Stadium: Court 3 Round: 54 Ground: Hardcourt indoor
| ITF M25 Shrewsbury | 2019/09/23 10:10 | Sizya Ernest Kivanda v Tom Skinner | 7-6,7-6 |
| ITF M15 Pajulahti | 2019/09/18 09:25 | Francesco Vilardo v Sizya Ernest Kivanda | 6-3,6-3 |
| ITF M15 Pajulahti | 2019/09/17 07:30 | Sizya Ernest Kivanda v Alexander Chepik | 6-3,7-6 |
| ITF M25 Mulhouse | 2019/09/08 13:30 | Sizya Ernest Kivanda v Yannik Steinegger | 5-7,6-2,7-10 |
| ITF M25 Bagneres-De-Bigorre | 2019/09/03 07:30 | Sizya Ernest Kivanda v Clement Chidekh | 3-6,5-7 |
| ITF M25 Bagneres-De-Bigorre | 2019/09/01 12:00 | Sizya Ernest Kivanda v Victor Huet | 7-5,6-1 |
| ITF M15 Sintra | 2019/08/20 09:00 | Sizya Ernest Kivanda v Hugo Maia | 1-6,3-6 |
| ITF M15 Sintra | 2019/08/14 12:00 | Sizya Ernest Kivanda v Maxime Tchoutakian | 0-6,3-6 |
| ITF M25 Shrewsbury | 2019/09/23 10:10 | Andrew Ponder v Jack Oswald | 6-7,4-6 |
| ITF M25 Irpin | 2019/08/25 07:30 | Artur Kulibaba v Jack Oswald | 6-4,6-4 |
| ITF M25 Dublin | 2019/07/29 13:00 | Jack Oswald v Kyle Stocker | 0-6,4-6 |
| ITF M25 Lima | 2019/07/16 14:00 | Jack Oswald v Duilio Vallebuona | 3-6,2-6 |
| ITF M15 Lima | 2019/07/09 16:30 | Jack Oswald v Rodrigo N M D O Murillo | 3-6,4-6 |
| ITF M15 Netanya | 2019/06/17 06:30 | Demetris Azoides v Jack Oswald | 6-2,6-3 |
| ITF M15 Akko | 2019/06/12 08:00 | Jack Oswald v Lior Goldenberg | 7-5,3-6,1-6 |
| ITF M15 Akko | 2019/06/10 07:00 | Victor Gurevich v Jack Oswald | 4-6,2-6 |