Stadium: Court 2 Round: 24 Ground: Grass
| Challenger Surbiton | 2019/06/03 10:00 | Brydan Klein v Andrew Watson | 6-3,2-6,5-7 |
| ITF M25 Pensacola | 2019/05/09 15:00 | Andrew Watson v Jose Olivares | 7-6,4-6,1-6 |
| ITF M25 Pensacola | 2019/05/08 15:35 | Jordi Arconada v Andrew Watson | 3-6,6-3,4-6 |
| ITF M25 Vero Beach | 2019/05/02 14:00 | Andrew Watson v Paul Oosterbaan | 4-6,3-6 |
| 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 |
| Challenger Gwangju | 2019/05/16 05:45 | Yunseong Chung v Evgeny Donskoy | 5-7,4-6 |
| Challenger Gwangju | 2019/05/15 03:40 | Duckhee Lee v Yunseong Chung | 4-6,2-6 |
| Challenger Gwangju | 2019/05/14 05:00 | Jeamoon Lee v Yunseong Chung | 6-7,2-6 |
| Challenger Busan | 2019/05/10 07:05 | Ricardas Berankis v Yunseong Chung | 5-7,6-3,6-4 |
| Challenger Busan | 2019/05/09 06:45 | Yunseong Chung v Marcos Baghdatis | 6-2,6-3 |
| Challenger Busan | 2019/05/07 04:05 | Nikola Milojevic v Yunseong Chung | 2-6,6-3,5-7 |
| Challenger Busan | 2019/05/06 04:10 | Yunseong Chung v Zhe Li | 3-6,6-3,6-4 |
| Challenger Seoul | 2019/05/02 04:00 | Yasutaka Uchiyama v Yunseong Chung | 6-4,6-4 |