| Date | Match | League | Result | OU 2.5 | Both to score |
|---|---|---|---|---|---|
| 5/1/22 | Middlesbrough U23 vs Reading U23 | Premier League 2 - Promotion - Play Offs | 2:1 | Yes | Yes |
| 11/29/21 | Reading U23 vs Middlesbrough U23 | Premier League 2 - Promotion - Play Offs | 2:1 | Yes | Yes |
| 4/9/21 | Reading U23 vs Middlesbrough U23 | Premier League 2 - Promotion - Play Offs | 2:4 | Yes | Yes |
| 11/27/20 | Middlesbrough U23 vs Reading U23 | Premier League 2 - Promotion - Play Offs | 2:3 | Yes | Yes |
| 2/17/20 | Reading U23 vs Middlesbrough U23 | Premier League 2 - Promotion - Play Offs | 0:1 | No | No |
| 10/18/19 | Middlesbrough U23 vs Reading U23 | Premier League 2 - Promotion - Play Offs | 2:1 | Yes | Yes |
| 3/9/19 | Reading U23 vs Middlesbrough U23 | Premier League 2 - Promotion - Play Offs | 2:2 | Yes | Yes |
| 10/19/18 | Middlesbrough U23 vs Reading U23 | Premier League 2 - Promotion - Play Offs | 2:3 | Yes | Yes |