Stadium: Court 4 Round: 26 Ground: Clay
| ITF M25 Vero Beach | 2019/04/30 16:00 | Bastian Malla v Andrew Watson | 6-7,5-7 |
| ITF M15 Cancun | 2019/04/18 18:55 | Andrew Watson v Adam El Mihdawy | 4-6,0-6 |
| ITF M15 Cancun | 2019/04/16 14:00 | Andrew Watson v Eduardo Ribeiro | 7-5,6-3 |
| ITF M15 Cancun | 2019/03/28 14:00 | Juan Pablo Varillas v Andrew Watson | 3-6,7-6,6-2 |
| ITF M15 Cancun | 2019/03/27 16:30 | Gabriel Donev v Andrew Watson | 0-6,2-6 |
| ITF M15 Cancun | 2019/03/21 19:30 | Andrew Watson v Emil Ruusuvuori | 1-6,4-6 |
| ITF M15 Cancun | 2019/03/20 16:55 | Vasil Kirkov v Andrew Watson | 6-7,3-6 |
| ITF M25 Bakersfield | 2019/03/14 18:00 | Andrew Watson v Sekou Bangoura | 1-6,4-6 |
| ITF M25 Vero Beach | 2019/05/01 18:00 | Jack Findel-Hawkins v Paul Oosterbaan | 2-6,6-7 |
| ITF M15 Orange Park | 2019/04/16 14:00 | Agustin Velotti v Paul Oosterbaan | 6-4,6-7,6-3 |
| ITF M15 Sunrise | 2019/04/09 15:00 | Paul Oosterbaan v Sandro Ehrat | 6-7,7-6,5-7 |
| ITF M15 Portimao | 2019/03/15 11:35 | Tiago Cacao v Paul Oosterbaan | 6-4,6-2 |
| ITF M15 Portimao | 2019/03/14 15:15 | Paul Oosterbaan v Lamine Ouahab | 6-2,7-6 |
| ITF M15 Portimao | 2019/03/12 11:00 | Simon A Ivanov v Paul Oosterbaan | 5-7,6-4,1-6 |
| ITF M15 Loule | 2019/03/07 15:30 | Sandro Ehrat v Paul Oosterbaan | 6-1,6-3 |
| ITF M15 Loule | 2019/03/07 11:25 | Eduardo Struvay v Paul Oosterbaan | 5-7,6-1,3-6 |