| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 6/18/25 | Wakirya vs Milo | Cosafa Cup | 3:0 | Yes | No |
| 3/7/25 | Milo vs Wakirya | Cosafa Cup | 0:0 | No | No |
| 4/25/24 | Milo vs Wakirya | Cosafa Cup | 2:0 | No | No |
| 11/27/23 | Wakirya vs Milo | Cosafa Cup | 1:0 | No | No |
| 5/18/23 | Wakirya vs Milo | Cosafa Cup | 2:0 | No | No |
| 12/11/22 | Milo vs Wakirya | Cosafa Cup | 1:1 | No | Yes |
| 4/24/22 | Milo vs Wakirya | Cosafa Cup | 1:0 | No | No |
| 1/1/22 | Wakirya vs Milo | Cosafa Cup | 1:0 | No | No |
| 3/30/18 | Milo vs Wakirya | Cosafa Cup | 0:1 | No | No |
| 3/30/18 | Milo vs Wakirya | Cosafa Cup | 0:1 | No | No |