Stadium: Center Round: 27 Ground: Grass
| Challenger Surbiton | 2019/06/06 16:00 | Viktor Troicki v Peter Polansky | 7-6,6-2 |
| Challenger Surbiton | 2019/06/05 14:45 | Ugo Humbert v Viktor Troicki | 7-6,0-6,3-6 |
| Challenger Surbiton | 2019/06/04 10:00 | Jurij Rodionov v Viktor Troicki | 7-6,3-6,2-6 |
| French Open | 2019/05/24 08:00 | Alexandre Muller v Viktor Troicki | 6-3,6-4 |
| French Open | 2019/05/22 14:00 | Viktor Troicki v Jason Kubler | 6-1,7-6 |
| French Open | 2019/05/20 08:00 | Kevin Krawietz v Viktor Troicki | 4-6,3-6 |
| Challenger Heilbronn | 2019/05/17 13:45 | Filip Krajinovic v Viktor Troicki | 7-5,7-6 |
| Challenger Heilbronn | 2019/05/16 09:30 | Guillermo Garcia-Lopez v Viktor Troicki | 4-6,4-6 |
| 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 Houston | 2019/04/08 20:00 | Ryan Harrison v Ivo Karlovic | 6-3,6-4 |
| ATP Miami | 2019/03/22 00:05 | Pablo Andujar v Ivo Karlovic | 7-6,6-4 |
| ATP Indian Wells | 2019/03/14 01:00 | Ivo Karlovic v Dominic Thiem | 4-6,3-6 |
| ATP Indian Wells | 2019/03/11 19:45 | Ivo Karlovic v Prajnesh Gunneswaran | 6-3,7-6 |