*All fixtures are subject to change*
SEPTEMBER 2020
| Date | Home | Score | Away | Competition | Venue |
| Weds 16th | Craigmark Burntonians | 1-1 | Troon F.C. | Friendly | Dalmellington Astro |
| Sat 19th | Maybole | 1-2 | Troon F.C. | Friendly | Ladywell Stadium |
| Wed 23rd | Troon F.C. | 8-0 | Ardeer Thistle | Friendly | Kilwinning Sports Club |
| Sat 26th | Irvine Victoria | 2-10 | Troon F.C. | Friendly | Victoria Park |
| Wed 30th | Bonnyton Thistle | 0-3 | Troon F.C. | Friendly | Synergy Arena |
OCTOBER 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 3rd | Troon F.C. | P-P | Dalry Thistle | Friendly | Portland Park |
| Sat 10th | Troon F.C. | 3-0 | Glenafton Athletic | Friendly | Greenwood Academy |
| Fri 16th | Troon F.C. | 3-0 | Muirkirk | Friendly | QMA |
| Fri 16th | Maybole | 2-2 | Troon F.C. | Friendly | Cambusdoon |
| Sat 24th | Bonnyton Thistle | 0-3 | Troon F.C. | WOSFL Premier | Synergy Arena |
| Sat 31st | Troon F.C. | P-P | Cumbernauld United | WOSFL Premier | Portland Park |
NOVEMBER 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Troon F.C. | 2-1 | Rossvale | WOSFL Premier | Portland Park |
| Sat 14th | Beith | 2-2 | Troon F.C. | WOSFL Premier | Bellsdale Park |
| Sat 21st | Troon F.C. | 3-4 | Preston Athletic | Challenge Cup | Portland Park |
| Sat 28th | Rutherglen Glencairn | 1-2 | Troon F.C. | WOSFL Premier | Hamish B. Allan Stadium |
DECEMBER 2020
| Date | Home | Score | Away | Competition | Venue |
| Wed 2nd | Troon F.C. | 2-0 | Annbank United | Friendly | Marr |
| Sat 5th | Troon F.C. | 2-0 | Kirkintilloch Rob Roy | WOSFL Premier | Portland Park |
| Sat 12th | Troon F.C. | 1-0 | Rutherglen Glencairn | WOSFL Premier | Portland Park |
| Sat 19th | Hurlford United | P-P | Troon F.C. | WOSFL Premier | Blair Park |
| Sun 27th | Darvel | 5-2 | Troon F.C. | WOSFL Premier | Townhead Park |
JANUARY 2021
| Date | Home | Score | Away | Competition | Venue |
| Sun 3rd | Troon F.C. | P-P | Clydebank | WOSFL Premier | Portland Park |
| Sat 9th | Irvine Meadow XI | P-P | Troon F.C. | WOSFL Premier | Meadow Park |
| Sat 16th | Kilwinning Rangers | P-P | Troon F.C. | WOSFL Premier | Buffs Park |
| Sat 23rd | Troon F.C. | P-P | Largs Thistle | WOSFL Premier | Portland Park |
| Sat 30th | Troon F.C. | P-P | Blantyre Victoria | WOSFL Premier | Portland Park |
FEBRUARY 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 6th | Largs Thistle | P-P | Troon F.C. | WOSFL Premier | Barrfields |
| Sat 13th | Troon F.C. | P-P | Bonnyton Thistle | WOSFL Premier | Portland Park |
| Sat 20th | Cumbernauld United | P-P | Troon F.C. | WOSFL Premier | Guy’s Meadow |
| Sat 27th | Rossvale | P-P | Troon F.C. | WOSFL Premier | New Tinto Park |
MARCH 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 6th | Troon F.C. | P-P | Beith | WOSFL Premier | Portland Park |
| Sat 13th | Troon F.C. | P-P | Darvel | WOSFL Premier | Meadow Park |
| Sat 20th | Kirkintilloch Rob Roy | P-P | Troon F.C. | WOSFL Premier | Guy’s Meadow |
| Sat 27th | Troon F.C. | P-P | Hurlford United | WOSFL Premier | Portland Park |
APRIL 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 3rd | Troon F.C. | P-P | Irvine Meadow XI | WOSFL Premier | Portland Park |
| Sat 10th | Troon F.C. | P-P | Bonnyton Thistle | WOSFL Premier | Portland Park |
| Sat 17th | Clydebank | P-P | Troon F.C. | WOSFL Premier | Holm Park |
| Sat 24th | Troon F.C. | P-P | Troon F.C. | WOSFL Premier | Portland Park |
MAY 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 1st | Blantyre Victoria | P-P | Troon F.C. | WOSFL Premier | Castle Park |