| Game # | Date | Time | Category | Team | Opponent | Venue | Score | Result |
| 2 | May 01 2019 | 6:00 PM | | Peewee Rep | Guelph Royals | Guelph - Joe Kaine | | |
| 2 | May 06 2019 | 7:00 PM | | Midget Rep | Stratford Nationals | Stratford - National Stadium | | |
| 9 | May 07 2019 | 6:00 PM | | Peewee Rep | Stratford Nationals | Simcoe - Lions Park - Diamond 2 | | |
| 6 | May 09 2019 | 7:00 PM | | Midget Rep | Kitchener Panthers | Simcoe - Memorial Park | | |
| May 10-May 12 | | Peewee Rep | Brantford AA & Under (Brantford, Ontario) |
| 14 | May 13 2019 | 6:00 PM | | Peewee Rep | Cambridge Cubs | Cambridge - Corbett Field | | |
| 16 | May 14 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers | Simcoe - Lions Park - Diamond 2 | | |
| 19 | May 15 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers #2 | Kitchener - Breithaupt 1 | | |
| 13 | May 16 2019 | 7:00 PM | | Midget Rep | Brantford Red Sox | Simcoe - Memorial Park | | |
| May 17-May 19 | | Bantam Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| 15 | May 19 2019 | 1:30 PM | | Midget Rep | Cambridge Cubs | Cambridge - Dickson Park | | |
| 33 | May 19 2019 | 4:00 PM | | Midget Rep | Cambridge Cubs | Cambridge - Dickson Park | | |
| 25 | May 21 2019 | 6:00 PM | | Peewee Rep | London Badgers | London - Stronach Park | | |
| 30 | May 23 2019 | 6:00 PM | | Peewee Rep | Waterloo Tigers | Waterloo - Waterloo Park | | |
| 19 | May 23 2019 | 7:30 PM | | Midget Rep | Guelph Royals | Guelph - Hastings Stadium | | |
| May 24-May 26 | | Rookie Rep | Cubbies Classic Rookie Tournament (Cambridge, Ontario) |
| 35 | May 28 2019 | 6:00 PM | | Peewee Rep | Ingersoll Ironbirds | Simcoe - Lions Park - Diamond 2 | | |
| 23 | May 28 2019 | 7:30 PM | | Midget Rep | Brantford Red Sox | Brantford - Arnold Anderson | | |
| 24 | May 29 2019 | 7:00 PM | | Midget Rep | Kitchener Panthers | Kitchener - Jack Couch | | |
| 25 | May 30 2019 | 7:00 PM | | Midget Rep | Waterloo Tigers | Simcoe - Memorial Park | | |
| May 31-Jun 02 | | Minor Peewee Rep | St. Thomas "A" and Under Tournament (St. Thomas, Ontario) |
| May 31-Jun 02 | | Midget Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| 43 | Jun 04 2019 | 6:00 PM | | Peewee Rep | Brantford Red Sox | Simcoe - Lions Park - Diamond 2 | | |
| 32 | Jun 06 2019 | 7:00 PM | | Midget Rep | Stratford Nationals | Simcoe - Memorial Park | | |
| Jun 07-Jun 09 | | Rookie Rep | Leamington Laker Classic (Leamington, Ontario) |
| 52 | Jun 11 2019 | 6:00 PM | | Peewee Rep | Guelph Royals | Simcoe - Lions Park - Diamond 2 | | |
| 38 | Jun 13 2019 | 7:00 PM | | Midget Rep | Guelph Royals | Simcoe - Memorial Park | | |
| Jun 14-Jun 16 | | Peewee Rep | London Badgers AAA and Under (London, Ontario) |
| Jun 14-Jun 16 | | Minor Peewee Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| Jun 14-Jun 16 | | Minor Mosquito Rep | Dorchester Summerslam Tournament (Dorchester, Ontario) |
| 40 | Jun 17 2019 | 7:00 PM | | Midget Rep | Stratford Nationals | Stratford - National Stadium | | |
| 58 | Jun 18 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers | Kitchener - Breithaupt 1 | | |
| 41 | Jun 18 2019 | 7:00 PM | | Midget Rep | Waterloo Tigers | Waterloo - Bechtel Park | | |
| 62 | Jun 20 2019 | 6:00 PM | | Peewee Rep | Stratford Nationals | Stratford - Dufferin Park | | |
| 44 | Jun 20 2019 | 7:00 PM | | Midget Rep | Cambridge Cubs | Simcoe - Memorial Park | | |
| Jun 21-Jun 23 | | Rookie Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| 67 | Jun 25 2019 | 6:00 PM | | Peewee Rep | London Badgers | Simcoe - Lions Park - Diamond 2 | | |
| 51 | Jun 27 2019 | 6:00 PM | | Midget Rep | Kitchener Panthers | Simcoe - Memorial Park | | |
| 51 | Jun 27 2019 | 8:30 PM | | Midget Rep | Kitchener Panthers | Simcoe - Memorial Park | | |
| 53 | Jun 30 2019 | 1:30 PM | | Midget Rep | Cambridge Cubs | Cambridge - Dickson Park | | |
| 76 | Jul 02 2019 | 6:00 PM | | Peewee Rep | Cambridge Cubs | Simcoe - Lions Park - Diamond 2 | | |
| 58 | Jul 04 2019 | 6:00 PM | | Midget Rep | Brantford Red Sox | Simcoe - Memorial Park | | |
| 81 | Jul 04 2019 | 6:00 PM | | Peewee Rep | Ingersoll Ironbirds | Ingersoll - Victoria Park Main | | |
| 58 | Jul 04 2019 | 8:30 PM | | Midget Rep | Brantford Red Sox | Simcoe - Memorial Park | | |
| Jul 07-Jul 12 | | Peewee Rep | Sports Force Parks - Gold Glove Week Long Extravaganza (Sandusky, Ohio) |
| 84 | Jul 09 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers #2 | Simcoe - Lions Park - Diamond 2 | | |
| 85 | Jul 10 2019 | 6:00 PM | | Peewee Rep | Brantford Red Sox | Brantford - Baker Blue | | |
| 63 | Jul 10 2019 | 7:00 PM | | Midget Rep | Kitchener Panthers | Kitchener - Jack Couch | | |
| 64 | Jul 11 2019 | 6:00 PM | | Midget Rep | Guelph Royals | Guelph - Hastings Stadium | | |
| 64 | Jul 11 2019 | 8:30 PM | | Midget Rep | Guelph Royals | Guelph - Hastings Stadium | | |
| Jul 12-Jul 14 | | Minor Peewee Rep | London Tecumseh "A" and Under Tournament (London, Ontario) |
| Jul 12-Jul 14 | | Minor Mosquito Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| 90 | Jul 15 2019 | 6:00 PM | | Peewee Rep | Cambridge Cubs | Cambridge - Corbett Field | | |
| 93 | Jul 16 2019 | 6:00 PM | | Peewee Rep | Waterloo Tigers | Simcoe - Lions Park - Diamond 2 | | |
| 68 | Jul 16 2019 | 7:30 PM | | Midget Rep | Brantford Red Sox | Brantford - Arnold Anderson | | |
| 95 | Jul 17 2019 | 6:00 PM | | Peewee Rep | Guelph Royals | Guelph - Joe Kaine | | |
| 70 | Jul 18 2019 | 6:00 PM | | Midget Rep | Waterloo Tigers | Simcoe - Memorial Park | | |
| 70 | Jul 18 2019 | 8:30 PM | | Midget Rep | Waterloo Tigers | Simcoe - Memorial Park | | |
| Jul 19-Jul 21 | | Mosquito Rep | Simcoe Giants 6th Annual (Simcoe, Ontario) |
| 102 | Jul 23 2019 | 6:00 PM | | Peewee Rep | Stratford Nationals | Simcoe - Lions Park - Diamond 2 | | |
| 77 | Jul 25 2019 | 7:00 PM | | Midget Rep | Stratford Nationals | Simcoe - Memorial Park | | |
| Jul 26-Jul 28 | | Minor Mosquito Rep | Thornhill "A" and Under Tournament (Thornhill, Ontario) |
| 80 | Jul 29 2019 | 7:00 PM | | Midget Rep | Stratford Nationals | Stratford - National Stadium | | |
| 109 | Jul 30 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers | Simcoe - Lions Park - Diamond 2 | | |
| 112 | Jul 31 2019 | 6:00 PM | | Peewee Rep | Kitchener Panthers #2 | Kitchener - Breithaupt 1 | | |
| 83 | Aug 01 2019 | 7:00 PM | | Midget Rep | Guelph Royals | Simcoe - Memorial Park | | |
| 116 | Aug 06 2019 | 6:00 PM | | Peewee Rep | London Badgers | London - Stronach Park | | |
| 86 | Aug 06 2019 | 7:00 PM | | Midget Rep | Waterloo Tigers | Waterloo - Bechtel Park | | |
| 120 | Aug 08 2019 | 6:00 PM | | Peewee Rep | Waterloo Tigers | Waterloo - Waterloo Park | | |
| 89 | Aug 08 2019 | 7:00 PM | | Midget Rep | Cambridge Cubs | Simcoe - Memorial Park | | |
| Aug 16-Aug 18 | | Peewee Rep | ICBA Championships (Stratford, Ontario) |
| Aug 16-Aug 18 | | Midget Rep | OBA Championships (Gerorgina, Ontario) |
| Aug 19-Aug 28 | | Peewee Rep | CNE Tournament (Toronto, Ontario) |
| Aug 22-Aug 25 | | Rookie Rep | ICBA Championships (Stratford, Ontario) |
| Aug 30-Sep 01 | | Peewee Rep | OBA Championships (Chatham, Ontario) |
| Aug 30-Sep 01 | | Rookie Rep | OBA Championships (Chatham, Ontario) |
| Aug 30-Sep 01 | | Minor Mosquito Rep | OBA Championships (Simcoe, Ontario) |
| Aug 30-Sep 01 | | Mosquito Rep | OBA Championships (Stratford, Ontario) |
| Aug 30-Sep 01 | | Minor Peewee Rep | OBA Championships (Halton Hills, Ontario) |
| Aug 30-Sep 01 | | Bantam Rep | OBA Championships (Leamington, Ontario) |