Stadium: Court 1 Round: 164 Ground: Grass
| ATP Queens | 2019/06/15 11:00 | Ivo Karlovic v Peter Polansky | 6-3,7-5 |
| Challenger Nottingham | 2019/06/14 11:00 | Evgeny Donskoy v Ivo Karlovic | 6-3,6-7,7-6 |
| Challenger Nottingham | 2019/06/12 15:00 | Stefano Napolitano v Ivo Karlovic | 6-7,6-4,3-6 |
| Challenger Surbiton | 2019/06/08 09:30 | Viktor Troicki v Ivo Karlovic | 6-2,5-7,7-6 |
| Challenger Surbiton | 2019/06/06 16:05 | Feliciano Lopez v Ivo Karlovic | 6-1,6-7,6-7 |
| Challenger Surbiton | 2019/06/05 12:20 | Yuichi Sugita v Ivo Karlovic | 6-7,7-6,3-6 |
| French Open | 2019/05/30 13:05 | Jordan Thompson v Ivo Karlovic | 6-3,6-4,6-7,6-3 |
| French Open | 2019/05/28 10:45 | Ivo Karlovic v Feliciano Lopez | 7-6,7-5,6-7,7-5 |
| ATP Queens | 2019/06/15 11:40 | James Ward v Prajnesh Gunneswaran | 6-1,6-4 |
| 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 |