Round: 44 Ground: Hardcourt outdoor
| ITF M15 Heraklion | 2019/12/08 12:00 | Yeongseok Jeong v Biagio Gramaticopolo | 5-7,2-6 |
| ITF M15 Heraklion | 2019/12/05 08:00 | Biagio Gramaticopolo v Matias Zukas | 4-6,3-6 |
| ITF M15 Heraklion | 2019/12/04 10:10 | Sahar Simon v Biagio Gramaticopolo | 5-7,3-6 |
| ITF M15 Heraklion | 2019/12/03 08:00 | Biagio Gramaticopolo v Yeongseok Jeong | 6-2,6-2 |
| ITF M15 Heraklion | 2019/12/02 08:30 | Biagio Gramaticopolo v Brandon Murphy | 2-6,6-4,10-4 |
| ITF M15 Heraklion | 2019/12/01 09:00 | Luca Staeheli v Biagio Gramaticopolo | 4-6,4-6 |
| ITF M15 Heraklion | 2019/12/04 12:10 | David Pichler v Clay Crawford | 6-3,6-3 |
| ITF M15 Heraklion | 2019/12/03 08:00 | Daniil Glinka v Clay Crawford | 3-6,0-6 |
| ITF M15 Heraklion | 2019/12/02 09:30 | Clay Crawford v Delf Gohlke | 6-0,6-1 |
| ITF M15 Heraklion | 2019/12/01 10:00 | Christos Keisidis v Clay Crawford | 4-6,7-6,5-10 |
| ITF M25 Shrewsbury | 2019/09/24 10:35 | Clay Crawford v Francesco Vilardo | 7-6,3-6,3-6 |
| ITF M25 Roehampton | 2019/07/31 13:15 | Clay Crawford v Finn Bass | 7-6,6-2 |
| ITF M25 Sunderland | 2019/04/08 10:00 | Clay Crawford v Ben Jones | 6-7,6-4,8-10 |
| ITF Great Britain F2 | 2015/01/26 10:00 | Imran Aswat v Clay Crawford | 7-5,6-4 |