTH SKELTON ATHLETIC | A | 3-1 |
| | 3Q | WHITBY TOWN | A | 3-2 |
| | 4Q | CROOK TOWN | H | 8-3 |
| | 1 | CARLISLE UNITED | A | 1-6 |
| 1957-58 | 4Q | EASINGTON COLLIERY WELFARE | A | 3-2 |
| | 1 | BOSTON UNITED | A | 2-5 |
| 1958-59 | 1Q | TOW LAW TOWN | H | 2-4 |
| 1959-60 | 1Q | MURTON COLLIERY WELFARE | H | 3-5 |
| 1960-61 | 1Q | BEDLINGTON MECHANICS | A | 2-5 |
| 1961-62 | 1Q | RYHOPE COLLIERY WELFARE | A | 2-1 |
| | 2Q | BEDLINGTON MECHANICS | A | 0-1 |
| 1962-63 | 1Q | HORDEN COLLIERY WELFARE | H | 2-2 |
| | 1Q (R) | HORDEN COLLIERY WELFARE | A | 2-4 |
| 1963-64 | 1Q | ASHINGTON | A | 1-1 |
| | 1Q (R) | ASHINGTON | H | 0-2 |
| 1964-65 | 1Q | FERRYHILL ATHLETIC | A | 0-5 |
| 1965-66 | 1Q | WHITBY TOWN | H | 1-2 |
| 1966-67 | 1Q | EVENWOOD TOWN | H | 1-0 |
| | 2Q | WHITBY TOWN | A | 1-1 |
| | 2Q (R) | WHITBY TOWN | H | 1-0 |
| | 3Q | ANNFIELD PLAIN | H | 4-0 |
| | 4Q | SOUTH SHIELDS{2} | A | 0-2 |
| 1967-68 | 1Q | WHITBY TOWN | H | 2-6 |
| 1968-69 | 1Q | ASHINGTON | H | 2-0 |
| | 2Q | BLYTH SPARTANS | A | 2-1 |
| | 3Q | BLYTH SPARTANS | H | 0-2 |
| 1970-71 | 1Q | WHITLEY BAY | H | 2-4 |
| 1971-72 | 1Q | FERRYHILL ATHLETIC | H | 0-2 |
| 1972-73 | 1Q | STANLEY UNITED | H | 3-2 |
| | 2Q | EVENWOOD TOWN | A | 0-0 |
| | 2Q (R) | EVENWOOD TOWN | H | 2-1 |
| | 3Q | CROOK TOWN | A | 3-0 |
| | 4Q | SOUTH SHIELDS{2} | H | 1-1 |
| | 4Q (R) | SOUTH SHIELDS{2} | A | 1-2 |
| 1973-74 | 1Q | ASHINGTON | H | 1-4 |
| 1975-76 | 1Q | SHILDON | H | 1-1 |
| | 1Q (R) | SHILDON | A | 2-3 |
| 1976-77 | 1Q | ANNFIELD PLAIN | A | 2-3 |
| 1977-78 | 1Q | EPPLETON COLLIERY WELFARE | H | 2-0 |
| | 2Q | WHITLEY BAY | A | 1-3 |
| 1978-79 | PRE | TOW LAW TOWN | H | 2-1 |
| | 1Q | WILLINGTON | A | 1-0 |
| | 2Q | EASINGTON COLLIERY WELFARE | A | 3-1 |
| | 3Q | BOLDON COMMUNITY ASSOCIATION | H | 0-0 |
| | 3Q (R) | BOLDON COMMUNITY ASSOCIATION | A | 4-2 |
| | 4Q | BLYTH SPARTANS | H | 0-1 |
| 1979-80 | PRE | EVENWOOD TOWN | A | 2-1 |
| | 1Q | WALLSEND TOWN | A | 4-1 |
| | 2Q | BISHOP AUCKLAND | H | 0-1 |
| 1980-81 | 1Q | ANNFIELD PLAIN | A | 3-2 |
| | 2Q | FARSLEY CELTIC | H | 2-0 |
| | 3Q | GATESHEAD | A | 0-3 |
| 1981-82 | 1Q | LANCASTER CITY | A | 0-1 |
| 1982-83 | 1Q | SEAHAM COLLIERY WELFARE RED STAR | H | 0-1 |
| 1983-84 | 1Q | LANCASTER CITY | H | 0-1 |
| 1984-85 | 1Q | BRANDON UNITED | H | 2-1 |
| | 2Q | BLUE STAR | A | 0-1 |
| 1985-86 | 1Q | GATESHEAD | H | 0-4 |
| 1986-87 | 1Q | WORKINGTON | A | 1-2 |
| 1987-88 | 1Q | ALNWICK TOWN | H | 2-0 |
| | 2Q | CHESTER-LE-STREET TOWN | A | 1-1 |
| | 2Q (R) | CHESTER-LE-STREET TOWN | H | 4-3 |
| | 3Q | BLYTH SPARTANS | H | 5-2 |
| | 4Q | CAERNARFON TOWN | A | 2-0 |
| | 1 | HALIFAX TOWN | H | 2-4 |
| | | Played at Victoria Ground, Hartlepool | | |
| 1988-89 | 1Q | HARROGATE TOWN | A | 3-1 |
| | 2Q | ACCRINGTON STANLEY | A | 1-1 |
| | 2Q (R) | ACCRINGTON STANLEY | H | 5-1 |
| | 3Q | BILLINGHAM TOWN | H | 3-0 |
| | 4Q | NORTHWICH VICTORIA | A | 0-2 |
| 1989-90 | 1Q | GUISBOROUGH TOWN | H | 2-0 |
| | 2Q | NETHERFIELD | H | 0-0 |
| | 2Q (R) | NETHERFIELD | A | 2-1 |
| | 3Q | GATESHEAD | A | 2-0 |
| | 4Q | NORTH SHIELDS | A | 0-2 |
| | 1 | LINCOLN CITY | A | 0-1 |
| 1990-91 | 1Q | NORTHALLERTON TOWN | A | 0-2 |
| 1991-92 | 1Q | NETHERFIELD | A | 2-3 |
| 1992-93 | 1Q | GATESHEAD | A | 1-3 |
| 1993-94 | PRE | DARLINGTON CLEVELAND SOCIAL | H | 3-0 |
| | 1Q | BILLINGHAM TOWN | A | 2-0 |
| | 2Q | DUNSTON FEDERATION BREWERY | A | 1-1 |
| | 2Q (R) | DUNSTON FEDERATION BREWERY | H | 1-0 |
| | 3Q | GATESHEAD | H | 1-1 |
| | 3Q (R) | GATESHEAD | A | 1-0 |
| | 4Q | LEEK TOWN | H | 1-1 |
| | 4Q (R) | LEEK TOWN | A | 1-2 |
| 1994-95 | 1Q | SEAHAM RED STAR | A | 2-2 |
| | 1Q (R) | SEAHAM RED STAR | H | 2-0 |
| | 2Q | BARROW | A | 2-5 |
| 1995-96 | PRE | DARLINGTON CLEVELAND SOCIAL | A | 3-0 |
| | 1Q | SHILDON | H | 3-1 |
| | 2Q | BLYTH SPARTANS | H | 0-2 |
| 1996-97 | 1Q | ATHERTON COLLIERIES | H | 1-0 |
| | 2Q | LEIGH R M I | A | 1-1 |
| | 2Q (R) | LEIGH R M I | H | 2-3 |
| 1997-98 | PRE | BRANDON UNITED | H | 1-1 |
| | PRE (R) | BRANDON UNITED | A | 5-2 |
| | 1Q | MAINE ROAD | H | 0-0 |
| | 1Q (R) | MAINE ROAD | A | 2-2 |
| | | Maine Road won 5-3 on penalties | | |
| 1998-99 | PRE | MARSKE UNITED | A | 1-1 |
| | PRE (R) | MARSKE UNITED | H | 3-0 |
| | 1Q | DARWEN | H | 7-0 |
| | 2Q | MOSSLEY | H | 0-0 |
| | 2Q (R) | MOSSLEY | A | 0-1 |
| 1999-00 | PRE | DARWEN | A | 1-0 |
| | 1Q | NEWCASTLE BLUE STAR | A | 1-1 |
| | 1Q (R) | NEWCASTLE BLUE STAR | H | 3-2 |
| | 2Q | NORTH FERRIBY UNITED | H | 1-2 |
| 2000-01 | PRE | BRIGG TOWN | H | 1-1 |
| | PRE (R) | BRIGG TOWN | A | 0-1 |
| 2001-02 | PRE | TOW LAW TOWN | H | 4-2 |
| | 1Q | LIVERSEDGE | H | 0-2 |
| 2002-03 | EP | MALTBY MAIN | A | 6-0 |
| | PRE | PETERLEE NEWTOWN | A | 1-2 |
| 2003-04 | PRE | CHORLEY | H | 1-1 |
| | PRE (R) | CHORLEY | A | 1-3 |
| 2004-05 | PRE | PADIHAM | A | 5-1 |
| | 1Q | WHITBY TOWN | H | 1-3 |
| 2005-06 | EP | BRANDON UNITED | A | 5-0 |
| | PRE | FLEETWOOD TOWN | H | 2-0 |
| | 1Q (R) | RETFORD UNITED | H | 4-2 |
| | 2Q | NORTH FERRIBY UNITED | H | 0-3 |
| 2006-07 | EP | JARROW ROOFING BOLDON COMM.ASS. | A | 2-5 |
| 2007-08 | EP | NORTHALLERTON TOWN | H | 2-1 |
| | PRE | CHESTER-LE-STREET TOWN | A | 1-2 |
