| LARGS THISTLE IN THE AYRSHIRE DISTRICT CUP | ||||
| 1968-69 | First Round | Bye | ||
| Second Round | Kilbirnie Ladeside | Away | 0-3 | |
| . | ||||
| 1969-70 | First Round | Ardrossan Winton Rovers | Home | 2-4 |
| . | ||||
| 1970-71 | First Round | Bye | ||
| Second Round | Kilbirnie Ladeside | Away | 2-2, 2-2, 1 ab 2, 1-2 | |
| Third match abandoned in extra time due to fading light | ||||
| . | ||||
| 1971-72 | First Round | Glenafton Athletic | Home | 3-2 |
| Second Round | Maybole Juniors | Home | 5-2 | |
| Third Round | Darvel Juniors | Away | 2-0 | |
| Semi Final | Cumnock Juniors | Neut | 1-2 | |
| Match played at Winton Park, Ardrossan | ||||
| . | ||||
| 1972-73 | First Round | Bye | ||
| Second Round | Ardrossan Winton Rovers | Home | 6-0 | |
| Third Round | Kello Rovers | Away | 3-2 | |
| Semi Final | Beith Juniors | Neut | 4-0 | |
| Match played at Valefield Park, Kilbirnie | ||||
| FINAL | Kilbirnie Ladeside | Neut | 2-3 | |
| Match played at Winton Park, Ardrossan | ||||
| . | ||||
| 1973-74 | First Round | Ardrossan Winton Rovers | Away | 2-2, 3-3, 6-2 |
| Second Round | Maybole Juniors | Away | 2-1 | |
| Third Round | Beith Juniors | Home | 5-4 | |
| Semi Final | Kilbirnie Ladeside | Neut | 1-3 | |
| Match played at Winton Park, Ardrossan | ||||
| . | ||||
| 1974-75 | Sectional tie | Annbank United | Home | 4-0 |
| Sectional tie | Annbank United | Away | 3-0 | |
| Sectional tie | Beith Juniors | Home | 1-2 | |
| Sectional tie | Beith Juniors | Away | 4-5 | |
| Sectional tie | Darvel Juniors | Home | 2-2 | |
| Sectional tie | Darvel Juniors | Away | 0-1 | |
| Sectional tie | Kilwinning Rangers | Home | 1-2 | |
| Sectional tie | Kilwinning Rangers | Away | 2-4 | |
| Sectional tie | Whitletts Victoria | Home | 3-0 | |
| Sectional tie | Whitletts Victoria | Away | 3-1 | |
| Competition known as "Ayrshire Supplementary League Cup" for this season. | ||||
| . | ||||
| 1975-76 | First Round | Bye | ||
| Second Round | Glenafton Athletic | Home | 0-1 | |
| . | ||||
| 1976-77 | First Round | Maybole Juniors | Home | 2-0 |
| Second Round | Beith Juniors | Away | 1-2 | |
| . | ||||
| 1977-78 | First Round | Auchinleck Talbot | Away | 1-4 |
| . | ||||
| 1978-79 | First Round | Irvine Meadow X1 | Away | 1-3 |
| . | ||||
| 1979-80 | First Round | Bye | ||
| Second Round | Beith Juniors | Away | 3-3, 3-1 | |
| Third Round | Kello Rovers | Home | 5-3 | |
| Semi Final - Leg 1 | Glenafton Athletic | Away | 0-1 | |
| Semi Final - Leg 2 | Glenafton Athletic | Home | 1-6 | |
| Lost 1-7 on aggregate | ||||
| . | ||||
| 1980-81 | First Round | Saltcoats Victoria | Away | 1-0 |
| Second Round | Irvine Victoria | Away | 2-2, 2-1 | |
| Third Round | Irvine Meadow X1 | Away | 1-1, 0-1 | |
| . | ||||
| 1981-82 | First Round | Ardeer Thistle | Home | 4-1 |
| Second Round | Lugar Boswell Thistle | Home | 3-1 | |
| Third Round | Cumnock Juniors | Away | 0-0, 2*1, | |
| Semi Final | Irvine Meadow X1 | Home | 0-2 | |
| . | ||||
| 1982-83 | First Round | Muirkirk Juniors | Home | 3-1 |
| Second Round | Auchinleck Talbot | Away | 0-5 | |
| . | ||||
| 1983-84 | First Round | Ardeer Thistle | Away | 1-2 |
| . | ||||
| 1984-85 | First Round | Glenafton Athletic | Home | 3-1 |
| Second Round | Beith Juniors | Away | 5-6 | |
| . | ||||
| 1985-86 | First Round | Irvine Victoria | Home | 2-0 |
| Second Round | Cumnock Juniors | Away | 0-4 | |
| . | ||||
| 1986-87 | First Round | Bye | ||
| Second Round | Glenafton Athletic | Home | 0 ab 0, 1*3 | |
| First match abandoned after 17 minutes due to heavy winds | ||||
| . | ||||
| 1987-88 | First Round | Glenafton Athletic | Away | 0*0, 2p4 |
| . | ||||
| 1988-89 | First Round | Irvine Meadow X1 | Home | 1-5 |
| . | ||||
| 1989-90 | First Round | Irvine Meadow X1 | Away | 3-2 |
| Second Round | Kello Rovers | Home | 2-0 | |
| Third Round | Kilbirnie Ladeside | Home | 0-2 | |
| . | ||||
| 1990-91 | First Round | Bye | ||
| Second Round | Cumnock Juniors | Home | 2-0 | |
| Third Round | Kilwinning Rangers | Home | 3-1 | |
| Semi Final | Beith Juniors | Home | 1*2 | |
| . | ||||
| 1991-92 | First Round | Ardrossan Winton Rovers | Home | 1-1, 2p4 |
| . | ||||
| 1992-93 | First Round | Muirkirk Juniors | Away | 5-1 |
| Second Round | Hurlford United | Away | 0-2 | |
| . | ||||
| 1993-94 | First Round | Troon | Home | 2-1 |
| Second Round | Ardrossan Winton Rovers | Home | 0-2 | |
| . | ||||
| 1994-95 | First Round | Bye | ||
| Second Round | Ardrossan Winton Rovers | Away | 1-3 | |
| . | ||||
| 1995-96 | First Round | Irvine Victoria | Away | 8-1 |
| Second Round | Annbank United | Home | 4-3 | |
| Third Round | Cumnock Juniors | Away | 0-1 | |
| . | ||||
| 1996-97 | First Round | Troon | Away | 0-0, 3p1 |
| Second Round | Hurlford United | Home | 3-0 | |
| Third Round | Cumnock Juniors | Away | 0-3 | |
| . | ||||
| 1997-98 | First Round | Bye | ||
| Second Round | Irvine Meadow X1 | Home | 0-3 | |
| . | ||||
| 1998-99 | First Round | Darvel Juniors | Away | 1-1, 8p7 |
| Second Round | Ardeer Thistle | Away | 1-4 | |
| . | ||||
| 1999-00 | First Round | Ardrossan Winton Rovers | Home | 0-0, 1p3 |
| . | ||||
| 2000-01 | First Round | Ardeer Thistle | Home | 1-0 |
| Second Round | Lugar Boswell Thistle | Home | 3-0 | |
| Third Round | Irvine Meadow X1 | Home | 0-3 | |
| . | ||||
| 2001-02 | First Round | Bye | ||
| Second Round | Kilbirnie Ladeside | Home | 1-3 | |
| . | ||||
| 2002-03 | First Round | Irvine Victoria | Home | 2-3 |
| From this season onwards, the Ayrshire Junior Cup (Ardrossan & Saltcoats Herald Cup) and the Ayrshire District Cup (Irvine Times Cup) were scrapped and replaced with a new cup, the "Ayrshire Weekly Press Cup"…….I have continued the results from this competition as though it was a continuation of the Ayrshire Junior Cup (even though there is no official connection). | ||||
| Sponsors name of cup | ||||
| 1976-78 | 150 Cup | |||
| 1978-81 | Macrae Cup | |||
| 1981-82 | Reids Sports Cup | |||
| 1982-83 | Windorama Cup | |||
| 1983-86 | McEwans Lager Cup | |||
| 1986-87 | Middleton Cup | |||
| 1987-88 | ?? | |||
| 1988-end | Irvine Times Cup | |||