[2] Orlando City SC II 3-2 Toronto FC II [13] 2023-04-30 22:00
Stadium: Osceola County Stadium Round: 1
Head to Head
| USA MLS Next Pro League | 2022/09/18 19:00 | Orlando City II v Toronto FC II | L | 1-2 |
| USA MLS Next Pro League | 2022/08/07 23:00 | Toronto FC II v Orlando City II | L | 3-0 |
| USA USL League One | 2019/09/13 20:00 | Toronto FC II v Orlando City II | L | 3-2 |
| USA USL League One | 2019/05/17 23:30 | Orlando City II v Toronto FC II | W | 2-0 |
| USA USL League One | 2019/04/05 23:30 | Orlando City II v Toronto FC II | L | 0-2 |
| USA USL Championship | 2017/06/14 16:00 | Toronto FC II v Orlando City II | L | 1-0 |
| USA USL Championship | 2017/04/04 23:30 | Orlando City II v Toronto FC II | W | 3-1 |
| USA USL Championship | 2016/09/11 23:30 | Toronto FC II v Orlando City II | L | 2-1 |
| USA USL Championship | 2016/08/06 23:30 | Orlando City II v Toronto FC II | W | 2-1 |