| Date | Time | Team | Opponent | Venue | Score | Result |
| Sep 06 2019 | 7:30 PM | Pee Wee Rep - Ponting Financial Group | Tillsonburg Rep | Tillsonburg Community Centre Complex | | |
| Sep 07 2019 | 6:00 PM | Bantam Rep - Louie's Pizza & Pasta | St. Mary's - | St. Marys | | |
| Sep 08 2019 | 12:45 PM | Bantam Rep - Louie's Pizza & Pasta | Tillsonburg Rep | Tillsonburg Community Centre Complex | | |
| Sep 09 2019 | 6:00 PM | Atom Rep - Brokerlink | Aylmer Flames | Ingersoll Memorial Arena | | |
| Sep 10 2019 | 5:45 PM | Atom Rep - Brokerlink | Aylmer - | Aylmer | | |
| Sep 12 2019 | 7:00 PM | Atom AE - Tremblett's YIG Ingersoll | Tillsonburg AE | Tillsonburg Community Centre Complex | | |
| Sep 13 2019 | 9:30 PM | Midget Rep - Unifor Local 88 | Ayr Rep | Ayr | | |
| Sep 15 2019 | 2:10 PM | Atom AE - Tremblett's YIG Ingersoll | Tillsonburg AE | Ingersoll Memorial Arena | | |
| Sep 27-Sep 29 | Bantam Rep - Louie's Pizza & Pasta | Ingersoll Rep Olympics (Ingersoll, Ontario ) |
| Sep 27-Sep 29 | Pee Wee Rep - Ponting Financial Group | Ingersoll Rep Olympics (Ingersoll, Ontario ) |
| Sep 27-Sep 29 | Atom Rep - Brokerlink | Ingersoll Rep Olympics (Ingersoll, Ontario ) |
| Sep 27-Sep 29 | Minor Midget Rep | Stratford Minor Hockey (Stratford, Ontario ) |
| Oct 18-Oct 20 | Bantam Rep - Louie's Pizza & Pasta | Roy Beechey Memorial Tournament (Tillsonburg, Ontario ) |
| Oct 18-Oct 20 | Minor Midget Rep | West Niagara Minor Hockey (Lincoln, Ontario ) |
| Oct 25-Oct 27 | Pee Wee Rep - Ponting Financial Group | 2019-2020 Rob Johnston Memorial Rep Tournament (Paris, Ontario ) |
| Oct 25-Oct 27 | Midget Rep - Unifor Local 88 | Tenth Annual ”Recharge With Milk” Autumn Tournament (Prince Edward County) |
| Oct 25-Oct 27 | Pee Wee AE - Dove Dental | Rob Johston Memorial Tournament (Paris, Ontario ) |
| Nov 01-Nov 03 | Minor Midget Rep | Silver Stick (Woodstock, Ontario) |
| Nov 08-Nov 10 | Pee Wee Rep - Ponting Financial Group | 25th Anniversary Beaverloch Farms Hockey Tournament (Thorold, Ontario ) |
| Nov 08-Nov 10 | Bantam Rep - Louie's Pizza & Pasta | Bill Batten Memorial Tournament (9124) (Exeter and Surrounding Area ) |
| Nov 15-Nov 17 | Minor Midget Rep | St Thomas Minor hockey (St Thomas, Ontario ) |
| Nov 28-Dec 01 | Atom Rep - Brokerlink | 54th Annual Tobacco Town Atom/Peewee Rep Tournament (Delhi, Ontario ) |
| Nov 28-Dec 01 | Pee Wee Rep - Ponting Financial Group | 54th Annual Tobacco Town Atom/Peewee Rep Tournament (Delhi, Ontario ) |
| Dec 05-Dec 08 | Pee Wee AE - Dove Dental | Silver Stick (Ayr, Ontario ) |
| Dec 05-Dec 08 | Bantam AE | Silver Stick (Ayr, Ontario ) |
| Dec 13-Dec 15 | Midget Rep - Unifor Local 88 | Silver Stick (Wasaga Beach, Ontario ) |
| Dec 19-Dec 22 | Pee Wee Rep - Ponting Financial Group | Silver Stick (Watford, Ontario ) |
| Dec 26-Dec 29 | Bantam Rep - Louie's Pizza & Pasta | Silver Stick Regional (9197) (Watford, Ontario ) |