*All fixtures are subject to change*
JUNE 2021
| Date | Home | Score | Away | Competition | Venue |
| Mon 14th | Troon F.C. | P-P | Craigmark Burntonians | Friendly | QMA |
| Wed 16th | Kilwinning Rangers | 4-0 | Troon F.C. | Friendly | Kilwinning Astro |
| Wed 23rd | Maybole | 2-5 | Troon F.C. | Friendly | Ladywell |
| Sat 26th | Kello Rovers | 0-5 | Troon F.C. | Friendly | Nithsdale Park |
JULY 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 3rd | Troon F.C. | 5-4 | Wishaw | Portland Cup | Portland Park |
| Sat 3rd | Lothian Thistle Hutchison Vale | 3-2 | Fauldhouse United | Portland Cup | Portland Park |
| Sun 4th | Troon Development Team | P-P | Fauldhouse United | Portland Cup | Portland Park |
| Sun 4th | Troon F.C. | 1-1 (4-2 on pens) | Lothian Thistle Hutchison Vale | Portland Cup | Portland Park |
| Sat 10th | Renfrew | 0-0 | Troon F.C. | Friendly | New Western Park |
| Sat 17th | Kilwinning Rangers | 3-0 | Troon F.C. | WOSFL Premier | Kilwinning Sports Club |
| Wed 21st | Troon F.C. | 0-0 | Benburb | WOSFL Premier | Portland Park |
| Sat 24th | Auchinleck Talbot | 2-1 | Troon F.C. | WOSFL Premier | Beechwood Park |
| Wed 28th | Troon F.C. | 4-2 | Kirkintilloch Rob Roy | WOSFL Premier | Portland Park |
| Sat 31st | Troon F.C. | 0-1 | Clydebank | WOSFL Premier | Portland Park |
AUGUST 2021
| Date | Home | Score | Away | Competition | Venue |
| Wed 4th | Troon F.C. | 0-1 | Cumbernauld United | WOSFL Premier | Portland Park |
| Sat 7th | Kilbirnie Ladeside | 1-2 | Troon F.C. | WOSFL Premier | Valefield Park |
| Wed 11th | Troon F.C. | 1-3 | Blantyre Victoria | WOSFL Premier | Portland Park |
| Sat 14th | Bonnyton Thistle | 1-3 | Troon F.C. | WOSFL Premier | Synergy Arena |
| Wed 18th | Troon F.C. | 4-0 | Glenafton Athletic | WOSFL Premier | Portland Park |
| Sat 21st | Troon F.C. | 1-1 (9-10 on pens) | Benburb | Scottish Junior Cup R1 | Portland Park |
| Sat 28th | Troon F.C. | 0-0 | Beith | WOSFL Premier | Portland Park |
SEPTEMBER 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 4th | Rossvale | 2-0 | Troon F.C. | WOSFL Premier | New Petershill Park |
| Sat 11th | Troon F.C. | 13-0 | Mid-Annandale | South Challenge Cup R1 | Portland Park |
| Sat 18th | Benburb | 5-1 | Troon F.C. | WOSFL Premier | New Tinto Park |
| Sat 25th | Troon F.C. | 1-0 | Hurlford United | WOSFL Premier | Portland Park |
| Weds 29th | Cumnock | 3-4 | Troon F.C. | WOSFL Premier | Townhead Park |
OCTOBER 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 2nd | Irvine Meadow XI | 2-0 | Troon F.C. | WOSFL Premier | Meadow Park |
| Sat 9th | Troon F.C. | 0-2 | Darvel | WOSFL Premier | Portland Park |
| Sat 16th | Troon F.C. | 3-1 | Lanark United | South Challenge Cup R2 | Portland Park |
| Sat 23rd | Pollok | 2-1 | Troon F.C. | WOSFL Premier | Newlandsfield |
| Sat 30th | Troon F.C. | 3-4 | Ardeer Thistle | West of Scotland Cup PR | Portland Park |
NOVEMBER 2021
| Date | Home | Score | Away | Competition | Venue |
| Sat 6th | Rutherglen Glencairn | 1-2 | Troon F.C. | WOSFL Premier | Hamish B. Allan Stadium |
| Sat 13th | Troon F.C. | 3-1 | Largs Thistle | WOSFL Premier | Portland Park |
| Sat 20th | Largs Thistle | 1-2 | Troon F.C. | (South Challenge Cup R3) | Barrfields |
| Sat 27th | Troon F.C. | 2-2 | Kilwinning Rangers | WOSFL Premier | Portland Park |
DECEMBER 2021
| Date | Home | Score | Away | Competition | Venue |
| Fri 3rd | Clydebank | 3-1 | Troon F.C. | WOSFL Premier | Holm Park |
| Sat 11th | Troon F.C. | 2-1 | Rossvale | WOSFL Premier | Portland Park |
| Sat 18th | Troon F.C. | 1-2 | Rutherglen Glencairn | WOSFL Premier | Portland Park |
| Sat 25th | Off | Christmas Day | |||
| Tue 28th | Troon F.C. | 4-1 | Saltcoats Victoria | Friendly Match | Portland Park |
JANUARY 2022
| Date | Home | Score | Away | Competition | Venue |
| Sat 1st | Off | New Year’s Day | |||
| Sat 8th | Hurlford United | P-P | Troon F.C. | WOSFL Premier | Blair Park |
| Sat 15th | Troon F.C. | 5-3 | Bonnyton Thistle | WOSFL Premier | Portland Park |
| Sat 22nd | Kirkintilloch Rob Roy | 2-3 | Troon F.C. | WOSFL Premier | Guy’s Meadow |
| Sat 29th | Blantyre Victoria | 0-2 | Troon F.C. | WOSFL Premier | Castle Park |
| Mon 31st | Albion Rovers | 4-3 | Troon F.C. | Friendly Match | Penny Cars Stadium |
FEBRUARY 2022
| Date | Home | Score | Away | Competition | Venue |
| Sat 5th | Sauchie | P-P | Troon F.C. | South Challenge Cup R4 | Beechwood Park |
| Sat 12th | Troon F.C. | 2-1 | Cumnock | WOSFL Premier | Portland Park |
| Sat 19th | Troon F.C. | 0-2 | Auchinleck Talbot | WOSFL Premier | Portland Park |
| Sat 26th | Largs Thistle | 1-2 | Troon F.C. | WOSFL Premier | Barrfields |
MARCH 2022
| Date | Home | Score | Away | Competition | Venue |
| Sat 5th | Sauchie | 4-1 | Troon F.C. | (South Challenge Cup R4) | Beechwood Park |
| Sat 12th | Glenafton Athletic | 3-1 | Troon F.C. | WOSFL Premier | Loch Park |
| Sat 19th | Beith | 2-2 | Troon F.C. | WOSFL Premier | Bellsdale |
| Sat 26th | Troon F.C. | 1-0 | Irvine Victoria | Friendly Match | Portland Park |
APRIL 2022
| Date | Home | Score | Away | Competition | Venue |
| Sat 2nd | Hurlford United | 1-1 | Troon F.C. | WOSFL Premier | Blair Park |
| Sat 9th | Troon F.C. | 2-0 | Kilbirnie Ladeside | WOSFL Premier | Portland Park |
| Sat 16th | Troon F.C. | 2-1 | Maybole | Friendly Match | Portland Park |
| Sat 23rd | Cumbernauld United | 0-1 | Troon F.C. | WOSFL Premier | Guy’s Meadow |
| Wed 27th | Darvel | 3-2 | Troon F.C. | WOSFL Premier | Recreation Park |
| Sat 30th | Troon F.C. | 1-2 | Pollok | WOSFL Premier | Portland Park |
MAY 2022
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Troon F.C. | 1-2 | Irvine Meadow XI | WOSFL Premier | Portland Park |
| Sat 14th | |||||
| Sat 21st | |||||
| Sun 22nd | |||||
| Sat 28th | Troon F.C. Legends | 1-1 | Kilmarnock Legends | Scott Chatham Testimonial | Portland Park |