| 04/01/2026 12:00 PM UTC |  Honeybaked 15U AAA |  York Simcoe Express U16 AAA | 4 - 1 | OHL Cup |
| 04/01/2026 11:15 PM UTC | York Simcoe Express U16 AAA |  The Hill Academy U16 AAA | 5 - 5 | OHL Cup |
| 03/31/2026 01:45 PM UTC | York Simcoe Express U16 AAA |  Huron-Perth Lakers U16 AAA | 4 - 1 | OHL Cup |
| 03/30/2026 07:30 PM UTC |  Toronto Marlboros U16 AAA | York Simcoe Express U16 AAA | 4 - 2 | OHL Cup |
| 03/08/2026 08:52 PM UTC | York Simcoe Express U16 AAA |  Central Ontario Wolves U16 AAA | 5 - 1 | OMHA U16 |
| 03/08/2026 12:15 AM UTC |  Peterborough Petes U16 AAA | York Simcoe Express U16 AAA | 5 - 4 | OMHA U16 |
| 03/06/2026 02:47 AM UTC | York Simcoe Express U16 AAA |  Markham Waxers U16 AAA | 2 - 1 | OMHA U16 |
| 03/01/2026 11:45 PM UTC | Central Ontario Wolves U16 AAA | York Simcoe Express U16 AAA | 1 - 3 | OMHA U16 |
| 02/28/2026 10:48 PM UTC | York Simcoe Express U16 AAA | Peterborough Petes U16 AAA | 3 - 2 | OMHA U16 |
| 02/24/2026 01:30 AM UTC |  Whitby Wildcats U16 AAA | York Simcoe Express U16 AAA | 1 - 3 | OMHA U16 |
| 02/21/2026 08:25 PM UTC |  Ajax/Pickering Raiders U16 AAA | York Simcoe Express U16 AAA | 0 - 2 | OMHA U16 |
| 02/20/2026 03:09 AM UTC | York Simcoe Express U16 AAA | Whitby Wildcats U16 AAA | 5 - 1 | OMHA U16 |
| 02/16/2026 12:10 AM UTC | Markham Waxers U16 AAA | York Simcoe Express U16 AAA | 0 - 1 | OMHA U16 |
| 02/15/2026 02:00 AM UTC | York Simcoe Express U16 AAA | Ajax/Pickering Raiders U16 AAA | 4 - 5 | OMHA U16 |
| 02/08/2026 07:00 PM UTC | York Simcoe Express U16 AAA | Ajax/Pickering Raiders U16 AAA | 3 - 2 | OMHA U16 |
| 02/07/2026 05:30 PM UTC |  Quinte Red Devils U16 AAA | York Simcoe Express U16 AAA | 2 - 2 | OMHA U16 |
| 02/04/2026 02:00 AM UTC | York Simcoe Express U16 AAA |  Greater Kingston Gaels U16 AAA | 5 - 2 | OMHA U16 |
| 02/01/2026 11:03 PM UTC | York Simcoe Express U16 AAA |  North Central Predators U16 AAA | 8 - 0 | OMHA U16 |
| 01/31/2026 09:11 PM UTC |  Barrie Colts U16 AAA | York Simcoe Express U16 AAA | 3 - 4 | OMHA U16 |
| 01/30/2026 02:36 AM UTC | York Simcoe Express U16 AAA | Whitby Wildcats U16 AAA | 2 - 1 | OMHA U16 |
| 01/23/2026 02:40 AM UTC | York Simcoe Express U16 AAA | Ajax/Pickering Raiders U16 AAA | 1 - 4 | OMHA U16 |
| 01/11/2026 11:06 PM UTC | York Simcoe Express U16 AAA |  North Shore Whitecaps U16 AAA | 11 - 2 | OMHA U16 |
| 01/10/2026 11:15 PM UTC | Central Ontario Wolves U16 AAA | York Simcoe Express U16 AAA | 1 - 5 | OMHA U16 |
| 01/04/2026 11:30 PM UTC | York Simcoe Express U16 AAA | Peterborough Petes U16 AAA | 6 - 3 | OMHA U16 |
| 01/04/2026 02:02 AM UTC | North Shore Whitecaps U16 AAA | York Simcoe Express U16 AAA | 2 - 6 | OMHA U16 |
| 12/21/2025 11:35 PM UTC | York Simcoe Express U16 AAA | North Central Predators U16 AAA | 8 - 1 | OMHA U16 |
| 12/14/2025 11:03 PM UTC | York Simcoe Express U16 AAA | Central Ontario Wolves U16 AAA | 7 - 3 | OMHA U16 |
| 12/13/2025 10:15 PM UTC | Peterborough Petes U16 AAA | York Simcoe Express U16 AAA | 4 - 1 | OMHA U16 |
| 12/07/2025 10:30 PM UTC | York Simcoe Express U16 AAA |  Burlington Eagles U16 AAA | 4 - 2 | OMHA U16 |
| 12/07/2025 12:00 AM UTC |  Niagara North Stars U16 AAA | York Simcoe Express U16 AAA | 5 - 2 | OMHA U16 |
| 12/05/2025 01:43 AM UTC | Barrie Colts U16 AAA | York Simcoe Express U16 AAA | 2 - 3 | OMHA U16 |
| 12/02/2025 03:00 AM UTC | Markham Waxers U16 AAA | York Simcoe Express U16 AAA | 2 - 5 | OMHA U16 |
| 11/30/2025 09:00 PM UTC | North Shore Whitecaps U16 AAA | York Simcoe Express U16 AAA | 2 - 7 | OMHA U16 |
| 11/26/2025 01:01 AM UTC | Ajax/Pickering Raiders U16 AAA | York Simcoe Express U16 AAA | 3 - 1 | OMHA U16 |
| 11/24/2025 12:50 AM UTC | Greater Kingston Gaels U16 AAA | York Simcoe Express U16 AAA | 1 - 6 | OMHA U16 |
| 11/22/2025 11:30 PM UTC | Quinte Red Devils U16 AAA | York Simcoe Express U16 AAA | 4 - 3 | OMHA U16 |
| 11/16/2025 11:30 PM UTC | York Simcoe Express U16 AAA | Markham Waxers U16 AAA | 5 - 0 | OMHA U16 |
| 11/15/2025 08:31 PM UTC | Ajax/Pickering Raiders U16 AAA | York Simcoe Express U16 AAA | 0 - 5 | OMHA U16 |
| 11/12/2025 02:00 AM UTC | York Simcoe Express U16 AAA | Peterborough Petes U16 AAA | 3 - 0 | OMHA U16 |
| 11/08/2025 07:30 PM UTC | Whitby Wildcats U16 AAA | York Simcoe Express U16 AAA | 1 - 4 | OMHA U16 |
| 11/02/2025 09:00 PM UTC | North Central Predators U16 AAA | York Simcoe Express U16 AAA | 1 - 7 | OMHA U16 |
| 11/01/2025 10:15 PM UTC | Central Ontario Wolves U16 AAA | York Simcoe Express U16 AAA | 0 - 1 | OMHA U16 |
| 10/26/2025 10:09 PM UTC | York Simcoe Express U16 AAA | Quinte Red Devils U16 AAA | 2 - 3 | OMHA U16 |
| 10/19/2025 10:03 PM UTC | York Simcoe Express U16 AAA | Greater Kingston Gaels U16 AAA | 6 - 2 | OMHA U16 |
| 10/18/2025 12:43 AM UTC | York Simcoe Express U16 AAA | Markham Waxers U16 AAA | 4 - 2 | OMHA U16 |
| 10/16/2025 01:30 AM UTC | York Simcoe Express U16 AAA | Barrie Colts U16 AAA | 2 - 3 | OMHA U16 |
| 10/05/2025 10:03 PM UTC | York Simcoe Express U16 AAA | Whitby Wildcats U16 AAA | 4 - 0 | OMHA U16 |
| 10/04/2025 08:45 PM UTC | Quinte Red Devils U16 AAA | York Simcoe Express U16 AAA | 5 - 0 | OMHA U16 |
