| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 3/5/20 | Old Edwardians vs Freetown City | League Cup - Placement Group | 2:0 | No | No |
| 6/27/19 | Freetown City vs Old Edwardians | League Cup - Placement Group | 0:1 | No | No |
| 2/17/19 | Old Edwardians vs Freetown City | League Cup - Placement Group | 0:1 | No | No |