Stadium: Court 1 Round: 25 Ground: Synthetic outdoor
| ITF M15 Idanha-a-Nova | 2019/07/09 09:00 | David Jorda Sanchis v Watson, Andrew | 5-7,7-6,6-1 |
| ITF M15 Idanha-a-Nova | 2019/07/05 12:45 | Gil, Fred v Watson, Andrew | 6-4,6-1 |
| ITF M15 Idanha-a-Nova | 2019/07/04 12:25 | Faria, Luis v Watson, Andrew | 6-7,4-6 |
| Ilkley, Great Britain | 2019/06/17 11:00 | Galovic, Viktor v Watson, Andrew | 6-4,6-4 |
| Surbiton, Great Britain | 2019/06/04 10:00 | Watson, Andrew v Yunseong Chung | 2-6,2-6 |
| Surbiton, Great Britain | 2019/06/03 10:00 | Klein, Brydan v Watson, Andrew | 6-3,2-6,5-7 |
| ITF - M25 Pensacola | 2019/05/09 15:00 | Watson, Andrew v Olivares, Jose | 7-6,4-6,1-6 |
| ITF - M25 Pensacola | 2019/05/08 15:35 | Arconada, Jordi v Watson, Andrew | 3-6,6-3,4-6 |
| ITF Portugal F16 | 2018/08/21 13:20 | Osgar O'Hoisin v Finn Bass | 2-6,3-6 |
| ITF Portugal F16 | 2018/08/18 08:30 | Sibanda, Muzingaye Dickson Andile v Osgar O'Hoisin | 4-6,1-6 |
| ITF Ireland F1 | 2018/08/02 15:55 | Osgar O'Hoisin v Ryan James Storrie | 4-6,4-6 |
| ITF Ireland F1 | 2018/07/31 09:00 | Jhun, Alexander v Osgar O'Hoisin | 7-6,3-6,4-6 |
| ITF USA F19B Qual | 2018/07/16 17:05 | Osgar O'Hoisin v Aleksandar Kovacevic | 4-6,3-6 |
| Challenger Winnetka Qual | 2018/07/08 16:50 | Osgar O'Hoisin v Alex Rybakov | 3-6,3-6 |
| Challenger Winnetka Qual | 2018/07/07 19:35 | Osgar O'Hoisin v Emmett Ward | 6-2,2-6,6-3 |
| ITF USA F18 | 2018/06/27 18:00 | Osgar O'Hoisin v Sculley, Sean | 3-6,0-6 |