*All fixtures are subject to change*
JULY 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 6th | Johnstone Burgh | 0-0 | Troon F.C. | Friendly | Keanie Park |
| Sat 13th | Lothian Thistle Hutchison Vale | 5-5 | Troon F.C. | Friendly | Oriam |
| Wed 17th | Maybole | 1-3 | Troon F.C. | Friendly | Ladywell Stadium |
| Sat 20th | Troon F.C. | 1-2 | Fauldhouse United | Friendly | Portland Park |
| Sat 27th | Irvine Victoria | 1-0 | Troon F.C. | Sectional League Cup | Portland Park |
| Mon 29th | Troon F.C. | 1-0 | Irvine Meadow XI | Sectional League Cup | Portland Park |
| Wed 31st | Troon F.C. | 5-2 | Craigmark Burntonians | Sectional League Cup | Portland Park |
AUGUST 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 3rd | Hurlford United | 2-1 | Troon F.C. | SJFA West Premiership | Blair Park |
| Wed 7th | Troon F.C. | 1-1 | Cumnock | SJFA West Premiership | Portland Park |
| Sat 10th | Pollok | 4-0 | Troon F.C. | SJFA West Premiership | Newlandsfield |
| Mon 12th | Whitletts Victoria | 5-1 | Troon F.C. | Sectional League Cup, 2nd round | Portland Park |
| Sat 17th | Troon F.C. | 2-0 | Clydebank | SJFA West Premiership | Portland Park |
| Wed 21st | Auchinleck Talbot | 8-1 | Troon F.C. | SJFA West Premiership | Beechwood Park |
| Sat 24th | Kilbirnie Ladeside | 4-3 | Troon F.C. | SJFA West Premiership | Valefield Park |
| Sat 31st | Benburb | 1-0 | Troon F.C. | SJFA West Premiership | New Tinto Park |
SEPTEMBER 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Troon F.C. | 1-0 | Rutherglen Glencairn | SJFA West Premiership | Portland Park |
| Sat 14th | Glenafton Athletic | 3-1 | Troon F.C. | SJFA West Premiership | Loch Park |
| Sat 21st | Troon F.C. | 0-4 | Largs Thistle | SJFA West Premiership | Portland Park |
| Sat 28th | Troon F.C. | 3-1 | Montrose Roselea | Macron Scottish Junior Cup Round 2 | Portland Park |
OCTOBER 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 5th | Kirkintilloch Rob Roy | P-P | Troon F.C. | SJFA West Premiership | Guy’s Meadow |
| Sat 12th | Kilwinning Rangers | 3-2 | Troon F.C. | SJFA West Premiership | Buffs Park |
| Sat 19th | Troon F.C. | 1-2 | Beith | SJFA West Premiership | Portland Park |
| Sat 26th | Troon F.C. | 5-4 | Kilsyth Rangers | Macron Scottish Junior Cup Round 3 | Portland Park |
NOVEMBER 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 2nd | Rossvale | 1-0 | Troon F.C. | SJFA West Premiership | New Tinto Park |
| Sat 9th | Troon F.C. | 4-1 | Maryhill | Ardagh West of Scotland Cup Round 1 | Portland Park |
| Sat 16th | Troon F.C. | 4-1 | Hurlford United | SJFA West Premiership | Portland Park |
| Sat 23rd | Pollok | 2-1 | Troon F.C. | Macron Scottish Junior Cup Round 4 | Newlandsfield |
| Sat 30th | Troon F.C. | P-P | Pollok | SJFA West Premiership | Portland Park |
DECEMBER 2019
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Clydebank | 1-2 | Troon F.C. | SJFA West Premiership | Loch Park |
| Sat 14th | Troon F.C. | 0-2 | Auchinleck Talbot | SJFA West Premiership | Portland Park |
| Sat 21st | Irvine Meadow XI | 3-1 | Troon F.C. | SJFA West Premiership | Loch Park |
| Sat 28th | Troon F.C. | 3-3 | Benburb | SJFA West Premiership | Portland Park |
JANUARY 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 4th | Troon F.C. | 1-1 | Kilbirnie Ladeside | SJFA West Premiership | Portland Park |
| Sat 11th | Ardrossan Winton Rovers | P-P | Troon F.C. | Ardagh West of Scotland Cup Round 2 | Winton Park |
| Sat 18th | Troon F.C. | 4-1 | Glenafton Athletic | SJFA West Premiership | Portland Park |
| Sat 25th | Troon F.C. | 1-2 | Rossvale | SJFA West Premiership | Portland Park |
FEBRUARY 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 1st | Largs Thistle | 3-0 | Troon F.C. | SJFA West Premiership | Barrfields |
| Sat 8th | Troon F.C. | 1-0 | Kirkintilloch Rob Roy | SJFA West Premiership | Portland Park |
| Sat 15th | Ardrossan Winton Rovers | P-P | Troon F.C. | Ardagh West of Scotland Cup Round 2 | Winton Park |
| Sat 22nd | Ardrossan Winton Rovers | P-P | Troon F.C. | Ardagh West of Scotland Cup Round 2 | Winton Park |
| Sat 29th | Troon F.C. | 1-1 | Kilwinning Rangers | SJFA West Premiership | Portland Park |
MARCH 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Ardrossan Winton Rovers | 1-2 | Troon F.C. | SJFA West Premiership | Winton Park |
| Sat 14th | Supporter’s Day | 12pm | Portland Park | ||
| Sat 21st | Cumnock | P-P | Troon F.C. | SJFA West Premiership | Townhead Park |
| Sat 28th | Beith | P-P | Troon F.C. | SJFA West Premiership | Bellsdale |
APRIL 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 4th | Troon F.C. | P-P | Irvine Meadow XI | SJFA West Premiership | Portland Park |
| Sat 11th | Kirkintilloch Rob Roy | P-P | Troon F.C. | SJFA West Premiership | Guy’s Meadow |
| Wed 29th | Troon F.C. | P-P | Pollok | SJFA West Premiership | Portland Park |
MAY 2020
| Date | Home | Score | Away | Competition | Venue |
| Sat 7th | Rutherglen Glencairn | P-P | Troon F.C. | SJFA West Premiership | Hamish B. Allan Stadium |