Round: 44 Ground: Hardcourt indoor
| ITF Great Britain F5 | 2017/09/18 14:50 | Golding, Oliver v Bennett, Tommy | 6-4,6-3 |
| ITF Great Britain F5 | 2017/09/17 15:30 | Bennett, Tommy v Rose, Joshua | 5-7,6-3,6-1 |
| ITF Great Britain F5 | 2017/09/17 10:30 | Anand, Rittik v Bennett, Tommy | 2-6,2-6 |
| ITF Great Britain F4 | 2017/09/12 09:00 | Hoyt, Evan v Bennett, Tommy | 6-3,6-2 |
| ITF Great Britain F4 | 2017/09/11 09:00 | Bennett, Tommy v Stoute, Isaac | 7-6,6-1 |
| ITF Great Britain F4 | 2017/09/11 09:00 | Di Maro, Lorenzo v Bennett, Tommy | 2-6,1-6 |
| ITF Turkey F30 | 2017/08/15 09:30 | Mert Alkaya v Bennett, Tommy | 3-6,7-5,6-1 |
| ITF USA F31 | 2016/10/12 15:50 | Benitez Chavarriaga, Juan Manuel v Bennett, Tommy | 2-6,7-6,6-2 |
| ITF Great Britain F5 | 2017/09/18 12:00 | Story, James v Carter, Robert | 2-6,4-6 |
| ITF Great Britain F5 | 2017/09/17 13:00 | Jacopo Berrettini v Story, James | 7-6,2-6,4-6 |
| ITF Great Britain F5 | 2017/09/17 08:00 | Maclean, Tad v Story, James | 6-4,1-6,6-7 |