| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 9/13/26 | Orlando City vs Toronto | Major League Soccer | 3:0 | Yes | No |
| 3/2/25 | Orlando City vs Toronto | Major League Soccer | 4:2 | Yes | Yes |
| 7/4/24 | Toronto vs Orlando City | Major League Soccer | 1:2 | Yes | Yes |
| 4/28/24 | Orlando City vs Toronto | Major League Soccer | 1:2 | Yes | Yes |
| 10/22/23 | Toronto vs Orlando City | Major League Soccer | 0:2 | No | No |
| 7/5/23 | Orlando City vs Toronto | Major League Soccer | 4:0 | Yes | No |
| 9/18/22 | Orlando City vs Toronto | Major League Soccer | 4:0 | Yes | No |
| 5/14/22 | Toronto vs Orlando City | Major League Soccer | 0:1 | No | No |
| 7/18/21 | Toronto vs Orlando City | Major League Soccer | 1:1 | No | Yes |
| 6/20/21 | Toronto vs Orlando City | Major League Soccer | 2:3 | Yes | Yes |
| 5/23/21 | Orlando City vs Toronto | Major League Soccer | 1:0 | No | No |
| 8/11/19 | Toronto vs Orlando City | Major League Soccer | 1:1 | No | Yes |
| 5/4/19 | Orlando City vs Toronto | Major League Soccer | 0:2 | No | No |
| 7/15/18 | Orlando City vs Toronto | Major League Soccer | 2:1 | Yes | Yes |
| 7/15/18 | Orlando City vs Toronto | Major League Soccer | 2:1 | Yes | Yes |
| 5/19/18 | Toronto vs Orlando City | Major League Soccer | 2:1 | Yes | Yes |
| 5/19/18 | Toronto vs Orlando City | Major League Soccer | 2:1 | Yes | Yes |
| 7/6/17 | Orlando City vs Toronto | Major League Soccer | 1:3 | Yes | Yes |
| 5/4/17 | Toronto vs Orlando City | Major League Soccer | 2:1 | Yes | Yes |