Stadium: Court 1 Round: 64 Ground: Grass
| Challenger Nottingham | 2019/06/11 13:25 | Stefano Napolitano v James Ward | 7-5,7-6 |
| Challenger Surbiton | 2019/06/06 14:55 | James Ward v Denis Kudla | 3-6,6-4,3-6 |
| Challenger Surbiton | 2019/06/05 14:30 | Sergiy Stakhovsky v James Ward | 7-6,3-6,4-6 |
| Challenger Surbiton | 2019/06/03 13:30 | Paul Jubb v James Ward | 5-7,6-4,3-6 |
| French Open | 2019/05/20 15:00 | James Ward v Oscar Otte | 1-6,2-6 |
| Challenger Aix en Provence | 2019/05/07 13:20 | James Ward v Gianluca Mager | 6-7,2-6 |
| Challenger Aix en Provence | 2019/05/06 13:00 | James Ward v Tristan Lamasine | 7-6,7-6 |
| Challenger Puerto Vallarta | 2019/05/02 21:35 | Yusuke Takahashi v James Ward | 2-6,6-4,6-3 |
| French Open | 2019/05/26 13:10 | Prajnesh Gunneswaran v Hugo Dellien | 1-6,3-6,1-6 |
| ATP Munich | 2019/04/28 11:30 | Prajnesh Gunneswaran v Denis Istomin | 6-4,2-6,2-6 |
| ATP Munich | 2019/04/27 14:00 | Prajnesh Gunneswaran v Alexander Erler | 3-6,7-6,7-5 |
| Challenger Anning | 2019/04/21 06:00 | Jay Clarke v Prajnesh Gunneswaran | 6-4,6-3 |
| Challenger Anning | 2019/04/20 04:00 | Kamil Majchrzak v Prajnesh Gunneswaran | 6-7,7-6,4-6 |
| Challenger Anning | 2019/04/19 05:30 | Nikola Milojevic v Prajnesh Gunneswaran | 5-7,3-6 |
| Challenger Anning | 2019/04/18 05:50 | Adam Pavlasek v Prajnesh Gunneswaran | 5-7,3-6 |
| Challenger Anning | 2019/04/16 07:10 | Saketh Myneni v Prajnesh Gunneswaran | 2-6,4-6 |