Head to Head includes singles and doubles results.
| 04/02/19 | David Shelley over Darren Fleming | 6-4; 1-6; 7-6 | |
| 03/07/18 | David Shelley over Darren Fleming | 6-3; 6-3 | |
| 02/07/18 | David Shelley over Darren Fleming | 6-3; 6-3 | |
| 09/03/17 | David Shelley over Darren Fleming | 6-4; 6-3 | |
| 06/09/17 | David Shelley over Darren Fleming | 6-1; 3-6; 6-1 | |
| 05/26/17 | David Shelley over Darren Fleming | 6-4; 6-4 | |
| 04/14/17 | Darren Fleming over David Shelley | 6-4; 7-6 | |
| 05/25/16 | David Shelley over Darren Fleming | 6-3; 1-6; 6-3 | |
| 03/30/16 | Darren Fleming over David Shelley | 4-6; 6-4; 6-4 | |
| 09/19/15 | David Shelley over Darren Fleming | 6-3; 7-6 | |
| 06/06/15 | David Shelley over Darren Fleming | 6-1; 6-1 | |
| 04/21/15 | David Shelley over Darren Fleming | 7-6; 7-6 |
